Sept. 24, 2025

When Saving Too Much Starts Holding You Back | E179 Jesse Cramer

When Saving Too Much Starts Holding You Back | E179 Jesse Cramer

I’m in this strange in-between stage right now, somewhere between Coast FI and Full FI. And I often feel pulled back and forth between spender and saver, current me and future me, speeding up and slowing down. It’s a little exhausting, I have to admit.

A few years ago, things felt simpler because I was in full accumulation mode. Most of my decisions came down to one thing: delay spending so I could save and invest more. Looking back, maybe I would’ve splurged a little on experiences or time-saving purchases, but honestly, I don’t regret much.

These days, though, I’m learning to focus more on my current self. I’m loosening up, spending a bit more, and not being so uptight about every dollar. Talking with friends further along in the FI journey, I’ve realized this shift is pretty natural, and perhaps you’re experiencing it too.

It’s not always easy, which is why I wanted to talk it through with a friend and frequent guest, Jesse Cramer. Jesse’s navigating the same changes himself, and as a financial advisor, he also brings perspective from helping clients through similar situations.

In this episode, we dive into the balance of spending on your current self while still enjoying the growth of your investments. We talk about how we’ve loosened up around money habits like budgeting, and why we’re not stressing about hitting our exact FIRE numbers anymore.

I always enjoy my conversations with Jesse, and if any of this resonates with you, I think you’ll get a lot out of this one too.

I hope you enjoy my conversation with the host of The Personal Finance for Long-Term Investors Podcast… Jesse Cramer.

Key Takeaways:

  • Shift from always accumulating to finding balance and enjoying life now.
  • Redefine “pay yourself first” to include meaningful spending today.
  • Build a portfolio that grows in bull markets and feels safe in bear markets.
  • Loosen up on strict budgeting without losing financial control.
  • Let your spending evolve to reflect your values and priorities.
  • Don’t let your FIRE number dictate every life decision.
  • Factor in Social Security - you may be further ahead than you think.
  • Learn from retirees: smooth transitions come from people and purpose.
  • Take smart risks that push you beyond your comfort zone.

More of Jesse:

Check out Jesse’s podcast: https://bestinterest.blog/personal-finance-for-long-term-investors/


More of FI Minded:

Email Justin at Justin@FIMinded.com

Connect with Justin on LinkedIn: https://www.linkedin.com/in/justinleepeters/