My Life As A Landlord | Rentals, Real Estate Investing, Property Management, Tenants, Canada & US.

My guest today has a great philosophy:  you’re going to pay for your landlord education one way or another.  The question is how much pain do you want to endure, and how long do you want the pain to …

Many real estate investors get into the business for the hundreds of doors, luxury yachts, and the sparkle of independence.  While that IS one outcome, there is a lot of time, effort, tears and lost …

Earlier in 2025 I was asked to speak about rentals at a Toastmasters Club called “Money Matters” and the meeting was all about rentals.  During that meeting I thoroughly enjoyed playing a Toastmaster…

The two biggest questions I see on social media about landlording are:  how do I get this person out of my house, and how do I get my money?  In today's episode, I discuss a tool that might be helpfu…

In business, there is an atmosphere of respect when it comes to longevity, especially in an ever-changing world of money, employees, politics, bylaws, and so much more.  Today a fellow real estate de…

Sometimes something sounds too good to be true, but is it?  Today I talk with Sally Gimon about a tax-saving instrument that can be passed down from generation to generation.  This all started in Eng…

In the final installment of the trio series guesting on The Bullcast Podcast, we’re diving deep into the world of passive income—what it really is and how it works. We kick things off with a look at …

Are you starting your real estate business broke, but a bit educated?  My guest today tells us his story about starting with nothing, using his Rich Dad Poor Dad education to leverage into his first …

Let’s face it, awkward moments are part of life, but with the right tools, they can lead to meaningful breakthroughs. In this episode of BullCast, I’m back on The Bullcast Podcast for a fun and insig…

Most landlords think that since they don't work in a retail store, they are not in sales.  My guest today argues that in EVERY conversation you are either selling or buying (and if you're not sure, y…

Don’t some people say don’t look a gift horse in the mouth?  I agree, but when you receive that gift….how long do you keep it?  I’ve been invited to join the Bullcast Podcast crew to talk about gifts…

So you started a new business and have racked your personal credit cards right up, right?  How exactly do you get that debt off of YOU and back onto the business, where it belongs?  In today's episod…

Sometimes the conversation is too good to stop!  In episode 151 we started a roundtable discussion about rentals, all from the Toastmaster’s Club called Money Matters.  The 15 table topics questions …

What do you get when you put two doctors in a room together?  A lot of discussion about innovation and disruptive events.  Dr. Luke Bailey, a long time Maui resident and community contributor, joins …

August 8, 2023 is a day that will forever live in the memory of anyone who has a Maui connection.  That’s the day that the wildfires took 19 homes in Kula and over 2,000 homes and structures, along w…

Are you afraid of awkward conversations with your tenant?  Is there an outstanding rent increase, or late fee, that you just are afraid to bill for?  What about a repair that you are not fixing?  My …

How on earth do you manage rentals two time zones away without a property manager?  Easy.  Systems and people who you can trust.  Okay, it’s not so easy, but the systems part and people you can trust…

From the average consumer's perspective a bank and a credit union may offer the same products, and appear the same when standing in the building.  But a bank and a credit union have very different le…

They say most people would rather be in the coffin than giving the eulogy at a funeral.  The fear of public speaking is a real thing and feels an awful lot like the fear of being a first-time landlor…

Do you have a wonderful tenant who you would love to sell your house to, but you know the tenant does not have the down payment?  Even though they make great income, this tenant would likely not qual…