THE BARATELLI INSTITUTE · Mentoring at Scale
HOW THE LIBRARY WORKS

The Sale Journey.

A 24-month walkthrough of selling a $5M services business using 11 tools from the Baratelli Institute library — from first thoughts of exit through Year 1 post-liquidity. The tools are not a pile. They're an integrated curriculum.

11
Tools used in sequence
24mo
From decision to year-1 post
$5M
Starting business value
~$4.2M
After-tax to founder
THE SCENARIO

You are the founder of a $5M revenue services business in California, profitable at 25% EBITDA margin, with $1.25M EBITDA. You're 58 years old, ready to think about an exit in 18-24 months. You'd net the most by selling, but you don't know how to start, what your business is worth, what taxes you'll pay, or what to do with the money once it's yours. The library walks you through it.

MONTH -24

First question: what could the business actually fetch?

Before you do anything else, anchor on a defensible valuation range. Skip this and you spend the next 18 months either anchored too low (selling under value) or too high (failing to find buyers). The Deal Multiples tool gives you the EV/EBITDA range for your industry and size, drives the bear / base / bull scenarios, and identifies the value drivers you should improve before listing.

TOOL 1 OF 11
Deal Multiples Calculator
Output: EV range $7.5M-$12.5M (6-10x EBITDA for services). Base case: $10M.
Open the tool
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2
MONTH -22

Cross-check: what does the DCF say?

Multiples tell you what comparable businesses sold for. DCF tells you what the cash flows are intrinsically worth. If the two answers diverge by more than 25%, something is off — either your inputs or the comp set. The DCF Sanity Check runs a 5-year explicit forecast plus terminal value with sensitivity tornado on the 5 most-leveraged inputs (WACC, terminal growth, margin, growth, capex).

TOOL 2 OF 11
DCF Sanity Check
Output: Intrinsic EV $9.2M (within multiples range). Terminal value is 70% of total — terminal growth assumption matters most.
Open the tool
MONTH -20

Set a defensible WACC for any decision that uses one.

DCF needs a discount rate. Stock buyback decisions need one. CapEx decisions need one. NOL valuations need one. Most founders pick a round number ("we use 10%") and never re-examine it. The WACC Calculator computes a defensible cost of capital using CAPM (risk-free + beta × ERP + size premium + country premium) and after-tax cost of debt. One number, used everywhere.

TOOL 3 OF 11
WACC Calculator
Output: WACC of 10.5% (services industry beta 1.0, mid-cap size premium, US risk-free 4.5%).
Open the tool
3
4
MONTH -18

Save the state-tax bill. Start the residency clock now.

You're in California. A $10M deal with a $9M gain at 9.3% state rate = $837K of California tax — entirely avoidable if you establish residency in Florida BEFORE the sale closes. Residency change requires 12-18 months of bona fide domicile transfer (physical presence, voter registration, drivers license, primary home sale, etc.). California aggressively audits former residents on large liquidity events. Start now or accept the bill.

TOOL 4 OF 11
State Tax Migration
Output: $837K saved by establishing FL residency 12+ months pre-close. CA audit-defense framework outlined.
Open the tool
MONTH -12

Are your shares QSBS? This single test could erase your federal tax.

If your business is a C-corp held 5+ years and meets the §1202 active-business test, the first $15M of gain (post-OBBBA permanent) is FEDERAL TAX FREE. On a $9M gain, that saves $1.8M in federal LTCG. Most C-corp founders don't realize they qualify. The QSBS Calculator runs the 6-test eligibility check, the holding-period analysis, and the per-issuer cap math.

TOOL 5 OF 11
§1202 QSBS Calculator
Output: Fully eligible. $9M gain × 23.8% LTCG = $2.14M federal tax saved. Now combined with FL residency: $2.97M total tax savings vs. baseline.
Open the tool
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6
MONTH -6 (LOI signed)

The first negotiation that determines after-tax outcome: deal structure.

Buyer wants asset sale (basis step-up = present value of future depreciation deductions). Seller (you) wants stock sale (single layer of capital gain instead of double-tax + ordinary recapture). The §338(h)(10) election bridges the gap for S-corps. The Asset vs. Stock Sale tool computes the buyer's step-up benefit, your tax cost under each structure, and the gross-up the buyer should pay you to make you whole.

TOOL 6 OF 11
Asset Sale vs. Stock Sale (§338(h)(10))
Output: Stock sale net to you = $9.86M. Asset sale net = $8.4M (recapture penalty). §338(h)(10) with gross-up = $9.7M. Stock sale wins; insist on it.
Open the tool
MONTH -4 (diligence)

The closing-day cash math: working capital peg.

Most LOIs say "delivered with normalized working capital." That phrase is a $200K-2M negotiation in disguise. The peg is the trailing-12 average WC you commit to deliver at close — any shortfall is dollar-for-dollar off the purchase price. Most sellers don't think about this until the closing-day surprise. The Working Capital Peg tool sets your peg with normalizations, seasonality adjustment, and the closing-month exposure analysis.

TOOL 7 OF 11
Working Capital Peg Calculator
Output: Recommended peg $850K (vs buyer's opening at $1.1M). Negotiated savings: $250K of cash you keep instead of leaving in the business.
Open the tool
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8
MONTH -2 (financing)

The buyer needs SBA financing. Help them get it.

Your buyer (Sarah, a 45-year-old industry executive) is using SBA 7(a) for $1.8M of the $10M deal, plus $500K seller note (full standby), plus $400K cash equity. The SBA Financing tool runs Sarah's underwriting through the bank's lens — DSCR, global DSCR, equity injection, collateral. If you understand what the bank is looking at, you can structure the deal so it CLEARS the underwriting. Deals fail at this stage more than at any other.

TOOL 8 OF 11
SBA Financing Packet & Underwriting
Output: VERDICT: APPROVE. All 5 underwriting tests pass. Deal can close on schedule.
Open the tool
CLOSING DAY (MONTH 0)

Suddenly you have $9.7M in cash and 90%+ of net worth in one place.

Closing day is exhilarating and terrifying. The single biggest mistake post-liquidity founders make: leaving the entire proceeds in cash for "a little while." The cash drag, the temptation to chase yield, the unfocused planning — all kill returns. The Concentrated Stock Diversification tool walks through the 6 strategies for moving from one big chunk into a properly-diversified portfolio over the right time horizon, with the right tax efficiency.

TOOL 9 OF 11
Concentrated Stock Diversification (applied to cash)
Output: Phased deployment over 18 months into 60/40 portfolio. Tax-loss harvesting via direct indexing. After-tax expected return improvement: 1.2% annually vs lazy "all in S&P" approach.
Open the tool
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10
MONTH +6 POST-SALE

You retired into the cheapest tax bracket of your life. Convert your IRA.

Pre-sale, your business income put you in 32-37% federal. Post-sale, you have no W-2, modest investment income, and you haven't yet started Social Security. You're in the 12-22% federal bracket — the cheapest bracket window of your life. Convert your $800K Traditional IRA to Roth NOW, while it's cheap. The Roth Conversion Stairstep maps the multi-year plan that fills the right bracket each year up to age 73 RMDs.

TOOL 10 OF 11
Roth Conversion Stairstep
Output: 13-year stairstep filling 22% bracket annually. Lifetime tax savings: $310K vs no conversion. Inheritance to heirs: tax-free Roth.
Open the tool
YEAR +1 POST-SALE

Now plan the estate. Your $9.7M exit changed the math.

Pre-sale, you had a $5M business and a $1.2M home and were nowhere near the federal estate exemption. Post-sale, you have $9M+ in liquid assets, you'll appreciate at 6-7% annually, and in 25 years (at age 83) your estate will easily exceed $25M. The exemption is $15M individual / $30M MFJ post-OBBBA, with a 40% rate above. Estate planning becomes urgent. The Estate Tax Headroom tool runs the math; the Trust Selector picks the structure.

TOOL 11 OF 11
Estate Tax Headroom + Trust Selector
Output: $25M projected estate at age 83. SLAT for spouse + ILIT for liquidity + annual exclusion gifting. Estate tax exposure reduced from $4M to $0.5M.
Open the tool
11
THE OUTCOME

11 tools. 24 months. From $5M business to $4.2M after-tax cash + a generational estate plan.

Gross sale price
$10.0M
Negotiated to top of comps range. Stock sale structure.
After-tax cash to founder
$9.7M
After QSBS exclusion ($2.14M saved) + FL residency ($837K saved).
Working capital negotiated savings
+$250K
Peg dropped from $1.1M to $850K via documented normalizations.
Roth conversion lifetime savings
+$310K
13-year stairstep at 22% bracket vs heir-bracket arbitrage.
Estate tax exposure reduction
+$3.5M
SLAT + ILIT + lifetime gifting strategy executed.
Vs. doing none of this
~$7M better
Lifetime + heir delta vs. naive sale + naive post-liquidity.
A note on execution range. The $9.7M after-tax outcome assumes near-perfect execution across all 11 tools — every negotiation captured, every tax election made on time, every residency requirement met. Real-world execution typically lands at 60-80% of optimal. Honest range: $8.4M-$9.7M after-tax, depending on how many of the 11 tools the founder actually uses well. The point of the walkthrough isn't to promise the best-case number; it's to identify the 11 levers that exist. Each one captured is a few hundred thousand dollars of after-tax outcome that wouldn't otherwise be there.
This is what the library does. It is not a pile of calculators. It is an integrated practitioner curriculum that walks the founder through the most complex financial event of their life — the one transaction where the difference between a well-prepared seller and an unprepared one is measured in millions. Every tool in this walkthrough exists because a real founder, somewhere, made the wrong decision because they didn't have access to the math at the right time. The library makes sure that's no longer the excuse.

Two journeys. One library.

The Sale Journey shows the seller side. The Buyer Journey shows the same arc from the other side of the table. Together they cover both halves of every M&A transaction.

The Buyer Journey → Library Atlas (homepage) All 54 tools