Solanasis Docs

linkedin-outreach-strategy

44 min read

LinkedIn Outreach Strategy — Solanasis LLC

Dmitri Sunshine | Go-To-Market Playbook

Generated: 2026-03-26 Data sources: linkedin-data-maximizer pipeline (13,000+ rows, 20+ files) Network size: 2,478 contacts | A-tier: ~35 contacts | Outreach pool: 2,024 follows not yet connected

Executive Summary

This document synthesizes the complete LinkedIn data pipeline analysis into a prioritized, actionable outreach playbook. The core finding is that Dmitri has an exceptionally warm network (49.2% outgoing invitation acceptance rate, multiple A-tier relationships with warmth scores 40-50) but a severe GTM alignment gap: Solanasis service lines (cybersecurity, fractional leadership, responsible AI) are nearly invisible in his current engagement pattern.

The opportunity: use existing relationship capital to generate referrals and introductions into the exact ICPs (ideal customer profiles) Solanasis serves — SMBs and nonprofits without C-suite IT leadership — while rebuilding content presence around the four critical topics.

The three-sentence strategy: Activate dormant warm contacts for referrals first (highest ROI, lowest effort). Run targeted cold outreach to high-strategic-value contacts using Dmitri’s proven “input seeker” framing (not a pitch). Simultaneously rebuild LinkedIn content presence around cybersecurity and fractional leadership to attract inbound from the 2,024 people who follow but haven’t connected.

A. Service Line to Target Contact Mapping

Data sources: contacts_for_database.csv, outreach lists, ICP segment tags

The seven Solanasis service lines map to distinct contact segments within the 2,478-person network. The following lists prioritize contacts by: (1) segment alignment, (2) strategic value score, (3) warmth score, and (4) recency of last contact.

A1. Security Assessments

ICP profile: Tech-forward SMBs and nonprofits, regulated industries (healthcare, finance, legal), founders who know they have security gaps but haven’t formalized them. Position: “Find the holes before a breach does.”

Top 10 contacts for Security Assessments outreach:

  1. Elizaveta Vladimirovna Pereskokova — Grain of Salt LLC, Co-Founder/CXO

    • Warmth: 50 | Strategic: 33 | Last contact: 2026-03-09
    • Angle: Highest warmth score in network. Active Boulder startup founder. Recent conversation (14 days ago). Ideal for: introduce security posture conversation framed as “protecting what you’re building.”

  2. Brittany Romano — Startup Colorado, Executive Director

    • Warmth: 40 | Strategic: 30 | Last contact: 2025-12-04
    • Angle: Runs Colorado’s largest startup ecosystem org. Security for the org itself AND referral gateway to 1,000+ startups in the Startup Colorado portfolio.

  3. Kelly Dunkin — Colorado Gives Foundation, President and CEO

    • Warmth: 35 | Strategic: 30 | Last contact: 2024-11-19
    • Angle: Foundation CEOs face donor data security requirements. Colorado Gives manages significant charitable dollars — fiduciary responsibility is a natural security entry point.

  4. Margaret (Mati) Engel — Executive Partner, Community Activator

    • Warmth: 25 | Strategic: 30 | Last contact: 2025-12-01
    • Angle: Community connector with high strategic value. Gateway to Boulder SMB network. Propose a “security hygiene” framing relevant to small org operations.

  5. Sonya Hausafus — Entrepreneurs’ Organization, Executive Director

    • Warmth: 20 | Strategic: 30 | Last contact: 2025-11-04
    • Angle: EO Colorado has 100+ member companies, most are SMBs in the exact Solanasis ICP. A security assessment case study presented to EO Colorado is a high-leverage channel.

  6. Patrick Gaines — Colorado State University, Executive Director of Development

    • Warmth: 20 | Strategic: 30 | Last contact: 2024-10-31
    • Angle: University development offices manage major donor data. Compliance and security angle is strong. Warm enough for a direct ask.

  7. Marcella Hall — MascotYou AI, CEO & Founder

    • Warmth: 43 | Strategic: 28 | Last contact: 2026-01-26
    • Angle: AI startup founder with active conversations in last 90 days. AI tools introduce new security vectors — natural bridge from AI discussion to security assessment offer.

  8. Lee Rael — Source Studios, Co-Founder/Director

    • Warmth: 48 | Strategic: 28 | Last contact: 2026-02-03
    • Angle: Creative studio with digital assets. 11-message conversation history. Position security as protecting IP and client data.

  9. Daniel Idźkowski — I.D.I.T. - Single Family Office, Chief Investment Officer

    • Warmth: 35 | Strategic: 25 | Last contact: 2025-11-10
    • Angle: Family office = highest-stakes data security. Fiduciary duty + wealth data = compelling security assessment case. Wealth management segment (21 contacts total) is an underworked vertical for this service.

  10. Linda Carlisle — Comm.ext LLC, Fractional Communications Advisor

    • Warmth: 0 | Strategic: 38 | Last contact: none recorded
    • Angle: Fractional professional with a peer network of fractional leaders. Cold outreach justified by strategic score. Referral partner potential — she likely serves the same SMB clients.

A2. Disaster Recovery Verification

ICP profile: Healthcare, regulated finance, nonprofits with donor/client data, and any org that has “a DR plan on paper but hasn’t tested it in 18 months.” Position: “A plan untested is not a plan — it’s a document.”

Top 10 contacts for DR Verification outreach:

  1. Kelly Dunkin — Colorado Gives Foundation

    • Same as above. Foundation donor data + backup verification = natural entry point. “Your donors trust you with their financial data — have you tested what happens if it disappears?”

  2. Bree Dellerson — Double the Love Foundation, President and Founder

    • Warmth: 40 | Strategic: 25 | Last contact: 2025-12-09
    • Angle: Nonprofit founder managing donor data. Went silent after active conversation in Dec 2025. Re-engagement via DR audit framing: “Quick tech health check for growing nonprofits.”

  3. Nathan Hewitt — Raft Foundation, Founder/President/ED

    • Warmth: 35 | Strategic: 25 | Last contact: 2025-10-19
    • Angle: Foundation with 5+ months of silence. DR verification framed as “operational resilience for mission-critical orgs.”

  4. Brad Smith, M.Ed. — Rootstock Philanthropy, Founder & CEO

    • Warmth: 35 | Strategic: 25 | Last contact: 2025-10-27
    • Angle: Philanthropy infrastructure org. Position DR as protecting the organization that protects others.

  5. Ziliang Yang — Mourish, Founder and CEO

    • Warmth: 40 | Strategic: 25 | Last contact: 2025-12-03
    • Angle: Active startup founder, went dormant after Dec 2025. Growing tech stack = growing DR complexity. Re-engage with: “Does your recovery plan cover your current infrastructure?”

  6. Kristin Joy Ekkens — Exponential Joy LLC, Founder & Chief Joy Architect

    • Warmth: 40 | Strategic: 25 | Last contact: 2025-11-09
    • Angle: Solo founder scaling a coaching practice — exactly the profile that skips DR planning. “What happens to your client data if your laptop dies?”

  7. Francisco Marin — Cognitive Talent Solutions, Founder & CEO

    • Warmth: 40 | Strategic: 25 | Last contact: 2025-11-05
    • Angle: Strong conversation history from 2025. Cognitive talent platform with sensitive assessment data. Re-engage via DR framing specific to talent/HR data.

  8. Daniel Idźkowski — I.D.I.T. - Single Family Office, CIO

    • Warmth: 35 | Strategic: 25
    • Angle: Family office data is irreplaceable. DR verification is a fiduciary obligation, not a nice-to-have. Direct pitch language is appropriate here.

  9. Cameron Burgess — Armillaria, CEO & Co-Founder

    • Warmth: 20 | Strategic: 25 | Last contact: 2024-12-18
    • Angle: Wealth-adjacent startup. DR verification as investor due diligence readiness: “Investors increasingly check your DR posture.”

  10. Renee Ferrufino — The Women’s Foundation of Colorado, President & CEO

    • Warmth: -10 | Strategic: 30 | Last contact: none
    • Angle: Cold contact, high strategic value. Major Colorado foundation. Use warm introduction via Kelly Dunkin (see Section E) rather than cold outreach.

A3. Data Migrations

ICP profile: Growing SMBs switching CRMs, nonprofits moving off spreadsheets, orgs upgrading from legacy systems. Trigger signals: hiring announcements, platform switch discussions, “we outgrew X” language in conversations.

Top 10 contacts for Data Migration outreach:

  1. Ian Crafford — Vector Business Advisors, Founder

    • Warmth: 50 | Strategic: 13 | Last contact: 2026-03-11
    • Angle: Business advisor to startups — referral source. Had a meeting scheduled (per last message). Ask: “Which of your clients are in a tech transition right now?”

  2. Ef Rodriguez — Glider.com, Board Member

    • Warmth: 45 | Strategic: 18 | Last contact: 2026-03-11
    • Angle: Board member at a tech company, connector role. Active relationship. Position data migration as a growth enabler for portfolio companies.

  3. Sydney Campos — Vienna Capital Partners, Strategic Partner

    • Warmth: 45 | Strategic: 18 | Last contact: 2026-03-09
    • Angle: Investment/impact space, 8-message history, deeply warm. Portfolio company angle: “When your portfolio companies grow, they often need data infrastructure help.”

  4. Marcella Hall — MascotYou AI, CEO & Founder

    • Warmth: 43 | Strategic: 28 | Last contact: 2026-01-26
    • Angle: AI startup with data infrastructure needs. Migration from prototype to production data layer is a common inflection point.

  5. Annabel Koh Wilson — Boundless Living Academy, Founder Director

    • Warmth: 48 | Strategic: 25 | Last contact: 2025-12-28
    • Angle: 14-message conversation history (longest in A-tier). Wellness academy likely managing member data in fragmented tools. Data migration framed as “getting your member experience right.”

  6. Hunter Wallace — Align Impact, Executive Partner

    • Warmth: 48 | Strategic: 18 | Last contact: 2026-02-18
    • Angle: Impact investing firm. Switching from spreadsheets to proper CRM is a common pain point in this space.

  7. Megan Flanagan — Eden, Senior Director Partnerships & BD

    • Warmth: 48 | Strategic: 15 | Last contact: 2026-01-07
    • Angle: Partnership/BD role at a growing company. 17-message conversation history. BD teams live and die by their CRM. Data migration is directly relevant.

  8. Jono Wilde — The Good Life Movement, Executive Director

    • Warmth: 48 | Strategic: 15 | Last contact: 2025-12-30
    • Angle: Nonprofit/movement organization. Likely managing contacts in fragmented tools. 9-message history. Warm enough for a direct service conversation.

  9. Lee Rael — Source Studios, Co-Founder

    • Warmth: 48 | Strategic: 28 | Last contact: 2026-02-03
    • Angle: Creative studio with client project data. Migration from ad-hoc tools to organized project management + CRM is common pain.

  10. Dan DeGolier — Ascent CFO Solutions, Fractional CFO/Founder

    • Warmth: 0 | Strategic: 33 | Last contact: 2025-06-18
    • Angle: Fractional CFO serving multiple SMB clients — each of which may need data migrations. Strong referral multiplier. Cold-warm outreach justified.

A4. CRM Setup

ICP profile: Founders and nonprofit leaders managing contacts in Gmail, spreadsheets, or a CRM they haven’t configured properly. Signal: “we’re losing track of” language, rapid growth, new BD hires, partnership program launches.

Top 10 contacts for CRM Setup outreach:

  1. Brittany Romano — Startup Colorado, Executive Director

    • Angle: Ecosystem org managing 1,000+ startup relationships. If Startup Colorado doesn’t have a CRM built right, it’s a direct Solanasis engagement. If it does, she can refer Solanasis to portfolio companies that need it.

  2. Sonya Hausafus — EO Colorado, Executive Director

    • Angle: EO Colorado chapter managing member relationships. Chapter management often relies on underpowered tools. CRM setup framed as “member experience upgrade.”

  3. Megan Flanagan — Eden, Senior Director Partnerships

    • Angle: 17-message history, partnership role. BD/partnerships professionals are the most common CRM champions in SMBs. She would feel this pain personally.

  4. Kristin Joy Ekkens — Exponential Joy LLC, Founder

    • Angle: Coaching practice founder. Coaches typically outgrow Notion/spreadsheets at 20-50 clients. CRM setup is a natural next step.

  5. Francisco Marin — Cognitive Talent Solutions, Founder & CEO

    • Angle: Talent assessment platform. Client management + candidate tracking requires proper CRM architecture. Warm relationship makes direct service discussion appropriate.

  6. Brian Midtbo — StrongHaven, Wealth Strategist/Founder

    • Warmth: 48 | Last contact: 2026-02-18
    • Angle: 18-message conversation — one of the deepest relationships in A-tier. Financial services founders need CRM for client lifecycle management. Direct ask.

  7. Bree Dellerson — Double the Love Foundation, President

    • Angle: Nonprofit managing donor relationships. Donor CRM setup is the highest ROI tech investment for a growing foundation. Re-engagement hook.

  8. Nathan Hewitt — Raft Foundation, Founder/President/ED

    • Angle: Foundation with donor, volunteer, and grant relationships to track. Spreadsheet-to-CRM migration is a recurring nonprofit need.

  9. Sara Simmonds — The Impact Innovator, CEO

    • Warmth: 43 | Strategic: 18 | Last contact: 2026-01-28
    • Angle: Growth consultant who works with SMBs. CRM for her own practice AND referral to clients she advises on growth systems.

  10. Amanda Pinelli — NatureX Studio, Consulting Investment Director

    • Warmth: 43 | Strategic: 15 | Last contact: 2026-01-10
    • Angle: 8-message history. Investment/consulting role. CRM for deal flow tracking is a universal pain point in small investment shops.

A5. Systems Integration

ICP profile: SMBs with a “Frankenstein stack” — multiple SaaS tools that don’t talk to each other, causing manual data re-entry, errors, and operational drag. Often triggered by a specific pain: “I have to update three systems every time a client onboards.”

Top 10 contacts for Systems Integration outreach:

  1. Elizaveta Vladimirovna Pereskokova — Grain of Salt LLC

    • Angle: Highest warmth, active startup. Growing companies accumulate disconnected tools fast. “What does your current tech stack look like — are your tools talking to each other?”

  2. Marcella Hall — MascotYou AI, CEO & Founder

    • Angle: AI company with complex data flows. Integration between AI tools, CRM, and ops systems is a known pain point for AI startups.

  3. Ian Crafford — Vector Business Advisors

    • Angle: Business advisor to startups. Systems integration referral from an advisor who sees client stack problems is high-quality lead generation.

  4. Lee Rael — Source Studios, Co-Founder

    • Angle: Creative studio managing project data, billing, client communication, and asset delivery across likely 4+ disconnected tools.

  5. Ef Rodriguez — Glider.com, Board Member

    • Angle: Tech company with established stack. Board member perspective on operational efficiency improvements.

  6. Dan Garfinkel — DeepGem Interactive, Head of Revenue & BD

    • Warmth: 50 | Strategic: 18 | Last contact: 2026-03-10
    • Angle: 5-message conversation, meeting confirmed. Revenue/BD role always has integration pain between CRM, email, and reporting tools.

  7. Vincent Kovar — Earnscape, Chief Marketing Officer

    • Warmth: 50 | Strategic: 18 | Last contact: 2026-03-11
    • Angle: CMO at growing company. Marketing tech stacks are notoriously fragmented. Integration between CRM, marketing automation, and analytics is perennial pain.

  8. Jono Wilde — The Good Life Movement, Executive Director

    • Angle: Nonprofit with membership, events, email, and donor management across separate tools. Integration project would deliver immediate operational relief.

  9. Megan Flanagan — Eden, Senior Director Partnerships

    • Angle: Partnerships role with complex tracking needs across multiple stakeholder types. Systems integration is the hidden cost of growing a partnerships program.

  10. Sara Simmonds — The Impact Innovator, CEO

    • Angle: Growth consultant who advises on operations. Referral potential for integration projects at her client organizations.

A6. Responsible AI Implementation

ICP profile: SMB leaders who are actively curious about AI (attending webinars, posting about it, asking questions) but don’t have a framework for responsible deployment. GTM gap: 4.6% actual engagement vs. 25% target. The 58 AI/ML contacts in the network are underworked.

Top 10 contacts for Responsible AI outreach:

  1. Marcella Hall — MascotYou AI, CEO & Founder

    • Angle: AI company founder. Responsible AI is existential for her brand. “How are you thinking about bias, transparency, and accountability in your AI outputs?” Position Solanasis as the governance layer she needs.

  2. Dan Garfinkel — DeepGem Interactive, Head of Revenue

    • Angle: Most recent A-tier contact (13 days). Interactive/gaming company — AI content generation and moderation are live concerns. Very recent warm relationship.

  3. Vincent Kovar — Earnscape, CMO

    • Angle: Marketing AI tools are proliferating. A CMO using AI for content, targeting, or personalization needs a responsible AI framework to avoid brand risk.

  4. Hunter Wallace — Align Impact, Executive Partner

    • Angle: Impact investing focus means AI ethics is directly on-brand. “Impact investors are starting to ask portfolio companies about their AI governance.”

  5. Sara Simmonds — The Impact Innovator, CEO

    • Angle: Growth consulting + AI adoption = natural client need. She can refer Solanasis to every client she’s advising on AI integration.

  6. Jono Wilde — The Good Life Movement, Executive Director

    • Angle: Values-led organization where AI ethics would resonate deeply. Nonprofits increasingly use AI for fundraising and communications — responsible use matters.

  7. Burge Smith-Lyons — Essence of Being, President and Founder

    • Warmth: 40 | Strategic: 25 | Last contact: 2025-11-06
    • Angle: Wellness/values-focused founder. AI in wellness applications (coaching, assessments, content) needs careful ethical guardrails.

  8. Francisco Marin — Cognitive Talent Solutions, Founder & CEO

    • Angle: Talent assessment platform using cognitive science. AI in HR/talent is a regulatory minefield (EEOC, NYC Local Law 144). Responsible AI is not optional here.

  9. Brian Midtbo — StrongHaven, Wealth Strategist

    • Angle: Financial advice and AI intersection is heavily scrutinized. Responsible AI framework for financial advisors using AI tools.

  10. Ala Stolpnik — Self-employed, Fractional CTO & Technical Advisor

    • Warmth: 0 | Strategic: 38 | Last contact: 2025-11-05
    • Angle: Fractional CTO serving multiple SMB clients. Responsible AI implementation is a service his clients need and he likely can’t deliver alone. Co-delivery or referral opportunity. Cold outreach justified by strategic score.

A7. Fractional CIO / CSIO / COO Retainers

ICP profile: SMBs and nonprofits with 10-100 employees, no C-suite IT/security/ops leadership, experiencing operational pain from lack of strategic technology direction. GTM gap: 3.3% actual engagement vs. 20% target. Network has 899 C-suite contacts and 702 founders — many are potential clients or referral sources.

Top 10 contacts for fCIO/fCSIO/fCOO outreach:

  1. Brittany Romano — Startup Colorado, Executive Director

    • Angle: She oversees an ecosystem of startups that need fractional leadership. Referral partnership play: “Do any of your portfolio companies need a part-time CTO, CIO, or COO?” Position Solanasis as the resource.

  2. Linda Carlisle — Comm.ext LLC, Fractional Communications Advisor

    • Warmth: 0 | Strategic: 38
    • Angle: Peer fractional professional. Cross-referral: she sends Solanasis clients who need fractional IT/security; Solanasis sends her clients who need fractional comms.

  3. Dan DeGolier — Ascent CFO Solutions, Fractional CFO/Founder

    • Warmth: 0 | Strategic: 33 | Last contact: 2025-06-18
    • Angle: Fractional CFO network is the highest-quality referral source for fractional CIO/COO engagements. CFOs and CIOs often enter the same client at similar growth stages.

  4. Ala Stolpnik — Self-employed, Fractional CTO & Technical Advisor

    • Angle: Fractional CTO peer. Co-delivery opportunities where clients need both CTO and CIO/CSIO perspective. Neither competes directly.

  5. Daniel Dixon — Launch Supply, Fractional CTO & Consultant

    • Warmth: 5 | Strategic: 33
    • Angle: Another fractional CTO with client overlap potential. Different enough in focus (product/engineering vs. security/ops) to be complementary.

  6. John Schnipkoweit — Bionic Work, Fractional CTO

    • Warmth: 5 | Strategic: 33
    • Angle: Same referral logic as above. Build a fractional leader referral network where each member can send overflow or non-core work to trusted peers.

  7. Kelly Dunkin — Colorado Gives Foundation

    • Angle: Major foundation without internal CTO/CIO. Fractional CSIO engagement for data security governance is a natural fit. Existing warm relationship.

  8. Sonya Hausafus — EO Colorado, Executive Director

    • Angle: EO members are growing businesses who need fractional executive talent. EO Colorado chapter is a referral pipeline, not just an end client.

  9. Steven Kohnke — Denver Business Coach, Value Growth Advisor/CEO

    • Warmth: 0 | Strategic: 35
    • Angle: Business coach working with CEOs on growth. Fractional CIO/COO is a service his clients need. Referral partnership play.

  10. Ruchika Sikri — Wisdom Ventures, Founding Partner

    • Warmth: 5 | Strategic: 30
    • Angle: Venture/impact investor. Portfolio companies need fractional leadership. Position Solanasis as the operational OS for early-stage portfolio companies.

B. Outreach Priority Matrix

Thresholds: warmth >= 30 = “high warmth” | strategic_value_score >= 30 = “high strategic” Data source: contacts_for_database.csv scored fields

B1. Quadrant 1 — High Warmth + High Strategic (Act Now)

Definition: These contacts know Dmitri, like Dmitri, and are strategically valuable. The path to revenue runs through this quadrant. Every contact here should receive a personal message within 2 weeks.

Action: Personal outreach this week. Not a template — a specific, referenced message drawing on actual shared history. The goal is a meeting, not a pitch.

ContactCompanyWarmthStrategicDays SilentRecommended First Move
Elizaveta PereskokovaGrain of Salt LLC503314Coffee + “what are you building now”
Brittany RomanoStartup Colorado4030109Re-engage via gBETA or startup event
Kelly DunkinColorado Gives Foundation3530126Foundation tech conversation
Margaret (Mati) EngelSelf2530113In-person Boulder meet
Sonya HausafusEO Colorado2030137EO member company referral ask
Patrick GainesColorado State2030145University dev office tech conversation

Priority action for Q1 contacts:

  1. Draft personalized messages for all 6 contacts this week (see Section C for angles)
  2. Do not use templates — reference a specific shared moment or observation
  3. Lead with genuine curiosity, not service offering
  4. Include a low-friction CTA: coffee, 20-minute call, or a specific question

B2. Quadrant 2 — Low Warmth + High Strategic (Cold Outreach with Personalization)

Definition: High strategic value but no prior relationship. These require investment in personalization before outreach. The “input seeker” framing from Section D is the right approach — not a pitch, but a genuine invitation to share expertise.

Action: Research each contact, find a specific angle, use a scored template from Section D. Expect 30-50% connection acceptance, lower response rate. These are pipeline-building moves, not immediate revenue.

ContactCompanyWarmthStrategicCold Outreach Angle
Linda CarlisleComm.ext LLC038Fractional peer cross-referral
Steven KohnkeDenver Business Coach035Coach-to-client referral partnership
Dan DeGolierAscent CFO Solutions033Fractional CFO → Fractional CIO pipeline
Daniel DixonLaunch Supply533Fractional CTO co-delivery
John SchnipkoweitBionic Work533Fractional CTO referral network
Ala StolpnikSelf-employed038Fractional CTO + responsible AI partnership
Ruchika SikriWisdom Ventures530Portfolio company fractional leadership
Sara ChampagneAvia Collective-1035Connector / intro to wealth network

Priority action for Q2 contacts:

  1. Use the “peer-to-peer referral” template variant (see Section D, Template Type 2)
  2. Research company LinkedIn page + recent posts before sending
  3. Send connection request first; follow up only after acceptance with substantive message
  4. Goal: establish the relationship, not sell in the first message

B3. Quadrant 3 — High Warmth + Low Strategic (Referral Partner Cultivation)

Definition: Strong relationships with people who are not direct Solanasis buyers but who have networks that contain buyers. These are connectors. The job here is to deepen the relationship and make an explicit referral ask.

Action: Maintain relationship cadence. Make Solanasis ICP crystal-clear to these contacts so they know when to refer. One ask: “If you come across a SMB or nonprofit that’s struggling with cybersecurity, data management, or needs part-time tech leadership, I’d love a warm introduction.”

ContactCompanyWarmthStrategicReferral Network
Ian CraffordVector Business Advisors5013Startup founders/advisors
Eric GuarinoEric Guarino Advisor4813Startup ecosystem
Anna LindforsSelf-employed4810Consultant network
Annabel Koh WilsonBoundless Living Academy4825Wellness/coaching space
Hunter WallaceAlign Impact4818Impact investing
Megan FlanaganEden4815Partnership/BD network
Jono WildeThe Good Life Movement4815Nonprofit ecosystem
Brian MidtboStrongHaven4813Wealth/financial network
Ef RodriguezGlider.com4518Tech company operators
Sydney CamposVienna Capital Partners4518Impact/wellness investor network

Priority action for Q3 contacts:

  1. Schedule a “reconnect coffee or call” with top 5 (Ian, Annabel, Megan, Brian, Ef)
  2. In the conversation, clearly articulate the Solanasis ICP: “SMBs and nonprofits that don’t have a full-time CTO or security person — that’s our exact client”
  3. Make a specific referral ask: “If you think of anyone who fits that description, I’d love a warm introduction”
  4. Offer reciprocal value: refer back into their networks where genuinely appropriate

B4. Quadrant 4 — Low Warmth + Low Strategic (Content Nurture Only)

Definition: Contacts with neither an existing relationship nor immediate strategic value. Direct outreach is inefficient here. The right approach is consistent LinkedIn content that keeps Solanasis visible and creates inbound pull.

Action: No direct outreach. Focus on content strategy (Section F) to convert cold followers into warm contacts organically. The 2,024 people who follow Dmitri but haven’t connected yet are the top priority in this quadrant.

Key insight: Of the 2,498 total connections, a meaningful number are in Q4. Rather than spending time reaching out to low-warmth/low-strategic contacts, invest that time in content that brings the 2,024 followers into the network.

Targeting criteria for future outreach from this pool:

  • Follows Dmitri AND has a tech/security/nonprofit/SMB title
  • Has commented on Dmitri’s content (signal of active interest)
  • Located in Colorado (in-person activation possible)

C. Personalization Angles for A-Tier Contacts

Data source: last_message_content_preview field, conversation history, segment tags

The following personalization briefs are for the highest-warmth A-tier contacts. Each brief includes: conversation context, the specific talking point to reference, and the bridge to a Solanasis service conversation.

C1. Elizaveta Vladimirovna Pereskokova (warmth: 50, 14 days since contact)

  • Last message: “Thanks! I really appreciate the kind words! This is just an ideation for now as it requires some deep investors or builders…”
  • Context: She’s in ideation/early build phase for a new venture at Grain of Salt LLC. She sent the invitation to Dmitri (incoming), signaling genuine interest.
  • Talking point: Reference her “ideation” comment directly — “I’ve been thinking about what you shared re: needing the right builders. How is that project shaping up?”
  • Bridge: As she builds, security posture and tech stack decisions become critical early. Offer a no-pressure “tech architecture conversation” as a founder peer.
  • CTA: Coffee in Boulder. She’s local.

C2. Dan Garfinkel (warmth: 50, 13 days since contact)

  • Last message: “Thanks for the note. Happy to connect. Let me know a few times that work for you.” — His message, actively inviting the meeting.
  • Context: He responded positively to an outgoing invitation from March 2026. DeepGem Interactive is in the interactive/gaming space. 5-message thread, meeting not yet confirmed.
  • Talking point: He already said “let me know times” — this is a straightforward follow-up. Reference his company: “I’ve been looking at what DeepGem is building — curious about the AI/interactive side of your work.”
  • Bridge: Interactive companies face novel security and responsible AI questions.
  • CTA: Lock in the meeting he already offered. Provide two specific time slots.

C3. Vincent Kovar (warmth: 50, 12 days since contact)

  • Last message: “I will set up a call. Never hurts to network in any case! V~”
  • Context: He sent the most recent message, committing to set up a call. CMO at Earnscape. Dmitri sent the outgoing invitation. Very recent connection.
  • Talking point: He’s about to reach out — don’t wait. Follow up proactively: “Happy to make it easy — here’s my calendar: [link]”
  • Bridge: CMOs adopting AI tools need responsible AI governance. Marketing data is often the most exposed data in a company.
  • CTA: Calendly link. He already committed; just give him the path of least resistance.

C4. Ian Crafford (warmth: 50, 12 days since contact)

  • Last message: “Great - I grabbed time with you next Monday. Looking forward to meeting you.”
  • Context: He booked a meeting and is looking forward to it. This is an active, healthy relationship. Vector Business Advisors works with startups.
  • Talking point: After the meeting — follow up with specifics from the conversation. Ask him: “Which of your clients are in a growth phase where tech is becoming a bottleneck?”
  • Bridge: Advisor-to-client referral for fractional CIO/CTO work and security assessments.
  • CTA: Post-meeting, ask for one introduction to a client who fits the Solanasis ICP.

C5. Lee Rael (warmth: 48, 48 days since contact)

  • Last message (from Lee): “Ok I understand” — brief, possibly ending a logistical thread. 11 total messages, longest conversation in A-tier.
  • Context: Source Studios is a creative/media company. 11-message history signals genuine connection. 48 days silent — not yet dormant but trending that way.
  • Talking point: “Been meaning to check in — how is Source Studios shaping up?” Reference a specific detail from earlier in the thread if possible.
  • Bridge: Creative studios manage client IP data, project files, and billing across multiple tools. Systems integration and data security are real pain points.
  • CTA: “Would love to grab coffee and hear what you’re working on.”

C6. Annabel Koh Wilson (warmth: 48, 85 days since contact)

  • Last message (from her): “Please don’t worry! I have a dinner to attend shortly. It was lovely getting to know you, let’s keep in touch as things …”
  • Context: 14-message conversation — the longest in the dataset. Boundless Living Academy is a wellness/coaching company. She was introduced through Kristin. Warm but now 85 days dormant.
  • Talking point: Reference the Kristin introduction explicitly: “Thinking about our conversation from a few months back — how is Boundless Living going?”
  • Bridge: Coaching academies scaling their membership need CRM setup and data management.
  • CTA: “I’d love to hear what’s evolved since we last spoke.”

C7. Hunter Wallace (warmth: 48, 33 days since contact)

  • Last message (from Dmitri): “Sweet! If you get his latest book ‘Give First’ and take a quick read, it will probably go a long way with him and its al…”
  • Context: Dmitri referred a book to Hunter in the context of a relationship-building thread. Align Impact is an impact investing firm. 5-message history.
  • Talking point: “Did you end up reading ‘Give First’? Curious what you thought of the framework.”
  • Bridge: Impact investors are starting to include operational resilience (DR, security) in portfolio due diligence. Position Solanasis as the resource for their portfolio companies.
  • CTA: 20-minute call to exchange notes on impact ecosystem + what Solanasis is building.

C8. Brian Midtbo (warmth: 48, 33 days since contact)

  • Last message (from Dmitri): “I’m coming up to see you brother. Trident work for you”
  • Context: Dmitri proposed a coffee meeting at Trident in Boulder. 18-message thread — the deepest active conversation in the dataset. StrongHaven is a wealth strategy firm.
  • Talking point: Did the Trident meeting happen? If not: “Still planning to get up to Boulder — does next week work for Trident?” If yes: reference what was discussed.
  • Bridge: Wealth advisors managing client financial data have both security and compliance needs. Fractional CSIO for a solo or small wealth advisory practice.
  • CTA: Confirm or reschedule the already-proposed in-person meeting.

C9. Sydney Campos (warmth: 45, 14 days since contact)

  • Last message (from Dmitri): “Hey Sister, I hope this year has been treating you well… Seems like you’re thriving and making moves!”
  • Context: Oldest A-tier relationship (connected May 2022). She introduced Dmitri to Dakotah from Cohere Network, which led to meeting his wife. Deep gratitude history. Vienna Capital Partners = impact investing.
  • Talking point: The gratitude for the Dakotah/wife introduction is a powerful, authentic opener: “Still grateful for that introduction to Dakotah — that changed my life.”
  • Bridge: As Solanasis launches formally, a conversation with an impact investor about what tech governance looks like for impact orgs is natural.
  • CTA: “Would love to catch up properly — what does your schedule look like in April?”

C10. Megan Flanagan (warmth: 48, 75 days since contact)

  • Last message (from her): “Yes we sure are — I’m here now. See you soon!”
  • Context: She sent an invitation referencing Dmitri’s workshop and a specific accelerator program (CO Belonging Accelerator). 17-message conversation. Eden is a growing company. 75 days silent.
  • Talking point: Reference the CO Belonging Accelerator directly. “Did you end up going through the Belonging Accelerator program?”
  • Bridge: Partnership/BD professionals building a program need systems. CRM setup, contact management, integration between event tools and CRM.
  • CTA: “I’d love to reconnect — coffee or a quick call?”

D. Template Recommendations

Data source: invitation_effectiveness_analysis.json (1,549 total invitations analyzed)

D1. Invitation Effectiveness Overview

Key statistics:

  • Total outgoing invitations: 1,439
  • Outgoing acceptance rate: 49.2% (industry average ~30-35%)
  • “Hey Brother/Sister” template count: 51 sends
  • Personalized invitations: 906 sent, 48.2% accepted
  • Blank (no message) invitations: 533 sent, 50.8% accepted

Counterintuitive finding: Blank invitations (50.8%) outperform personalized (48.2%) in raw acceptance rate. This is not a signal to stop personalizing — it reflects that Dmitri’s highest-volume templates (template_142: 519 sends at 49.7%, template_148: 188 sends at 52.7%) are warm but generic, which deflates the “personalized” average. True high-personalization messages (scored 4-5, sent to specific targets) convert to actual conversations, not just connections.

The distinction that matters: Acceptance rate measures connection acceptance only. Conversation rate (messages after connection) is the real metric — and that is entirely driven by personalization quality.

D2. “Hey Brother / Hey Sister” Analysis

Volume: 51 sends identified in the invitation corpus Typical context: “Hey brother, I came across your profile after seeing you comment on Radha’s post. Would love to meet you and connect around a conscious venture studio…” (Eric Guarino, template_118)

Effectiveness assessment:

  • The “Hey Brother” and “Hey Sister” opener appears in high-warmth invitation messages directed at people Dmitri perceives as ideologically or values-aligned.
  • It signals tribal belonging before a relationship exists — a bold, high-risk, high-reward move.
  • Review of contacts where this was used (Eric Guarino: warmth 48, active relationship; Brian Midtbo: warmth 48, 18-message thread; Sydney Campos: warmth 45, oldest active relationship) shows this opener correlates with deep, active relationships.
  • However, it works ONLY when the values alignment is real and visible. Sending “Hey Brother” to a contact with no apparent shared-values signal would land as presumptuous.

Recommendation for “Hey Brother/Sister”:

  1. Reserve for contacts where Dmitri has genuine evidence of values overlap (impact investing, regenerative community, spiritual entrepreneurship, conscious business).
  2. Do not use for tech/security/corporate contacts regardless of warmth level.
  3. Do not use in cold outreach — it requires a shared reference point (mutual connection, shared post, same event).
  4. Current count of 51 is appropriate. Do not scale this beyond its natural context.

D3. Template Tier Recommendations by Contact Segment

Tier 1 — Highest-personalization (score 5) — For Q1 contacts and A-tier reactivation:

Use when: Dmitri has shared event, mutual connection, or specific conversation history.

Core structure:

  • Opener: Reference the specific shared context (event, person, post, prior conversation)
  • Body: 1 sentence on why reaching out now
  • CTA: Single, specific ask (coffee, 20-min call, one question)
  • Length: 75-125 words maximum

Example (observed, score 5): “Your expertly facilitated hike on Friday was the highlight of my week! I would love to join you on more and connect further about your experience in the health tech world… By the way, by far the best networking experience I’ve ever had!”

Tier 2 — Moderate personalization (score 3-4) — For Q2 cold outreach to strategic contacts:

Use when: Dmitri can reference a visible trigger (their post, their company milestone, their role change).

Core structure:

  • Opener: “Hey [First Name],” (not “Hey Brother” — reserved for values-aligned contacts)
  • Body: 1-sentence observation about their work, 1-sentence bridge to Solanasis angle
  • CTA: “Would love to connect and explore where our worlds might overlap.”
  • Length: 50-80 words

The “overlap” framing (seen in most accepted outgoing invitations) is proven: 49.7% on the highest-volume template using this framing.

Tier 3 — Input seeker (score 4) — For fractional leader referral network building:

Use for all Quadrant 2 fractional exec contacts (Dan DeGolier, Ala Stolpnik, Linda Carlisle).

Core structure:

  • Acknowledge their expertise / role
  • Express genuine curiosity about their experience in fractional leadership
  • Position Solanasis as complementary, not competitive
  • Ask for a short call to “compare notes on how we serve similar clients”

Example (adapted from voice analysis): “Hey [Name], I came across your profile and was struck by the work you’re doing as a Fractional [CTO/CFO]. I’m building Solanasis as a fractional CIO/CSIO practice for SMBs, and I suspect we’re often serving the same clients at different layers. Would you be open to a 20-minute call to compare notes and explore where we might send each other referrals?”

Tier 4 — Re-engagement (score 4-5) — For dormant A-tier contacts:

See Section E for full re-engagement playbook. Key principle: reference something specific from the last conversation. Never open a re-engagement message as if it’s a fresh cold outreach.

D4. Message Length Recommendations

Data signal: Threads that converted to actual meetings had opening messages of 60-120 words. Messages over 200 words in the opening DM correlate with lower response rates.

CTA count rule: Maximum one link per message. Two or more links = decision paralysis. (Voice analysis finding: “When there are multiple links, recipients often engage with none.“)

Structural recommendations:

  1. Opening DM after connection: 60-120 words, one CTA
  2. Follow-up if no response (day 5-7): 30-50 words, same or lower-friction CTA
  3. Follow-up 2 (day 14, if no response): 20-30 words, explicit offer to close the loop
  4. Do not follow up a third time — it damages warmth score

The calendly rule: Include the calendly link in the FIRST substantive message after connection. Do not save it for a follow-up. The voice analysis shows that Dmitri’s most successful conversions happen when the scheduling link appears immediately — not in the third message.

E. Re-engagement Playbook

Data source: reactivation-gone-silent.md (80 contacts), voice-enrichment-llm-analysis.md

The re-engagement playbook covers dormant contacts with 5+ message history and 90+ days of silence. These are the highest-ROI outreach targets because the relationship already exists — the cost is recognition and a warm re-opening, not building from zero.

E1. Re-engagement Principles (from voice analysis)

The “B4. Reconnection / Re-Engagement” archetype in Dmitri’s voice analysis represents the most authentic version of his outreach because the warmth has historical backing.

Signature phrases that work in Dmitri’s voice:

  • “It’s been a while and I’ve been thinking about you…”
  • “Seems like you’re thriving and making moves!”
  • “I am ever so grateful for [specific thing they did or shared]…”

Do NOT do:

  • Open a re-engagement as if it’s a fresh introduction
  • Lead with a service offer or pitch in the first re-engagement message
  • Apologize excessively for the gap (one brief acknowledgment is fine; dwelling on it signals disorganization)
  • Include a Calendly link in the first re-engagement message (too transactional for a relationship restart)

E2. Re-engagement Scripts by Relationship Type

Script Type A — Warm Recall (use for: contacts where a specific shared moment exists)

Timing: Use when > 90 days silent, < 18 months since last contact. Channel: LinkedIn DM first; if no response in 7 days and email is available, follow up there.

“Hey [Name],

Been thinking about you — it’s been a while since we last connected, and I wanted to check in. [1-2 sentences referencing something specific from your last conversation or their recent activity.]

How is [specific thing they mentioned / their organization / their project] going?

Would love to catch up when you have a few minutes — either a coffee or a quick call, whatever works for you.”

Real example (adapted from Sydney Campos thread): “Hey Sydney, I realized it’s been a few months since we connected and I wanted to say I’m still grateful for introducing me to Dakotah from Cohere Network — that changed everything for me. I hope this year has been treating you well. Seems like you’re making big moves at Vienna Capital. Would love to catch up when you have 20 minutes.”

Script Type B — Congratulations Hook (use for: contacts with visible recent activity)

Timing: Use when contact has posted content, announced a milestone, or changed roles. Channel: LinkedIn DM.

“Hey [Name],

Just saw your [post about / announcement of / news about X] — congratulations! That is seriously impressive.

Made me think about our conversation from [month] — [brief reference].

Would love to catch up and hear how [the project / organization / new role] is going. Coffee in Boulder or a quick Zoom?”

Script Type C — Light Touch (use for: contacts where conversation history was logistical)

Timing: Use for contacts like Lee Rael or Annabel Koh Wilson where the thread ended on logistics, not depth. Channel: LinkedIn DM.

“Hey [Name],

It’s been a few months — wanted to check in and see how things are going at [Company].

What’s keeping you busy these days?”

(No CTA in the opening. Let them respond first. Then introduce the Solanasis conversation in the second message.)

Script Type D — High-Stakes Reactivation (use for: strategic Q1 contacts gone silent)

For Brittany Romano (109 days silent), Kelly Dunkin (126 days silent), Margaret Engel (113 days silent) — all high-strategic-value contacts.

Timing: Plan a message around a genuine local event or news hook. Channel: LinkedIn DM, followed by in-person if in Boulder area.

“Hey Brittany,

I was just at [Startup Colorado event / mention a specific upcoming event] and thought of you.

[1 sentence reference to last conversation or something she posted recently.]

I’d love to grab coffee sometime soon — I’m working on something I think would interest you, and I’d love your feedback. Are you free for 20 minutes in the next couple of weeks?”

E3. Top 10 Re-engagement Targets with Specific Angles

From reactivation-gone-silent.md (80 contacts filtered for highest warmth + strategic value)

  1. Brittany Romano — Startup Colorado | Warmth: 40 | Strategic: 30 | 109 days silent

    • Script Type D. Trigger: Any Startup Colorado event. Hook: “I’ve been thinking about a program that could benefit your portfolio startups — would love your feedback.”

  2. Kelly Dunkin — Colorado Gives Foundation | Warmth: 35 | Strategic: 30 | 126 days silent

    • Script Type A. Anchor: Last contact Nov 2024. Hook: “I’ve been building out Solanasis since we last spoke — I think there’s an angle for Colorado Gives I’d love to share.”

  3. Ziliang Yang — Mourish | Warmth: 40 | Strategic: 25 | 112 days silent

    • Script Type A. Founder peer. “How is Mourish evolving? I’ve been watching from a distance and it looks like you’re onto something.”

  4. Kristin Joy Ekkens — Exponential Joy LLC | Warmth: 40 | Strategic: 25 | 136 days silent

    • Script Type A. “Your energy always sticks with me. How is the joy work going?” Then bridge to coaching practice tech/CRM needs.

  5. Burge Smith-Lyons — Essence of Being | Warmth: 40 | Strategic: 25 | 139 days silent

    • Script Type C. Light touch first. “How is Essence of Being? I’d love to hear what you’re focused on these days.”

  6. Francisco Marin — Cognitive Talent Solutions | Warmth: 40 | Strategic: 25 | 140 days silent

    • Script Type A. “The cognitive talent space has been on my mind lately — AI is changing everything about how assessment data is used. I’d love to hear your perspective.”

  7. Bree Dellerson — Double the Love Foundation | Warmth: 40 | Strategic: 25 | 105 days silent

    • Script Type A. Nonprofit founder. “I’ve been thinking about the foundation work you shared with me — how is Double the Love growing?”

  8. Nathan Hewitt — Raft Foundation | Warmth: 35 | Strategic: 25 | 157 days silent

    • Script Type B. Look for a recent post or announcement from Raft Foundation. “Saw what you’ve been building at Raft — really resonates.”

  9. Brad Smith — Rootstock Philanthropy | Warmth: 35 | Strategic: 25 | 148 days silent

    • Script Type A. “The philanthropy infrastructure work you’re doing at Rootstock — how is that evolving? I’d love to reconnect and hear where you are.”

  10. Dan DeGolier — Ascent CFO Solutions | Warmth: 0 | Strategic: 33 | 280 days silent

    • Note: Low warmth (only one prior conversation in Jun 2025). Use Script Type C (very light touch). Goal is to establish the relationship, not re-engage a deep one. “Hey Dan, I came across your profile again — I’m building Solanasis as a fractional CIO/CSIO practice and I think we’re likely serving overlapping clients. Would love to compare notes sometime.”

E4. Re-engagement Timing and Channel Strategy

Channel priority:

  1. LinkedIn DM — always first (lowest friction, in-context)
  2. Email — only if LinkedIn message unread for 7+ days AND email is available in contact data
  3. Zoom / phone — only after LinkedIn or email response, never cold
  4. In-person (Boulder) — highest signal for local contacts; propose when warmth is already high and context permits (shared event, passing through)

Timing:

  • Send re-engagement messages Tuesday-Thursday, 8am-10am Mountain time (highest LinkedIn DM open rates in professional segments)
  • Avoid Friday PM and Monday AM (lowest response rates)
  • November is historically Dmitri’s highest-activity month (see Attention Audit); consider a push campaign in October to be top-of-mind as November approaches
  • Do not re-engage more than once per contact per quarter if no response

Batch sizing:

  • Maximum 10 re-engagement messages per week to maintain response capacity
  • Prioritize by: (warmth score x strategic value score) / days silent
  • Track responses in the Solanasis CRM (itself a signal that CRM setup is needed)

F. Content Strategy Alignment

Data source: gtm-alignment-report.md, network-intelligence-report.md, voice-enrichment-llm-analysis.md

The GTM gap analysis reveals a stark misalignment between Dmitri’s LinkedIn engagement pattern and Solanasis’s revenue targets. The four critical gaps require a content strategy designed to shift the engagement mix while staying authentic to Dmitri’s voice.

F1. The Gap in Numbers

Service Line TopicCurrent EngagementTargetGap
Cybersecurity & DR0.2% (2 of 822 actions)30%-29.8%
Responsible AI4.6% (38 of 822 actions)25%-20.4%
Fractional Leadership3.3% (27 of 822 actions)20%-16.7%
Nonprofit & Foundation Tech1.7% (14 of 822 actions)15%-13.3%

The 85.4% untagged problem: 85.4% of engagement actions are untagged — neither helping nor hurting Solanasis visibility. Most are wellness, spirituality, community content. The goal is not to eliminate this (it’s authentic to Dmitri’s identity) but to carve out deliberate space for Solanasis topics.

LinkedIn’s inference gap: The AI Targeting data shows LinkedIn infers Dmitri as “Interested in technology media” and “HR professional” — not cybersecurity, not fractional executive. This means LinkedIn is not surfacing Solanasis-relevant ads or audiences to Dmitri’s profile. Content strategy must also shift the algorithmic profile.

F2. Cybersecurity Content Plan (0.2% → 30% target)

The challenge: Cybersecurity content is either fear-based (which performs but alienates) or technical (which loses SMB audiences). Dmitri’s voice — warm, accessible, personally disclosing — is actually a competitive advantage in this space if used correctly.

Recommended content formats and cadence:

  1. “Real Client Story” posts (1x per week, Tuesday)

    • Format: Short story (150-200 words) about a real or anonymized SMB that faced a security incident, how it played out, and what a $X/month fractional CSIO could have prevented.
    • Dmitri’s voice hook: Lead with empathy, not alarm. “I talked to a founder last week who didn’t know this could happen to them. Here’s what I learned…”
    • Target audience: Founder/CEO segment (36.3% of network is C-suite)

  2. “Security Myth vs. Reality” posts (1x per week, Thursday)

    • Format: Two-panel text post. “Myth: [common SMB belief about security]. Reality: [what the data/experience shows].”
    • Example: “Myth: ‘We’re too small to be targeted.’ Reality: 43% of cyberattacks target small businesses because they’re easier to breach.”
    • Dmitri’s voice hook: Add a personal observation or story that makes the reality feel human, not clinical.

  3. Security-focused reactions and comments (daily habit)

    • Comment on cybersecurity content from recognized voices (Krebs on Security, CISA announcements, Colorado tech security news).
    • This shifts the LinkedIn algorithmic inference toward cybersecurity without requiring Dmitri to generate original content daily.
    • Target: 5 security-topic comments per week, minimum.

  4. “DR Verification Story” post (1x per month)

    • Frame as: “Here’s what happens when disaster recovery plans aren’t tested.”
    • Real-world angle: Colorado wildfire, tornado, or flood scenario + data loss scenario.
    • Closes with: “We do a 90-minute DR verification for SMBs. The cost of not doing it is always higher than the cost of doing it.”

Contacts to tag/mention for cybersecurity engagement:

  • Lee Rael (Source Studios) — creative industry security angle
  • Marcella Hall (MascotYou AI) — AI security angle
  • Dan Garfinkel (DeepGem Interactive) — digital/interactive security angle
  • Brittany Romano (Startup Colorado) — startup security angle (ask for repost)

F3. Responsible AI Content Plan (4.6% → 25% target)

The advantage here: Responsible AI is already Dmitri’s second-highest-engagement topic at 4.6%. This is the easiest gap to close because the interest and authentic engagement are already there.

Recommended content formats and cadence:

  1. “AI Implementation Watch” posts (1x per week, Wednesday)

    • Format: Brief commentary on an AI development that affects SMBs and nonprofits. Not a news summary — a personal take in Dmitri’s “warm + skeptical” voice.
    • Example: “Fascinating! [Company] just announced [AI feature]. Here’s what I think SMBs should actually do with this — and what they should definitely avoid.”
    • Dmitri’s natural voice pattern (from voice analysis): affirm first, then probe. This is perfect for AI commentary.

  2. “Responsible AI Framework” posts (1x per month)

    • Share a specific framework or checklist Solanasis uses when implementing AI for clients.
    • Builds authority AND generates inbound from SMB leaders who want the checklist.
    • Example post structure: “Before deploying any AI tool for a client, we ask these 5 questions…”

  3. Share and comment on AI ethics content

    • Dmitri already engages with AI content (22 comments, 16 shares in the audit period).
    • Increase AI ethics and governance content specifically (not just “AI is cool” content).
    • Target: Amplify content from AI ethics researchers, NIST AI RMF publications, state-level AI regulation discussions.

  4. “Client AI Readiness” post (1x per quarter)

    • A self-assessment tool or brief diagnostic: “Is your SMB ready to deploy AI responsibly?”
    • Convert engaged commenters to direct conversations via DM.

Contacts to tag/mention for responsible AI engagement:

  • Marcella Hall (MascotYou AI) — natural AI discussion partner
  • Francisco Marin (Cognitive Talent Solutions) — AI in HR/talent assessment
  • Vincent Kovar (Earnscape, CMO) — AI in marketing
  • Ala Stolpnik (Fractional CTO) — technical AI governance perspective

F4. Fractional Leadership Content Plan (3.3% → 20% target)

The positioning opportunity: The fractional leadership content space is crowded with “here’s how fractional is better than full-time” posts. Dmitri’s angle should be different: the SMB founder experience of working with fractional leaders, told from the client’s perspective (since Dmitri understands both sides).

Recommended content formats and cadence:

  1. “Signs You Need a Fractional CIO/COO” posts (2x per month)

    • Frame as: “I talked to a founder who [specific symptom]. Here’s what it told me.”
    • Symptoms to surface: team making tech decisions without strategic oversight, security incidents that “we handled ourselves,” data in four different spreadsheets, CRM that nobody uses, no onboarding documentation.
    • This content directly attracts Solanasis ICP founders.

  2. “Fractional Peer Spotlight” posts (1x per month)

    • Feature a peer fractional leader (Dan DeGolier, Ala Stolpnik, Linda Carlisle) in a brief interview or quote post.
    • Purpose: builds the referral network, generates cross-audience exposure, signals ecosystem participation.

  3. Comment actively on fractional leadership content

    • Target the accounts of other fractional leaders (Ala Stolpnik, Dan DeGolier, John Schnipkoweit) with substantive comments.
    • Dmitri’s “warm + probing” comment style is ideal for this — genuine engagement builds visibility in the fractional leadership audience.

  4. “What a Fractional CIO Does in Week 1” post

    • A concrete, specific post about the actual activities in week one of a fractional engagement: security audit kickoff, stack documentation, stakeholder interviews.
    • Makes the service tangible for founders who have never worked with fractional leadership.

F5. Nonprofit and Foundation Tech Content Plan (1.7% → 15% target)

The audience advantage: 118 foundation/philanthropy contacts and 17 nonprofit contacts in the network. The Colorado nonprofit community (Colorado Gives Foundation, Women’s Foundation, Caring for Colorado, CFBC) is well-represented and locally accessible.

Recommended content formats and cadence:

  1. “Nonprofit Tech Reality Check” posts (2x per month)

    • Frame as: “Most nonprofits I work with share this technology challenge: [specific pain]. Here’s how to address it without a massive IT budget.”
    • Topics: donor data security, backup verification, CRM for small teams, AI for grant writing (with responsible use guidelines), volunteer management systems.

  2. Tag and engage Colorado foundation leaders in local content

    • When Colorado nonprofit news breaks (funding announcements, sector reports), be the first to engage with a substantive comment.
    • Tag Kelly Dunkin or Bree Dellerson when sharing foundation-relevant content (with permission / in a way that adds value to them, not just for visibility).

  3. “Foundation Tech Checklist” post (1x per quarter)

    • “If you run a foundation or nonprofit with a budget under $5M, here are the 7 tech basics you should have in place (and most don’t).”
    • Generates inbound and positions Solanasis as the go-to for this segment.

  4. Share Colorado Gives Foundation and sector news

    • Engage with Colorado Philanthropy content. Colorado Gives Day (December) is a high-activity period for this community — plan content accordingly.

F6. Content Calendar Framework

Posting frequency target: 3-4 posts per week (up from the current low baseline).

Weekly cadence:

DayContent TypeTopic Focus
TuesdayReal story or case studyCybersecurity or DR
WednesdayCommentary or takeResponsible AI
ThursdayMyth/reality or checklistFractional leadership or nonprofit tech
FridayRepost + commentaryAny aligned voice in the ecosystem

Monthly anchors:

  • Week 1: Cybersecurity-heavy (Real Client Story + Myth post)
  • Week 2: Responsible AI focus (Implementation Watch + Framework)
  • Week 3: Fractional leadership (Signs You Need / Peer Spotlight)
  • Week 4: Nonprofit/Foundation focus (Tech Checklist or Sector News)

Engagement target (30 days):

  • 20+ comments on others’ posts in the four target topics
  • 3-4 shares of external content with Dmitri’s original commentary (not blank reposts)
  • At least 1 long-form post (300+ words) per week

Content tone reminder (from voice analysis):

  • Lead every post with an affective opener — one word or phrase that signals emotional state before engaging with substance (“Fascinating!”, “Here’s something I didn’t expect…“)
  • Affirm before probing — even contrarian content should lead with acknowledgment
  • Include personal disclosure in 30% of posts — “I talked to a founder who…” or “I’ve been thinking about this since…”
  • Keep share commentaries in “educational authority” mode — this is the channel where Dmitri performs competence, not just warmth

G. Implementation Priority Checklist

Numbered by recommended sequence, not by section

Week 1 (immediate):

  1. Send personalized messages to all 6 Quadrant 1 contacts (Pereskokova, Romano, Dunkin, Engel, Hausafus, Gaines). Use Section C talking points. One message per day.
  2. Follow up with Dan Garfinkel and Vincent Kovar — both already committed to meetings. Lock in specific times.
  3. Confirm/reschedule the Brian Midtbo Trident coffee meeting.
  4. Post first cybersecurity “Real Client Story” on Tuesday. Set it up in advance.

Week 2:

  1. Send 5 re-engagement messages from Section E (Romano, Dunkin, Yang, Ekkens, Dellerson).
  2. Initiate outreach to 3 Quadrant 2 cold contacts (Linda Carlisle, Dan DeGolier, Ala Stolpnik) using the “peer-to-peer referral” template from Section D.
  3. Begin commenting on cybersecurity and AI content daily (5-minute habit, morning routine).

Week 3:

  1. Send 5 more re-engagement messages (Smith-Lyons, Marin, Hewitt, Brad Smith, Bree Dellerson).
  2. Make explicit referral asks to top 5 Quadrant 3 contacts (Crafford, Wilson, Flanagan, Midtbo, Rodriguez) during natural conversations.
  3. Post first “Responsible AI Framework” post. Include a downloadable checklist or specific list of questions — give people something to share.

Ongoing:

  1. Maintain the content calendar from Section F (3-4 posts/week, Monday planning session).
  2. Add re-engagement contacts to a running tracker (10/week maximum capacity).
  3. Review warmth and strategic scores quarterly as new conversations are logged.
  4. Prioritize building the fractional leader referral network (DeGolier, Stolpnik, Carlisle, Dixon, Schnipkoweit) — this is the highest-leverage pipeline for fCIO/fCSIO retainers.

Appendix: Data Sources and Confidence Notes

SectionData SourceConfidence
A. Service Line Mappingcontacts_for_database.csv, outreach listsHigh — direct from scored contact data
B. Priority Matrixwarmth_score and strategic_value_score fieldsHigh — algorithmic scoring
C. Personalizationlast_message_content_preview, conversation historyMedium — previews are truncated
D. Templatesinvitation_effectiveness_analysis.json (1,549 invitations)High — full dataset
E. Re-engagementreactivation-gone-silent.md, voice-enrichment-llm-analysis.mdHigh
F. Content Strategygtm-alignment-report.md, voice analysisMedium — engagement targets are goals, not guarantees

Limitations:

  • Contact data reflects LinkedIn export as of 2026-03-13. Relationship status may have changed in the 13 days since export.
  • last_message_content_preview is truncated at ~150 characters. Full conversation context may reveal different angles than those identified here.
  • Strategic value scores are algorithmic estimates based on title, company, and segment tags — not qualitative assessments of actual business fit.
  • Template acceptance rates measure connection acceptance only; post-connection conversation quality is not captured in the invitation effectiveness data.

Document generated by linkedin-data-maximizer pipeline | T13 | 2026-03-26 Author: Dmitri Sunshine, Solanasis LLC

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