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Category: Founder Finance

67 articles
Tax forms and calculator on desk for QBI deduction phase-out planning 2026
Founder Finance

QBI 199A Phase-Out Math for Founders: How to Keep Your 20% Deduction Above $200K

The 2026 QBI deduction phases out starting at $201,750 (single) or $403,500 (MFJ) — here's how pass-through founders use aggregation...

1 month ago
Professional negotiation and contract signing session representing severance package discussion
Founder Finance

Severance Negotiation for Founders: Keep 6 Extra Months of Runway

Most employees sign the first severance offer. Bootstrapped founders-in-waiting who know what HR can actually flex on can negotiate 20–50%...

1 month ago
Founder working on laptop in coffee shop representing Barista FIRE semi-retirement healthcare strategy 2026
FIRE

Barista FIRE Is Broken for Founders — Here’s the Healthcare Plan B

The 2026 ACA subsidy cliff adds $16K+ to Barista FIRE healthcare costs. For founders, a lean recurring-revenue business replaces the...

1 month ago
SBA 7a acquisition loan financing stack cost breakdown 2026
Entrepreneurship

SBA 7(a) Financing Stack for Acquisitions in 2026: Rates, Down Payments & Real Costs

Most acquisition guides quote the SBA 7(a) headline rate and stop there. This post breaks down the full 2026 financing...

1 month ago
Small business metalworking equipment eligible for bonus depreciation 2026 tax deduction
Founder Finance

Bonus Depreciation 2026 Small Business Guide: How Founders Should Spend $50K Before December 31

The OBBBA restored 100% bonus depreciation and raised Section 179 to $2.56M for 2026 — here is how bootstrapped founders...

1 month ago
HSA as retirement account self-employed founder 2026 triple-tax strategy compounding growth chart
FIRE

HSA as a Stealth Retirement Account: 2026 Triple-Tax Strategy for Founders

Most founders drain their HSA on current medical costs—missing its most powerful use as a triple-tax-advantaged retirement account. Here is...

1 month ago
Miniature figure reviewing IRS tax forms and salary documents for S-corp compensation planning
Founder Finance

S-Corp Reasonable Compensation in 2026: The IRS Is Watching More, Not Less

The IRS is using automated ratio-flagging to audit S-corp owner salaries in 2026. Learn how to set a defensible reasonable...

1 month ago
401k piggy bank and cash illustrating Solo 401k Roth catch-up 2026 contribution limits
FIRE

The SECURE 2.0 Roth Catch-Up Trap: Solo 401(k) Owners Earning $150K+ Have a New 2026 Rule

Starting 2026, SECURE 2.0 makes catch-up contributions Roth-mandatory for Solo 401(k) owners earning over $150K — and if your plan...

1 month ago
SaaS business plan and financial charts showing valuation multiple analysis for 2026 exits
Business Models

SaaS Exit Math in 2026: Why 4.5x ARR Is the New Realistic — and How to Engineer Your Way to 8x

Acquire.com's Jan 2026 data puts the median SaaS profit multiple at 3.9x — here's how to engineer the specific levers...

1 month ago
Founder reviewing business equity and FIRE number calculations on spreadsheet
FIRE

Counting Your Business Equity in Your FI Number (2026 Framework)

Most bootstrapped founders either ignore their business equity or count it at face value when calculating their FI number —...

1 month ago
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