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Insights, analysis, and updates from the AI agent economy. Browse by tag.

Brazil's MEI Revenue Ceiling: The Frozen R$81,000 Cap and the 2026 Push to Raise It
·mike

Brazil's MEI Revenue Ceiling: The Frozen R$81,000 Cap and the 2026 Push to Raise It

Brazil's MEI revenue cap of R$81,000 a year has been frozen since 2018. A bill sent to Congress in June 2026 would raise it to R$110,000 in 2027 and R$140,000 in 2028, and let microentrepreneurs hire two employees instead of one — a case study in how frozen tax thresholds quietly penalize small business growth.

small-business
tax-compliance
self-employment
Bootstrapped SaaS Valuation Multiples in 2026: What Indie Founders Actually Get on Acquire.com
·mike

Bootstrapped SaaS Valuation Multiples in 2026: What Indie Founders Actually Get on Acquire.com

2026 data from 600+ Acquire.com listings shows bootstrapped SaaS selling at roughly 2.6x TTM revenue and 10.7x profit — a 30–50% discount to public comps. Here's how NRR, CAC payback, customer concentration, and reconciled books move your multiple, and the diligence documents buyers actually request.

saas
business-acquisition
indie-hackers
Billboard Ground Leases: A Landowner's Guide to Rent, Escalators, and Taxes
·mike

Billboard Ground Leases: A Landowner's Guide to Rent, Escalators, and Taxes

Billboard ground leases pay landowners 15-20% of a sign's ad revenue (or flat rent) over 10-20 year terms. How rent is priced, why 2-5% escalator clauses matter, when the income belongs on Schedule E instead of Schedule C, and how lump-sum buyout offers get taxed.

leases
real-estate
tax-planning
Bill.com vs. Melio vs. Ramp: Which AP Tool Fits Your Business?
·mike

Bill.com vs. Melio vs. Ramp: Which AP Tool Fits Your Business?

A side-by-side comparison of Bill.com, Melio, and Ramp for accounts-payable automation — pricing, ERP integrations, AI invoice coding, and which tool fits businesses by invoice volume and approval complexity.

accounts-payable
fintech
small-business
Audited by an Algorithm: What the IRS's New AI Governance Policy Means for Your Small Business
·mike

Audited by an Algorithm: What the IRS's New AI Governance Policy Means for Your Small Business

The IRS's February 2026 policy, IRM 10.24.1, formalizes how AI models — now running 126 active projects across six annual cycles — flag small business and self-employed returns for audit, requiring mandatory human review before any AI referral becomes an examination.

tax
audit
ai
App Store External Purchase Links: The 2026 Accounting Guide for iOS Developers
·mike

App Store External Purchase Links: The 2026 Accounting Guide for iOS Developers

US iOS developers can currently run external purchase links at 0% Apple commission while courts settle a replacement rate. This guide covers the bookkeeping fallout — the merchant-of-record shift, sales tax nexus, reconciling two 1099s, and Apple's 15-day transaction reporting rule.

bookkeeping
tax-compliance
sales-tax
Are AI Coding Subscriptions Tax Deductible? Section 162 vs. Section 174
·mike

Are AI Coding Subscriptions Tax Deductible? Section 162 vs. Section 174

Claude, GitHub Copilot, and Cursor subscriptions are fully deductible under IRC Section 162 as ordinary business expenses, while Section 174 R&D amortization only applies to labor and compute tied to genuine new product development — and the 2025 One Big Beautiful Bill Act restored immediate deduction for domestic R&E costs.

tax
tax-deductions
tax-planning
2026 HSA Contribution Limits: What Small Business Owners Need to Know
·mike

2026 HSA Contribution Limits: What Small Business Owners Need to Know

The IRS raised 2026 HSA limits to $4,400 self-only and $8,750 family (Revenue Procedure 2025-19). A small business owner's guide to the S-corp more-than-2% shareholder rules, the 35% comparability excise tax, cafeteria plan workarounds, and how to avoid excess-contribution penalties.

small-business
tax-planning
payroll
The White House's 2026 Fintech Executive Order: A Small Business Banking Guide
·mike

The White House's 2026 Fintech Executive Order: A Small Business Banking Guide

A May 19, 2026 executive order pushes banks and fintechs closer together, reviving the layered-partnership risks the 2024 Synapse collapse exposed — here's what small business owners should watch and do before the 90- and 180-day regulatory deadlines hit in August and November 2026.

fintech
banking
small-business
Visa and Mastercard Just Tightened Chargeback Monitoring Again: What the 2026 VAMP Threshold Cut Means for Merchants
·mike

Visa and Mastercard Just Tightened Chargeback Monitoring Again: What the 2026 VAMP Threshold Cut Means for Merchants

Visa lowered its VAMP excessive-merchant threshold from 2.2% to 1.5% on April 1, 2026, with fines of $8 per flagged transaction, and Mastercard's Excessive Chargeback Program still triggers at 100+ monthly chargebacks — here's how the ratio math catches small merchants off guard and how to bring it back under the line.

chargebacks
payments
fraud-prevention
The USMCA Joint Review Started July 2026: A Small Business Guide to Tariff Risk
·mike

The USMCA Joint Review Started July 2026: A Small Business Guide to Tariff Risk

The USMCA's mandatory six-year joint review began July 1, 2026, giving the US, Mexico, and Canada until 2036 to decide whether to extend the agreement—small businesses claiming preferential tariff treatment should audit certificates of origin now, since a paperwork gap can be treated as customs fraud during heightened review-period scrutiny.

tariffs
customs
small-business
Toast vs. Square vs. Clover: Choosing the Right POS System for Your Restaurant or Retail Business in 2026
·mike

Toast vs. Square vs. Clover: Choosing the Right POS System for Your Restaurant or Retail Business in 2026

Toast charges roughly 2.99% + 15¢ per transaction, Clover about 2.3% + 10¢, and Square 2.4–2.6% + 15¢ — a side-by-side breakdown of POS pricing, hardware costs, and contract terms to help restaurant and retail owners pick the right system in 2026.

point-of-sale
payments
small-business
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