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Category: Founder Finance

68 articles
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
Founder working on laptop calculating MRR to quit job in 2026
Founder Finance

The Real MRR Number: What You Actually Need Before Quitting Your Job in 2026

The real take-home math every founder needs before quitting: self-employment tax, the 2026 ACA subsidy cliff, QBI deduction, and a...

1 month ago
Solo founder reviewing tax documents and R&D expenditure records on laptop before July 6 2026 deadline
Founder Finance

Section 174A Domestic R&D Expensing: Founders Recover 2022–2024 Refunds Before July 6, 2026

The OBBBA's Section 174A restored immediate domestic R&D expensing and gives small businesses (under $31M gross receipts) until July 6,...

1 month ago
entrepreneur working at laptop desk planning new business after corporate layoff
Entrepreneurship

Laid Off to LLC: The 60-Day Checklist for Turning Severance Into a Tax-Smart Business

A 60-day operational checklist for laid-off professionals turning severance into a tax-smart LLC: entity formation, S-corp election timing, COBRA vs....

1 month ago
Entrepreneur reviewing OBBBA tax deduction forms and financial strategy documents
Founder Finance

OBBBA Mid-Year Tax Audit: 5 Moves Every Solo Founder Should Make Before September 15

The OBBBA permanently changed the tax rules for 2026 — here is the five-move mid-year audit every solo founder should...

1 month ago
self-employed founder reviewing ACA subsidy cliff income planning on computer 2026
Founder Finance

The ACA Subsidy Cliff Hit Founders Hardest: 5 Income Levers to Stay Under the 2026 Threshold

Enhanced ACA subsidies expired in 2026 — founders above $60,240 MAGI lose all premium tax credits. Here are 5 income...

1 month ago
A thoughtful entrepreneur sits at a cluttered wooden desk reviewing financial papers, surrounded by subtle music legacy symbols including a black fedora, sparkling glove, vinyl record, and loafers, suggesting the connection between performance, ownership, and long-term wealth.
Entrepreneurship

Moonwalking to FIRE: What Entrepreneurs Can Really Learn from Michael Jackson

Michael Jackson’s asset ownership shows how entrepreneurs can reach FIRE. Discover why long-term portfolios, not big bets, build durable wealth.

3 months ago
The $1,200 Monthly Subscription Hole: Audit Your 'Productivity' Budget
Founder Finance

How Founders Audit SaaS Subscriptions and Cut Software Costs (2026)

Audit SaaS subscriptions to reduce software costs and reclaim margins. A practical 2026 guide for founders to cut waste, keep...

3 months ago
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