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Kevin T.
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Kevin T.

Fractional CFO | Fintech & Insurtech Strategy, Pricing & Unit Economic

💼 I help early-stage startups fix their numbers, streamline operations, and build systems that actually scale. I’ve worked with startups across fintech, insurtech, and adjacent sectors to solve the problems that quietly kill growth, broken unit economics, unclear pricing, messy operations, and disconnected data. One example: I helped a Series A startup uncover a pricing and cost structure issue that was driving an unsustainable loss ratio. After rebuilding their financial model and pricing strategy, they improved margins and entered their next fundraise with a much stronger story. That kind of work sits at the core of what I do. 🚀 What I Actually Help You Solve Most founders don’t fail because of the product, they fail because the business behind the product isn’t built properly. I help you fix that by working across: 💰 Financial Modeling & Unit Economics • Build clear, investor-ready financial models • Diagnose margin leaks and cost inefficiencies • Design dynamic pricing strategies that balance growth and profitability • Support fundraising with clean, defensible numbers ⚙️ Startup Operations & Systems • Design scalable startup operations from early stage to growth • Build and structure finance, ops, and analytics functions • Identify what to automate vs what to keep lean • Create workflows that reduce chaos as you scale 📊 Data, Analytics & Business Intelligence • Turn raw data into actionable insights • Build dashboards and reporting systems for decision-making • Improve visibility across revenue, costs, and performance • Implement business intelligence systems that leadership can rely on 🤖 AI & Workflow Automation • Automate reporting, operations, and repetitive workflows • Implement AI/workflow automation using tools like Make, Zapier, and AI agents • Reduce manual work and improve operational efficiency • Help small teams operate like much larger ones 📈 Revenue Optimization & GTM Strategy • Improve unit economics modeling and revenue structure • Design B2B2C and partnership-driven GTM strategies • Align pricing, acquisition, and retention with profitability • Optimize funnels and revenue operations 🧠 My Advantage: Strategy + Execution A lot of advisors stay high-level. A lot of operators stay tactical. I work in both layers. I’ve sat in roles across: • Fractional CFO • Head of Strategy • Operations and Analytics Lead Which means I don’t just tell you what to do, I help build and implement it. 🏗️ What You Get Working With Me ✔ Clear financials you can actually trust ✔ Pricing and revenue models that hold up under scrutiny ✔ Scalable operations without unnecessary complexity ✔ Automated workflows that save time and cost ✔ Better visibility into what’s really driving your business 🎯 Who I Work Best With I work with: ✔ Early-stage startups (pre-seed to Series B) ✔ Founders preparing for fundraising ✔ Teams with strong products but weak financial or operational structure ✔ Startups scaling fast and starting to feel operational strain While I have deep experience in fintech and insurtech, the systems I build apply to any startup that needs better financial clarity, operations, and scalable infrastructure. 🚀 Bottom Line If your numbers are unclear, your operations feel messy, or your growth isn’t translating into profit, those aren’t separate problems. They’re system problems. And that’s exactly what I fix. 💬 If you need a fractional executive who can step in, diagnose issues quickly, and help you build a business that actually scales, send me a message and let’s talk.

🇺🇸Dublin, United States$50/hr100% JSS5.00 (2)Since Apr 2026

Earnings and projects

MRR
$287

Last 6 months ÷ 5.4 months active (since May 2026)

World#100,076 / 412k
🇺🇸Country#14,326 / 62.1k
Revenue, last 30 days
$0

Last 6 months: $1.5k

Total earnings
$1.6k

Billed in all: $1.6k

World#355,353 / 412k
🇺🇸Country#54,568 / 62.1k
Per project
$391

$387 in the last 6 months

World#206,020 / 412k
🇺🇸Country#34,070 / 62.1k
Projects, last 6 months
4
50% fixed50% hourly
World#51,813 / 412k
🇺🇸Country#7,181 / 62.1k
Projects in all
4
50% fixed50% hourly
World#283,741 / 412k
🇺🇸Country#40,819 / 62.1k

Earnings, last 30 days

$1.6kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$1,600$1,620$1,640$1,660Oct 8Oct 23Nov 7

Skill rankings: Top 21% in FinTech Consulting

Ranked by MRR among everyone on Upwork with the skill.

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  4. #48Insurance & Risk Management150 freelancers · 🇺🇸 #16Top 32%
  5. #55Price Optimization140 freelancers · 🇺🇸 #9Top 39%
  6. #60Company Valuation253 freelancers · 🇺🇸 #9Top 24%
  7. #74Investment Strategy326 freelancers · 🇺🇸 #26Top 23%
  8. #91Pricing Strategy Consulting244 freelancers · 🇺🇸 #24Top 37%