Writing

The blog

Writing about personal finance, credit card points, AI tools for money, freelance taxes, side hustles, and the feelings part. In plain English, without the finance-bro vocabulary.

pointsrewardscredit cardsstrategycashback

One Card or the Stack? The Math Behind Credit Card Pairing

A flat-rate cashback card is the simplest advice. It's not always the best advice. Here's the math on credit card pairing strategies — when two cards beat one, and when the extra complexity isn't worth it.

ai-fintechchatgptpersonal-financefintech

OpenAI Acquired Hiro. What It Signals for AI and Your Money.

OpenAI acqui-hired Hiro Finance on April 13. The app shuts down April 20. What the acquisition signals about ChatGPT's roadmap, what Hiro users should do now, and which AI finance apps are worth watching.

AI + FintechPersonal Financehomebuyingmortgage

How to Use AI to Run a Homebuying Readiness Check

Before your first open house, run the math. Use Claude or ChatGPT to calculate your DTI, down payment tradeoffs, and post-purchase liquidity in about 30 minutes.

freelancing1099bankingbusiness-setuptaxes

Open a Business Bank Account. It Takes 20 Minutes.

Mixing client payments with personal spending creates unnecessary tax work every February. Here's how to structure your freelance finances properly — and which free accounts are worth opening.

aitaxesfreelance1099organization

What to Do in the 30 Days After Filing Your Taxes

The window right after tax season is the best time to fix what went wrong and build a better system for next year. Here's how AI fits into that process.

freelancepricingside hustlesincome tracking

How to Price Freelance Work Without Guessing

Before checking what others charge, run your own income math. This is the calculation that gives you a real floor for freelance rates, including the SE tax multiplier most freelancers skip.

AI + Fintechtoolsbudgetingapps

I Tested Seven AI Finance Tools. One Is Worth Keeping.

A concrete ranking of seven AI finance tools: Cleo, Copilot, YNAB, Rocket Money, ChatGPT, Tiller, and Monarch. What each one does, what it costs, and whether the AI label is doing any real work.

pointsrewardscredit cardscashbacktravel

Cashback vs. Travel Points: Which Strategy Wins, and When

A direct comparison of cashback and travel points credit card strategies, with the math on when each one beats the other, and a clear case for why most people should start with cashback.

money-mindsetfinancial-limitsbudgeting

Why Your Emergency Fund Isn't Their Emergency

Setting financial limits with people you love is harder than any budget. Here's the framework for making that call on your own terms.

money mindsetbudgetingpersonal finance

Finance Advice for People Who Hate Finance Advice

Most budgeting advice wasn't built for irregular income, student debt, or complicated money histories. This is personal finance without the shame spiral.

side hustlesincome trackingtaxesfreelance

The Side Hustle Math: Is It Worth Your Time?

Before you commit to a side gig, run the numbers. Here's how to calculate your effective hourly rate after taxes and expenses, and what to do with what you find.

pointsrewardscredit cardsgetting started

Credit Card Rewards for People Who Don't Want a Hobby

How credit card points actually work, why most beginner guides get it wrong, and a three-card starter lineup that covers most people's lives without turning you into a spreadsheet hermit.

Get new posts in your inbox

One or two emails a week across every pillar. No spam, no guilt trips, unsubscribe any time.

No spam, ever. Unsubscribe anytime.