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146. The Boring Middle – Stop Waiting for Retirement to Start Living
Jan 18, 2026

The initial thrill of optimizing your budget and automating your investments eventually fades into a long, quiet stretch known as the “Boring Middle.” We dive into why this phase is actually the ultimate sign that you are doing everything right, even when the lack of dopamine makes you want to tinker with your portfolio. By shifting your focus from the spreadsheets to life design, you can stop waiting for a future “number” and start living the life you want today. We explore the math of compounding interest and share strategies to help you stay the course while your money finally starts doing more work than your labor.

Andrew joins this week’s podcast as we talk about:

Understanding the Boring Middle as the dangerous stretch where the new-hobby dopamine wears off and the finish line is still years away

– Why the Danger Zone of this phase leads many people to “tinker” with portfolios or chase speculative trends just to feel a sense of progress

Shifting your mindset to recognize that being in the middle often means you have already achieved Coast FI

The Math of the Middle and why compounding is “back-loaded,” making the final years of your journey the most explosive for growth

Strategies for Gamifying the Non-Financial by tracking life metrics like health and hobbies instead of daily market swings

Using Behavioral Coaching techniques to prevent the “boredom buy” or “panic sell” that can erode long-term returns

Creating Intermediate Milestones to celebrate progress at 50% or 75% of your goal to provide necessary psychological wins

Designing your life today so that retirement feels like a continuation of your current joy rather than an escape from a job you hate

 

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