Ryan Cole

Ryan Cole writes about self-employment tax strategy for independent professionals, solo founders, and bootstrapped business owners. His focus is on the specific decisions that move the needle for one-person and small-team operations: S-Corp elections, reasonable salary planning, capital gains timing, and how to understand IRS audit risk before it becomes a problem.

Before joining Indie Tax Stack, Ryan spent years working directly with freelancers and indie makers who were overpaying on self-employment taxes because they did not have access to the same modeling tools that larger businesses take for granted. That gap is what Indie Tax Stack is built to close.

Ryan's writing combines plain-language explanations of IRS rules with real numbers — not vague advice about "consulting your CPA," but the actual framework for understanding what applies to your situation so you can have a more productive conversation with your tax professional.