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What It Really Takes to Manage Properties Well

"In real estate, understanding the market trends and client needs is critical for success."

Andrea Roe
Baker Street
Chief Operating Officer

Property management, at its core, is about people. It’s about the relationship between a place and the person who calls it home. The work often unfolds quietly: a hallway conversation, a late-night maintenance call, or a follow-up email that says, “We’ve got it covered.” It’s not glamorous, and it rarely makes headlines, but it matters. At Baker Street Property Management, we believe showing up consistently, respectfully, and without ego is what turns a service into something more durable: trust.

The Quiet Work of Caretaking

Managing homes isn’t about spreadsheets or square footage. It’s about showing up when the faucet won’t stop leaking, when the heating goes out in February, or when a new tenant is navigating their first lease. We’re not therapists or social workers, but some days it feels close.

What we’ve learned is that how you respond in those moments, especially the quiet, inconvenient ones, says everything. Our team works hard to communicate clearly, take responsibility when things go sideways, and never lose sight of the fact that someone’s home is not just a line item on a portfolio.

“This is where people live. It matters to them. That means it should matter to us.”

A Team That Believes in What It Does

What sets Baker Street apart is not just our software or speed of response. It is our values. We’ve built a team that brings something rare to this industry: empathy. We don’t cut corners, and we don’t make assumptions about tenants. We listen first. That doesn’t mean we say yes to everything. It means we believe people deserve to be treated with respect, even when the situation is messy or complex.

“We don’t jump to judgment. We pause, figure out what’s going on, and look for a real solution.”

Everyone on the team is reliable, professional, and kind. In an industry often reduced to transactions, that matters.

What Owners Want and What They Don’t

Owners come to us looking for competence, clarity, and consistency. What they don’t want are surprise fees, hard sells, or hidden agendas. Many have told us, with real relief, that they’re glad we’re not trying to do too much.

We don’t moonlight as brokers. We don’t nudge clients to buy or sell. We manage properties. We keep people in the loop, stay transparent about costs, and do what we say we’ll do.

“We’ve had owners tell us they’re just happy we’re focused on doing the job they actually hired us for.”

Technology That Works Until It Doesn’t

We use Buildium, Dialpad, Slack, and whatever else helps keep communication tight and records organized. But no tech stack is perfect.

The hardest part is organizing and surfacing data across dozens of units we don’t own. We’ve had to get creative with inspections, to-do lists, and workflows. What we’d love is a system that brings all of it together in one place. Something clean and dependable.

Until that exists, we make it work.

What AI Can Do and What It Can’t

AI is everywhere right now, and yes, we’re paying attention. There’s real potential in automating ticket triage or managing after-hours requests. But there are limits. No algorithm can rebuild trust with a tenant who feels ignored. No machine can spot the subtle context of a conversation in the way a human can.

“The toilets will still clog. The basements will still flood. Technology doesn’t replace accountability.”

If AI helps us communicate more clearly, respond more quickly, or simplify systems that waste time, we’ll use it. But it won’t replace the fundamentals.

The Workload and the Balance

Bringing on a new property is one of the most demanding parts of what we do. Walking the building, evaluating the condition, setting expectations, updating the data — it takes time. But we would rather invest that time up front than scramble to fix problems later.

We also keep a close eye on our team’s workload. Burnout in this field is real. The key is planning, pacing, and making room to ask: what’s working, and what’s falling through the cracks?

I sleep well most nights. But I do think about the unknowns: a burst pipe, a last-minute inspection, something no one saw coming. With the right team and clear systems, those moments are manageable.

If You’re Getting Into This Work

If you’re just starting out in property management, my advice is simple. Work with owners who share your values. Misalignment will wear you down. Set expectations early and clearly. Be honest about what it costs, who’s doing what, and how long it takes.

“Start as you mean to go on. Clarity at the beginning saves frustration down the line.”

And keep checking your systems. If something’s slipping through, it’s usually a process problem, not a people problem.

What We’re Building

We’re not chasing growth for its own sake. We’re trying to build something sustainable, reliable, and honest. Property management has never been easy, but with the right people and the right mindset, it doesn’t have to be thankless.

At Baker Street, we’re showing that you can care deeply, stay practical, and run a tight operation. It’s not glamorous. It’s just the work, done right.

‍

Baker Street
Baker Street is a boutique tech-enabled property management specializing in single & multi-family properties
Founded
2018
Units
400
Location
Ann Arbor, Michigan
WEBSITE
bakerstreet.co
TECH STACK
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Andrea Roe
Chief Operating Officer
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