What We Learned When Things Went Wrong


Steve Welty

Issue# 55

July 2025

Happy Saturday, Housing Heroes!

I want to share a story not a polished success, but a real moment when things didn’t go how we hoped. More importantly, what we did about it, and what we learned.

A Decade of Trust - Then, A Breakdown

Back in 2013, one of our earliest clients joined Good Life. Before the big team. Before the brand. Just us and a promise to take care of her condo. And for years, that’s exactly what we did.

But over time, that trust eroded.

A series of difficult tenants. COVID related challenges. Miscommunications. Repairs delayed or done the wrong way. The kind of slow drift that doesn’t feel like a single failure, but adds up just the same.

Eventually, she let us go.

She had every right to.

Owning Our Part

When she wrote us, it wasn’t just a goodbye it was feedback. Clear, painful, and honest. She pointed out where we missed the mark. The times we failed to communicate. The moments we didn’t deliver the Good Life experience she once believed in.

She also called out the team members who did show up: Chalina. Jimmy. Sean. People who gave their all even when things weren’t going right. And that matters.

But the letter revealed more than a client’s frustration. It showed us where we needed to grow.

What We Could’ve Done (But Didn’t)

We could’ve chalked it up to “a bad fit.” Many companies would. But that’s not who we are.

Instead, we owned the outcome. We reimbursed her $1,853.83 not because we had to, but because it was the right thing to do.

That’s what the Good Life Promise is about. It’s not a slogan. It’s a standard. Every lease backed with over $10,000 in protection: for tenant damage, eviction, fraud, and more.

But more than that, it’s a reflection of our deeper belief: when we mess up, we fix it. Full stop.

What We Learned (And What We Do With It)

Mistakes happen. With thousands of operational details across every property and hundreds of communications between owners, tenants, and vendors, perfection isn’t realistic.

But accountability is.

At Good Life, every serious issue goes on our Issues List. Not just to be discussed but to be solved. We ask:

  • What failed?
  • Why did it happen?
  • How do we prevent it next time?

We don’t just move on. We build systems. We train differently. We improve.

And if we get 1% better each day, we’re 3–4x better by year’s end.

Why Share This?

Because our mission is to make owning rental property easy and that means being transparent when things are hard.

If you work with us, we won’t get it right every time. But we will always stand behind our work. That’s the promise.

We believe owners deserve peace of mind. Not just from a service, but from a partner who genuinely has their back.

And when others walk away, we don’t.

6 Reg Flags When Choosing a Property Management Company 🚨

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Have questions about managing your property?

Our team proudly serves San Diego, Orange, and Riverside Counties. Schedule a call with us today, and let’s chat about how we can guide you through every step of your property management journey.



Steve Welty

CEO @ Good Life Property Management

DRE #01744610

5252 Balboa Ave #704, San Diego, California 92117
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The Housing Hero Newsletter By Steve Welty

Passionate about bringing positivity and fresh perspectives to the rental property industry CEO @ Good Life Property Management San Diego and Orange County. Managing over 1,300 units in San Diego and Orange County.

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