11/08/2026
Sometimes the Hardest Investment Decision Is Letting Go
A few years ago, I bought two buy-to-let properties.
At the time, I genuinely thought I'd found the holy grail.
After all, that's what I'd always been told.
*"Buy property."*
*"Become a landlord."*
*"Property goes up."*
*"Hold it long enough and you'll be wealthy."*
It wasn't a conclusion I'd reached after deep analysis.
It was more like dogma.
One of those beliefs you absorb over the years without ever really challenging it.
So I bought the properties.
Then I held them.
And held them.
And held them.
The problem was that every year they cost me money.
Not huge amounts. Not enough to force a decision.
Just enough to quietly underperform year after year.
Yet I couldn't let go.
Because I wasn't just holding on to the properties.
I was holding on to the belief.
The belief that eventually they'd become what I'd imagined they would be.
The belief that all the time and money I'd invested couldn't possibly have been misplaced.
The truth?
Sometimes we don't hold on because something is valuable.
We hold on because we've invested so much of ourselves into being right.
Whether it's a property, a business idea, a job, a partnership, or a plan that no longer serves us, letting go can feel like failure.
But often it's the opposite.
Sometimes letting go is what creates space for something better.
The biggest lesson those properties taught me wasn't about property.
It was about having the courage to challenge my own assumptions and walk away from something that no longer aligned with where I wanted to go.
Not everything that can be held should be held.
And not every ending is a loss.
Sometimes it's an investment in a better future.
**What have you found hardest to let go of in business or life?**