Category: Operations
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...
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...
Inflation & Tariff-Aware Pricing for Small Operators in 2026
With 2026 tariffs adding 5–25% to COGS for physical and imported-component businesses, small operators who don't reprice strategically will see...
QSEHRA 2026: The Micro-Business Health Benefit for Founders With 1-4 Employees
How founders with 1–4 W-2 employees can use a QSEHRA in 2026 to offer tax-free health reimbursements up to the...
AI Customer Support That Doesn’t Tank CSAT: Setup, Guardrails, and Escalation
A solo founder's implementation guide to AI-first customer support: RAG knowledge base, guardrailed system prompt, confidence-gated escalation, and CSAT measurement...
First-Time Acquirer Due Diligence Checklist: 47 Items Before You Wire Money
A 47-item due diligence checklist for first-time SMB acquirers in the $300K–$2M range, covering financials, operations, customers, legal contracts, and...
ICHRA for a One-Person S-Corp: Can You Actually Reimburse Your Own Premiums?
A solo S-corp owner's definitive guide to ICHRA one person S-corp owner eligibility: why IRC 1372 blocks you from your...
Your Founder Benefits Package: Replacing the Corporate Safety Net Without a 9-to-5
Build your complete founder benefits package 2026 with real cost numbers: ACA health insurance, HSA, Solo 401k, disability insurance, term...
Replacing a VA With AI Agents in 2026: What Actually Works (Real Costs)
A candid, task-by-task breakdown of which VA responsibilities hand off cleanly to AI agents versus where agents still fail —...
Founder Emergency Fund: How Much Runway You Actually Need When Income Is Variable
The 3-6 month emergency fund rule is designed for salaried employees — not founders with variable income. Here is the...
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