Sitemap - 2026 - OnlyCFO's Newsletter

A $300M Earnout Goes Poof 🫠 | Pepsi vs Poppi

🚀 Anthropic’s S-1: Finance Takeaways

The Current State of AI Tokenomics | What CFOs Should Know

Stop Using The Term “Renewal”

ARR vs GAAP Revenue | Spotting “ARR” Lies

Cognition vs Factory | Conflicts of Interest in the Boardroom

Harvey vs Legora | When Are Terrible Gross Margins OK?

How I’d Use AI to Commit Fraud

New ICONIQ Benchmarks | AI-Native Metrics Are Insane...

Pulley is “Winding Down” | What Happened?

Top 10 highest-paid people at your company

👀 Will Bending Spoons Buy BigCommerce? | M&A Stuff

“I’m Churning” | 10 Biggest Threats to SaaS

🚨BREAKING: OnlyCFO Becomes Startup Advisor | How Much Are Advisors Paid?

Floating Highways: How to Rethink GTM Efficiency & Rep Evaluation for the AI Era

Most Expensive Cap Table Mistakes

Cursor Wins as SpaceX Investors Lose

Domo's Unusual $400M Acquisition

Grift vs Insider Trading? | New Revenue Stream at Trump’s Truth Social

"Trump Accounts" Are Live | Should Companies Add This Benefit?

California Will Tax SaaS?! | A Massive Change for Tech Companies

"We Just Raised $20M at a $100M Valuation" | What Does "Valuation" Mean?

Software’s Top Winners and Losers

From Unicorn to Zombiecorn to a $3.6B Acquisition

How I Cut Our AI Spend in Half | "Tokenmaxxing" is Dead

The "ARR" Guide for an AI World

Entrata S-1 | An Actual Software IPO?!

Where AI Costs Belong on the P&L

Deel's "Accelerate or Die" Moment

How I Built AI Agents to Close the Books

Anthropic's Warning to "Investors" | Your Shares Don't Exist

It's a Buyer's Market | And A Seller's Nightmare

Is My Team AI-Pilled?

Thoma Bravo's $5B Medallia Loss | The PE Reckoning is Coming...

2026: The Year of Churn

Software Investors: Shoot First, Ask Questions Later

Pricing Pressure Will Crush You

The Highest Paid CFO | How Much Do Executives Make?

More Lies of Stock-Based Compensation

Fiduciary Duties | Is Your Board (and CFO) Going to Get Sued?

Lies, Damned Lies and Recurring Revenue

How Low Can Figma Go?

The Only Path Left in Software | Accelerate or Die

2026 State of GTM | Benchmarks & Data

Revenue Durability is Failing in the Age of AI

Go Disrupt Yourself

The Software Debt “Maturity Wall” Looms | Who Will Survive?

The ARR to Cash Leaky Bucket | Build This Bridge

The Layoff Guide | Bloat + AI Efficiency = Perfect Storm

Are “Insiders” Buying Beaten Down Software Stocks Yet?

The Anxious Workforce

Praying for Distribution | AI Changes the Math

The Dilution Reckoning | Time to Fix Stock-Based Comp

AI is Coming for Audit Fees | KPMG Just Proved It

Should Your Company Reprice Underwater Stock Options?

How To Survive "The Death of SaaS"

AI's Impact on 2026 Budgets

Interesting Stuff This Week

The PE Playbook Everyone Should Know

The Power of Investor Updates (when done right)

AI Eats Moats

What Does It Take to IPO?

My Unsolicited Career Advice

🚔 SEC Charges Software Company With Fraud