Be A Better Landlord

What happens when you’re about to close on a rental property… and the basement is full of water? In this episode of Be a Better Landlord, Ashley Kehr shares the story of an off-market rental property deal that hit a major closing-day problem: a failed sump pump, a flooded basement, and damaged mechanicals. Instead of walking away immediately, she worked through her options with her attorney, contr...

In this episode of Be a Better Landlord, Ashley Kerr sits down with Abi Horton, founder of Aros, to talk about one of the biggest overlooked opportunities for landlords: midterm rentals. Abi breaks down what midterm rentals are, how they differ from short-term and long-term rentals, and why monthly rentals are becoming more important for landlords in 2026. She explains how relocation companies, tr...

In this episode of Be a Better Landlord, host Ashley Kehr sits down with Scott McGillivray, longtime HGTV star, award-winning executive producer, real estate investor, contractor, entrepreneur, and educator. Best known for shows like Income Property, Moving the McGillivrays, Buyers Bootcamp, Scott’s Vacation House Rules, and Renovation Resort, Scott shares how he went from a broke university stude...

Want to buy a rental property in 2026 but don’t have a ton of cash? In this video, Ashley Kehr breaks down 3 proven strategies investors are using right now to fund their first (or next) deal from traditional down payments to assumable mortgages and seller financing. If you’ve been stuck waiting for the “perfect time” or the “perfect deal,” this is how you actually get started. Follow Ashley Kehr:...

Should you buy a rental property in 2026 or wait it out? In this episode of Be A Better Landlord, Ashley Kehr sits down with Tony J. Robinson to break down what’s actually working in today’s market. From short-term rentals to long-term strategies (and even renting by the room), we cover how smart investors are adapting to higher rates, tighter regulations, and shifting demand. If you’re wondering...

Most landlords think they own a rental… Steve Rozenberg says they’re wrong. In this episode of Be A Better Landlord, Steve breaks down the mindset shift that separates struggling landlords from real business owners. From his unexpected career pivot after 9/11 to building and exiting a 1,000+ door property management company, Steve shares the systems, mistakes, and strategies that actually create l...

There are now 600,000 more home sellers than buyers… but homes are still selling. So what’s actually going on? In this episode of Be a Better Landlord, Ashley Kehr breaks down one of the most confusing shifts in today’s housing market. The headlines make it sound like everything is slowing down but when you look closer, the story isn’t that simple. Some markets are seeing homes sit, price cuts sta...

Raising rent is one of the toughest decisions landlords face. Raise it too much and you risk losing great tenants. Raise it too little and your investment falls behind the market. In this episode, host Ashley Kehr breaks down how landlords can increase rent the smart way while keeping good tenants happy and minimizing vacancy. From understanding market rent to communicating increases the right way...

Being a landlord does NOT mean you have to be available 24/7. In this episode, we break down how to set clear tenant communication boundaries, avoid burnout, and create a system that keeps all messages and maintenance requests organized in one place. If you’re overwhelmed by constant texts, late-night calls, or unclear “emergencies,” this will help you take back control without sacrificing profess...

In this episode, Ashley Kehr breaks down the 1-year rule that allows you to buy a primary residence, live in it for one year, and then convert it into a rental property, often with better financing, lower down payments, and no refinance required. Ashley walks through a real example from her own portfolio, explains how to avoid over-improving your property, and shows how to decide whether upgrades...

Tenant screening mistakes are one of the most expensive lessons a landlord can learn. Many problem tenants show warning signs early, but those signs are easy to overlook if you do not know what to look for. In this episode of Be a Better Landlord, Ashley Kehr breaks down 10 tenant red flags landlords should watch for when reviewing rental applications and meeting prospective tenants. From incomple...

Thinking about buying a rental property but not sure whether to choose a short-term rental (STR) or a long-term rental (LTR)? In this episode, Ashley Kehr breaks down the real differences between the two strategies — and explains why the right choice has everything to do with YOUR goals, time, money, and market, not just cash flow. Before you jump into Airbnb or sign a year-long lease, ask yoursel...

Most landlords wait until April to think about taxes—and by then, it’s too late. In this video, I’m sharing how I saved thousands in taxes on my rentals by making smart year-end moves that anyone can do. We’ll cover how to get organized, find every deduction, and make your accountant’s job way easier. From bookkeeping habits to write-offs and entity strategy, these are the real steps that save mon...

When the rent doesn’t show up on time, it can put you in a difficult position as a landlord. In this video, we’ll walk through what to do the moment a rent payment is late including timelines, communication best practices, late fees, and when (and when not) to escalate. Understanding the process protects your cash flow and helps you stay compliant with local laws. Don’t guess your way through this...

You just bought your first rental property and inherited a tenant. Now what? In this video, we’ll walk through The First 30 Days with Your First Tenant and everything no one tells you about becoming a landlord. From reviewing lease agreements and estoppel forms before closing, to setting expectations on rent, maintenance requests, and communication, this guide covers the real-world steps every new...