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Financial planning documents with calculator and charts showing investment portfolio analysis
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...

1 week ago
Coins and calculator illustrating self-employed retirement savings plan comparison 2026
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...

1 week ago
Person working remotely on laptop managing freelance consulting work and income tracking
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...

2 weeks ago
Business owners and buyers networking at a small business expo to find acquisition deals
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...

2 weeks ago
Buy-sell agreement and term life insurance coverage chart for founders with business dependents
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...

2 weeks ago
founder led sales technical founder discovery meeting two people conversation
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...

2 weeks ago
Data growth trends in knowledge-based economy chart showing information retrieval challenges
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...

2 weeks ago
Network analytics graph showing data connections and business metrics
Founder Finance

5 SaaS Metrics a Solo Founder Must Track (And 10 to Ignore)

Solo founders at sub-$20k MRR waste 30%+ of their analytical time on vanity metrics. Here are the five SaaS metrics...

2 weeks ago
Business finance numbers representing founder equity partial liquidity secondary sale
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,...

2 weeks ago
Solo founder reviewing retirement savings jars representing defined-benefit plan contributions
FIRE

Defined-Benefit & Cash-Balance Plans for Solo Founders: Shelter Up to $290K/Year in 2026

Solo founders earning $300K+ who have maxed their solo 401(k) can layer a defined-benefit or cash-balance plan to shelter an...

2 weeks ago
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