Goodbye 9-to-5

Most quit-your-job books offer a leap. This one offers a bridge.

You have been thinking about leaving the day job for two or three years. You have a mortgage, maybe a spouse and children, and savings that feel both substantial and never enough. The popular literature offers two answers and both are wrong for you. One genre says quit immediately and trust the universe. The other says careers compound and autonomy is overrated. Neither matches the life of a working professional with real obligations who wants out, but wants out responsibly.

Goodbye 9-to-5 is the operating manual for the twelve-to-thirty-six-month bridge between deciding to leave and actually leaving. It is built around three numbers (exit number, runway, bridge income), three paths (Bridge Income, Runway, Hybrid), and the practical logistics most career advice ignores: health insurance, self-employment taxes, retirement accounts, mortgages, business entity choice, the spouse conversation, and the first ninety days after the resignation.

Inside this book:

• The Fifty Percent Rule: when side income is enough to justify the leap
• A nine-to-eighteen-month runway target in four layers (cash, brokerage, Roth, HELOC)
• The 8/16 weekly rhythm for holding a W-2 and building a business at the same time
• How to actually resign in a way that preserves the boomerang option
• Day 1 to Day 90 survival rules, and when going back to W-2 is the right call
• What durability looks like at year five, not just year one