FIRE
SEP-IRA vs Solo 401(k) at Every Income Level: Which Wins in 2026?
The SEP-IRA and solo 401(k) both cap at $72,000 in 2026, but for self-employed founders the solo 401(k) shelters up to $24,500…
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FOUNDER FINANCE
Collect Unemployment Benefits and 1099 Self-Employment Income: The State-by-State Rules for Founders and Freelancers
Every state has different rules about whether 1099 or self-employment income reduces your unemployment benefits — this guide breaks down the three…
ENTREPRENEURSHIP
Where to Actually Find Deals: Brokers, Off-Market Outreach, and Direct Sourcing in 2026
Most self-funded searchers burn time on picked-over broker listings. Here is the full channel map for how to find businesses to buy…
FOUNDER FINANCE
How Much Term Life Do You Need When Your Family Depends on the Business?
A founder-specific five-layer framework for sizing term life insurance that accounts for income replacement, SBA loan personal guarantees, buy-sell agreement funding, and…
ENTREPRENEURSHIP
Founder-Led Sales for Technical Founders Who Hate Selling: A Repeatable 2026 Motion
Technical founders stall on outbound because they misidentify the task. This post reframes founder-led sales as structured curiosity — a discovery-to-demo-to-proposal loop…
OPERATIONS
RAG Over Your SOPs: Build a One-Person Company Knowledge Base That Answers Questions
Learn how to build a RAG system over your internal SOPs and documents using LlamaIndex and Supabase pgvector — for under $5/month…
Founder Finance
FOUNDER FINANCE
COBRA vs. Marketplace After a Layoff: The 60-Day Strategic Decision Window (2026)
When you lose employer health coverage, a 60-day window gives founders the optionality to watch health needs unfold before choosing COBRA retroactively…
FOUNDER FINANCE
AI Bookkeeping for Founders: Automate Reconciliation Without a $300/mo Bookkeeper
How I replaced a $275/mo bookkeeper with a $12/mo n8n + Claude pipeline that categorizes Stripe payouts and bank transactions automatically —…
FIRE
Tax-Aware Drawdown Order for a Post-Exit Founder in 2026
A founder-specific drawdown sequence for a $2M net exit: QSBS exclusion management, Roth conversion ladder timing, 0% LTCG harvesting, and when to…
FIRE
SEP-IRA vs Solo 401(k) at Every Income Level: Which Wins in 2026?
The SEP-IRA and solo 401(k) both cap at $72,000 in 2026, but for self-employed founders the solo 401(k) shelters up to $24,500…
FOUNDER FINANCE
Collect Unemployment Benefits and 1099 Self-Employment Income: The State-by-State Rules for Founders and Freelancers
Every state has different rules about whether 1099 or self-employment income reduces your unemployment benefits — this guide breaks down the three…
ENTREPRENEURSHIP
Where to Actually Find Deals: Brokers, Off-Market Outreach, and Direct Sourcing in 2026
Most self-funded searchers burn time on picked-over broker listings. Here is the full channel map for how to find businesses to buy…
Personal Finance
FOUNDER FINANCE
COBRA vs. Marketplace After a Layoff: The 60-Day Strategic Decision Window (2026)
When you lose employer health coverage, a 60-day window gives founders the optionality to watch health needs unfold before choosing COBRA retroactively…
FIRE
Tax-Aware Drawdown Order for a Post-Exit Founder in 2026
A founder-specific drawdown sequence for a $2M net exit: QSBS exclusion management, Roth conversion ladder timing, 0% LTCG harvesting, and when to…
FOUNDER FINANCE
Collect Unemployment Benefits and 1099 Self-Employment Income: The State-by-State Rules for Founders and Freelancers
Every state has different rules about whether 1099 or self-employment income reduces your unemployment benefits — this guide breaks down the three…
FOUNDER FINANCE
How Much Term Life Do You Need When Your Family Depends on the Business?
A founder-specific five-layer framework for sizing term life insurance that accounts for income replacement, SBA loan personal guarantees, buy-sell agreement funding, and…
FIRE
Taking Chips Off the Table: Secondary Sales and Partial Liquidity for Founders
Full exits aren't the only way to convert business equity into cash. This post breaks down secondary sales, revenue-based financing, and dividend…
FOUNDER FINANCE
Freelance Bridge to Product: Fund Your Build Without Burning Savings
A targeted consulting sprint generating $8k–$15k/month gives recently laid-off professionals with domain expertise a powerful third path: fund your product build without…
Entrepreneurship
ENTREPRENEURSHIP
Where to Actually Find Deals: Brokers, Off-Market Outreach, and Direct Sourcing in 2026
Most self-funded searchers burn time on picked-over broker listings. Here is the full channel map for how to find businesses to buy…
ENTREPRENEURSHIP
Founder-Led Sales for Technical Founders Who Hate Selling: A Repeatable 2026 Motion
Technical founders stall on outbound because they misidentify the task. This post reframes founder-led sales as structured curiosity — a discovery-to-demo-to-proposal loop…
ENTREPRENEURSHIP
Self-Funded Search Fund: How to Buy a Business Without Investors in 2026
The self-funded search fund model lets you buy a proven, cash-flowing business with SBA debt and seller financing — keeping 100% equity…
ENTREPRENEURSHIP
SDE Multiples by Industry in 2026: What You Actually Pay for a Small Business
Broker-reported 2026 SDE multiples across 12 acquisition targets — from laundromats at 4.1x to casual dining at 1.5–2.5x — plus a four-variable…
ENTREPRENEURSHIP
How to Validate a Business Before Quitting Your Job (2026 Framework)
Still employed but eyeing the exit? Learn how to validate a business before quitting your job with customer discovery, pre-sales, and a…
ENTREPRENEURSHIP
The Landing-Page Smoke Test Done Right: Metrics, Thresholds, and What a Pass Looks Like
A smoke test without clear pass/fail criteria is just a vanity experiment. Here are the exact email capture rate thresholds, CTA benchmarks,…