Insights

Essays on raising, runway, and running the numbers.

Written from inside the engagements. The bar is operator usefulness, not industry commentary.

Fractional CFOJul 28, 2026

The Blind Spot Every Full-Time Team Has: Its Own Documents

Working across multiple companies at once means I read the same kind of paperwork over and over, and that repetition is exactly what lets me catch what a founder buried in their own cap table can't see.

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FundraisingJul 11, 2026

The Discovery Call That Tells You Whether You Even Need to Raise

Before you build a deck, run the diagnostic every founder skips: what does the money actually buy you that time and discipline can't.

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financial oversightJul 11, 2026

The Weekly Number That Tells You If You're Actually Okay

Most founders check their bank balance daily and their financials never. Here's the one weekly habit that closes the gap.

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OperationsApr 23, 2026

Hiring sequencing: why your first five hires decide your Series A.

The order matters more than the names. How to sequence hiring around capital deployment, not urgency.

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Financial modelingApr 9, 2026

The 24-month forecasting framework investors read first.

What goes in the first three tabs, why monthly resolution matters more than length, and the structure that holds up under diligence.

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RunwayMar 24, 2026

Runway modeling: the number most founders get wrong.

Why "runway" is not one number, why your real one is shorter than the deck says, and how to model it the way a CFO actually does.

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FundraisingMar 10, 2026

Why most pre-seed data rooms fail diligence.

What institutional investors actually look at first, and why a founder-built data room loses the round before the partner meeting.

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FundraisingFeb 25, 2026

SAFE vs. priced round: how founders should decide.

The instrument is downstream of the strategy. Here is the framework, and the conversion math founders consistently underestimate.

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Cap tablesFeb 11, 2026

Cap table strategy for pre-seed and seed founders.

The early decisions that compound, the ones that quietly destroy your Series A, and the math your investors are already running on you.

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Financial modelingJan 28, 2026

What makes a financial model investor-ready.

The structural difference between a deck spreadsheet and a model an institutional investor will actually open twice.

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Fractional CFOJan 14, 2026

What a fractional CFO actually does, and what one costs.

If you are calling them to reconcile QuickBooks, you have hired the wrong person. The work of a CFO, defined.

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Operator storyOct 15, 2025

Building Knights Arena from an apartment.

Every event froze in March 2020. Three days later a live Madden broadcast with Steelers players ran from my apartment, and inside a year it was a business.

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The CFO functionNov 12, 2025

AI is compressing transactional finance. Judgment compounds at the decision layer.

The thesis behind Oh Ventures. What AI takes over, what it cannot, and where the work actually moves.

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