I spent my whole 20s chasing the wrong financial goal

I learned about financial freedom when I was 19, and it became my North Star for the next decade. Back then I thought it meant one thing: having enough money that I never had to work again. Traveling the world. Laying on a beach. Doing whatever I wanted, forever.

The longer I chased that, the more I noticed something inconvenient. The happiest version of me was never the version hitting another net worth milestone. It was the version who had enough financial breathing room to spend months building something I genuinely cared about.

So the goal quietly changed. I wasn't actually chasing retirement. I was chasing optionality — the ability to wake up, have an idea, and actually have the time to go build it.

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The two years that redefined it for me

We started our podcast in 2023. It took over two years before it really started making any money.

For two years, we poured hundreds of hours into something that wasn't paying us back financially. No revenue to point at. No clean way to justify the time on a spreadsheet. Just a thing we believed in.

That's the moment I stopped theorizing about financial freedom and actually experienced it. Financial freedom, for me, wasn't never working again. It was having enough stability to spend two years building something because I believed in it — not because it was immediately profitable.

If we hadn't had that stability, the podcast would have died in month four. Not because it was a bad idea, but because we'd have needed it to pay us before it was ready to.

What I mean by "runway"

Runway is a term borrowed from startups, and it's simply this: the amount of time your money buys you to build something before it has to pay you back.

Net worth is a scoreboard. It tells you how you've done. Runway is a clock. It tells you how much room you have right now to try something that might not work.

Those two numbers can move in completely different directions. Someone can have a large net worth and almost no runway, if it's all locked up somewhere they can't touch. Someone else can have a modest net worth and a genuinely useful amount of runway, because their costs are low and the money is reachable.

Runway isn't an abstraction either — it lives somewhere. For me, that's cash I keep separate from everything else, so I always know how many months of room I'm working with.

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What I pay attention to now instead of milestones

Once I made the switch, the questions I ask myself changed. I'm not saying these are the right questions for anyone else — they're just the ones that turned out to matter for the way I want to work.

  • What does a month of my life actually cost? Runway is measured in months, and you can't count months without knowing this number.
  • How much of my money could I reach this week? Money I can't get to doesn't extend my runway, however good it looks in a net worth total.
  • What's paying the bills while the new thing isn't? Our podcast got two years because something else was covering the gap.
  • Am I building because I believe in it, or because it has to work by Friday? That pressure changes what you make.

I still care about long-term wealth. I just stopped treating a bigger number as the finish line, because hitting the number was never the part that made me happy.

Money buys runway; runway lets you build

The reframe that stuck with me is that money was never the goal. Money buys runway, and runway lets you build something great.

That's why I don't picture the beach anymore. What I want is much less cinematic: a few months of room, an idea I can't stop thinking about, and no deadline forcing it to be profitable before it's good.

If you've been chasing "enough to never work again" and it hasn't felt motivating lately, it might be worth asking what you'd actually do with the freedom. When I asked myself that, the answer was work — just on something I chose. Which meant the number I needed was never the retirement number. It was the runway number.