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WELCOME TO ISSUE NO #102

📆 Today’s Rundown

Hey {{first_name}} 👋

I hope you’re having a great week! In the last issue we covered QSBS and the 2025 rule changes, and today we’re staying close to the same theme: what actually happens at the end.

Let’s talk about ⬇️

Startup exit strategy for $5-50M ARR companies

Two founders, one offer

Picture two SaaS companies. Both at $15M ARR. Both get the same acquisition offer on the same day, at a multiple both founders think is low.

Founder one has 18 months of runway, cohort-level retention data, and a Rule of 40 score above 30.

Founder two has 8 months of runway.

Founder one says no and keeps building. Founder two takes the call, and the buyer already knows how much runway is left.

The businesses might be equally good. The outcomes won’t be.

That’s the whole point of this issue. Your exit gets priced years before anyone asks for a data room. The finance infrastructure you build when nobody outside the company is watching decides whether you sell on your timeline or someone else’s.

the price was set eighteen months ago. this is just the paperwork.

Quick favor. 3 minutes.

I’m exploring what AI should actually do for finance teams. Not demos. The real work that eats your week.

Tell me where your time goes and what you’d hand off tomorrow. Everyone who answers gets the full results.

The four ways out

Nearly every SaaS exit lands in one of four buckets. Each has its own buyer, its own valuation logic, and its own prep timeline.

Exit

Who buys

Valued on

Prep runway

Strategic acquisition

Larger company buying product, customers, or a competitor

Revenue multiple, adjusted for retention

12-24 months

IPO

Public markets

Public comps, Rule of 40

24-36+ months

Acquihire

Company buying the team

Per-employee price, little revenue credit

3-9 months

PE buyout or secondary

PE firm or growth investor

EBITDA multiple, margin and retention

12-18 months

At $5-50M ARR, strategic acquisition is the default by a wide margin.

IPO is realistic above roughly $100M ARR with a durable Rule of 40 score. If it’s even a long-term possibility, your finance function has to look like a public company’s years before the S-1.

Acquihire is what happens when better options run out. If that word starts showing up in your exploratory conversations, treat it as a warning about your unit economics.

PE has become a real path for profitable, retention-strong businesses, especially in vertical software. And a secondary sale can give a founder partial liquidity without selling the company. If founder liquidity is the actual goal, say that to the board directly.

four exits. at $5-50M ARR, one of them is doing most of the work.

📋 FOUND IN A BOARD DECK

❝

One thing I saw this month that shouldn’t have made it into the room.

The slide: last quarter’s ARR, churn, burn, and pipeline. Accurate, well formatted, complete.

What was missing: a recommendation.

The board got four slides of history and no statement of what management thought should happen next. So the discussion drifted, and the one question that mattered never got asked: what happens if we don’t raise or sell in the next 18 months?

The fix: every board update states the trade-off and picks a side. Slower growth with 18 months of runway, or faster growth with 10. Recommend one. Let the board argue with a position instead of guessing at one.

four pages of options. nobody ordered.

Building the valuation range

Treat exit value as a range built from three things: revenue quality, margin profile, and growth efficiency. Five steps.

1. Clean your ARR base. Strip out one-time revenue, services that won’t transfer to a buyer, and flag any single customer above 15% of ARR. Buyers discount concentration immediately, and they’ll find it in diligence whether it’s in your headline or not.

2. Calculate NRR and GRR by cohort. NRR above 110% with GRR above 90% puts you in premium territory. NRR below 100% gets priced into the multiple. You won’t explain it away on a call.

3. Apply a category-adjusted multiple. Public SaaS multiples compressed hard from the 2021 peak, and private M&A usually trades at a discount to public comps. Retention quality moves the multiple more than company size does. Two companies at the same ARR can be priced two to three times apart on retention alone.

4. Layer in Rule of 40. Growing 25% at break-even scores the same as growing 40% while burning 15 points of margin. Buyers are increasingly indifferent between those two paths if the score clears roughly 30-40. They discount companies that clear neither growth nor profitability.

5. Stress-test against runway. Model a no-new-financing case and compare it to your realistic time to close. If runway is shorter than the deal timeline, you’re negotiating from weakness before the first call.

a valuation built from one number

Where you actually stand

Signal

Read it this way

NRR above 110%, GRR above 90%

You can be patient. Waiting for the right buyer pays.

NRR 95-105%, flat growth

Mid-range acquisition is realistic. IPO needs a reacceleration story first.

NRR below 95%, long CAC payback

Fix retention before any process. Weak NRR kills deals late, after months of work.

Runway under 12 months, no path to profit

You’re a distressed seller. Buyers price that in.

Runway 18+ months, Rule of 40 above 30

You control timing. This is where you want to be before any conversation.

Read down the table and the pattern is obvious. Optionality is the asset. Clean retention plus runway lets you walk away from a bad offer. Neither one alone does it.

Mão de homem iniciando uma partida de xadrez no Clube de Xadrez São Paulo

runway is the clock. whoever has more time sets the price.

About that 90% stat

Someone will quote it at you. “90% of startups fail.”

It comes from research on venture-scale, innovation-stage startups across their full lifecycle. Most of that attrition hits in years two through five, concentrated in pre-revenue and pre-product-market-fit companies.

US Bureau of Labor Statistics data on all businesses tells a different story: roughly 20% fail in year one, about 49% by year five.

A SaaS company at $5-50M ARR with retained customers and a working sales motion has already cleared the stretch of the curve where most of that failure lives. Using the 90% figure as your personal odds is a category error.

Five mistakes, and what to do instead

One blended LTV:CAC in the data room. Buyers know a single ratio hides variance. Present it as a range by cohort and channel with the assumptions written down. A range you can defend survives the follow-up question.

Cleaning up the numbers after the term sheet. You can’t fix retention, cut concentration, or rebuild a forecast during diligence. Run the readiness checklist annually, whether or not you plan to sell that year.

Board decks that report history. See the segment above. State the trade-off. Recommend one side.

One valuation number. Model base, upside from fixing retention, and downside from a slower market. The range becomes a planning tool instead of an anchor.

Hiring a full-time CFO to look exit-ready. Polish and headcount don’t fix a forecast that’s never been stress-tested. Get the FP&A discipline right first. Add permanent headcount when the complexity justifies the fixed cost.

cleaning up the cap table during diligence

The readiness checklist

Run it this quarter, whether or not a sale is on the table.

  • Cohort-level NRR and GRR, tracked monthly

  • No single customer above 15% of ARR, or a plan to get there

  • Accrual-based statements, reconciled monthly

  • Three-scenario runway model: base, downside, no-new-financing

  • Rule of 40 tracked quarterly

  • Category-adjusted valuation range, refreshed at least annually

  • Board materials that state a trade-off and a recommendation

  • A written answer to “what happens if we don’t raise or sell in the next 18 months”

More than two unchecked means circumstances are setting your exit timeline. Start 18-24 months before you want the option. Concentration fixes and the cash-to-accrual switch alone take multiple quarters.

The Bottom Line

Exits get decided long before the banker shows up.

Cohort-level retention data, a runway model with real scenarios, and board reporting that frames decisions are what give a founder the right to say no. The founders forced into rushed sales usually had good businesses. They just started building the discipline when the deadline arrived.

If you’re the finance lead, this is the conversation to have with your CEO now, while there’s still time for the numbers to change.

Reply “EXIT” and I’ll send the exit-readiness scorecard. The eight-point checklist as a working sheet, the valuation range builder with retention and Rule of 40 adjustments, and the three-scenario runway tab.

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Alex Stojanovic
Chief Finance Ninja | Fiscallion
Fractional CFO & FP&A Agency

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