11 Things I've Learned About Investing In Real Estate

Eleven things I've learned about investing in real estate

I can remember my first experience with real estate investing – walking through the first house I ever bought: a townhouse in the north end.
$86,000 seemed like an awful lot of money back then, but the fact that my dad was so excited about real estate investing reassured me that, at 19 years old, this was the best thing I could do with the $10,000 I had saved.
I originally had a car in mind, but a house was the first thing my dad invested in when he had the money. Looking back, that purchase was motivated more by making him proud than how I would have imagined it was going to positively change my life. The purchase happened quickly. At first, I didn’t understand the investment part but was mostly excited about owning something.

Twenty-four years of real estate investing and a portfolio shaped by that first purchase, I’ve sure learned a lot.
Now I’ve managed to get to a position where I treat every day managing them like a separate job and less of a hobby. After years of talking to others about owning real estate and the investment side of it I have refined my view on it and love to share what I have learned. I am far from the only investor in town and learn something new all the time. I welcome anyone to share their views.

Below is some counsel borne from a couple decades of real estate investing – the good, bad (not much), and ugly (mostly toilet fixing) experiences, and I hope you enjoy the read.
 

List of Services

Share this post on

By Hudson Smith February 18, 2026
Every once in a while, someone goes above and beyond. For me, there have been moments—across different industries and stages of life—where people didn’t just meet expectations, they exceeded them. Those experiences stay with you. They guide you. Honestly, they become a benchmark for how you try to show up every single day. It doesn’t always happen in real estate or sales, but it absolutely influences how I approach my work. In some of those standout moments, I’ve even joked with the person delivering the experience, asking if they were looking for a career change. That’s how impactful it was. After 21 years in sales, I’ve learned something simple but powerful: "We can can always do more. The real question is whether we choose to." 
February 11, 2026
Free Outdoor Activities Guelph Families Love
January 13, 2026
There’s nothing quite like realizing you have an extra day off coming up. Statutory holidays (often called stat holidays) are paid days off that give employees in Ontario a chance to rest, recharge, or enjoy a long weekend. Knowing when these holidays fall can make planning your work schedule and personal time much easier. This guide is designed to help you quickly check Ontario stat holidays for 2026, plan time off in advance, and stay organized throughout the year whether you’re booking a vacation, managing schedules, or simply looking ahead to your next break. Below are the official Ontario stat holiday dates for 2026 that you can mark on your calendar. 👉 Download the Free 2026 Stat Holiday Guide
See More Posts