Silly Money

Silly Money

Win the game of capitalism by being smart about personal finance, taxes and entrepreneurship. Written by Ankur Nagpal.

Archive

The Ultimate Guide to the Solo 401k: The Most Powerful Retirement Account in America

The Ultimate Guide to the Solo 401k: The Most Powerful Retirement Account in America

A detailed breakdown of the ultra powerful retirement account for the self-employed

Ankur Nagpal
Ankur Nagpal
I Bought a (Tiny) Piece of a Cricket Team!

I Bought a (Tiny) Piece of a Cricket Team!

Announcing my most fun investment to date

Ankur Nagpal
Ankur Nagpal
What's Inside my Personal Finance "Stack"

What's Inside my Personal Finance "Stack"

Every single tool and service I use for investing, banking, credit cards, travel and taxes

Ankur Nagpal
Ankur Nagpal
The Mega Backdoor Roth: A Step-by-Step Guide

The Mega Backdoor Roth: A Step-by-Step Guide

Breaking down one of the most generous tax loopholes in America for high-income earners

The Money Cruncher
The Money Cruncher
7 Things I Wish I Knew About Money in my 20s

7 Things I Wish I Knew About Money in my 20s

A beginner's guide to personal finance that I wish I had when I was 21

Ankur Nagpal
Ankur Nagpal
6 Hard-Won Lessons from Selling my Startup

6 Hard-Won Lessons from Selling my Startup

How to navigate the process of selling your business and retain your sanity

Ankur Nagpal
Ankur Nagpal
10 Strategies for High W-2 Earners to Pay Less in Taxes (Part 1)

10 Strategies for High W-2 Earners to Pay Less in Taxes (Part 1)

How to reduce your tax bill this year if you have a full-time job with a high salary

Ankur Nagpal
Ankur Nagpal
How to Grow on Twitter (2025 Edition)

How to Grow on Twitter (2025 Edition)

Sharing the playbook I used to grow my X account to 100K+ followers and tens of millions of dollars in business deals

Ankur Nagpal
Ankur Nagpal
The High Earners Guide to a Roth IRA

The High Earners Guide to a Roth IRA

How to contribute tens of thousands of dollars to a Roth IRA every year, no matter how much you earn

Ankur Nagpal
Ankur Nagpal
The $1M ARR Growth Playbook

The $1M ARR Growth Playbook

Breaking down exactly how we scaled my last startup Teachable to $1M in ARR

Ankur Nagpal
Ankur Nagpal
The Most Powerful Tax Break in America

The Most Powerful Tax Break in America

Why every startup founder, employee and investor should understand QSBS

Ankur Nagpal
Ankur Nagpal
How To (Not) Invest Life Changing Money

How To (Not) Invest Life Changing Money

A personal story on how I invested my money after selling my startup

Ankur Nagpal
Ankur Nagpal