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Should I Go Self-Employed?

Income volatility + savings + insurance + family composite

Financial runway

Pre-launch validation

Risk + obligations

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Learn more — how it works, FAQ & guide
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Should I Go Self-Employed? Readiness Composite

Income volatility + savings + insurance gap + dry-run revenue + family obligations. The leap is doable when prepared, brutal when wishful.

How to use this tool

  1. 1

    Pre-launch reality

    Savings + dry-run revenue + market.

  2. 2

    Insurance + tax

    Hidden self-employment costs.

  3. 3

    See readiness

    Composite score with phased plan.

Frequently Asked Questions

What's "dry-run revenue"?
Side-hustle income you generate WHILE still employed. Best predictor of self-employment success: 30% of target income proven before quitting. Without it, you're betting on hope.
Health insurance gap?
US: COBRA $700-1500/mo per person. Marketplace varies. DE: gesetzliche freiwillig ~ €400/mo + privat possible. UK: NHS keeps. Plan: 3-6 months coverage from quit-day.
When NOT to go self-employed?
High medical needs (insurance gap risk), variable income intolerance, savings < 9 months, partner already gig/self-employed (revenue concentration), no validated demand.

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