The Value of Human Judgement

Posted on May 22, 2025May 27, 2025 by Andy MacDonald

About seven years ago I stumbled into songwriting. It wasn’t a calculated decision; it was on a whim and a prayer. For me it was therapeutic and a new challenge. It allowed me to use a completely different part of my brain that was probably well on its way towards atrophy. I was fortunate to find Murray Foster and the Toronto Songwriting School. Murray and his co-pilot, Mary Krause, have created a truly amazing community of aspiring songwriters from all walks of life. Their Songwriter Getawa...

Work With A “Mucker”

Posted on May 15, 2025May 27, 2025 by Andy MacDonald

Andy MacDonald, The Mucker of Noon Hockey

Back in my late twenties I had the privilege of playing hockey with a Canadian icon, Mr. Paul Henderson. We played Monday, Wednesday, and Fridays at noon hour at the old barn in Oakville on Kerr Street. To my clients, I was at a “lunch meeting", but for me it was a time to get some exercise while learning from a bunch of guys that were ten to twenty years my senior. It was a diverse bunch including veterinarians, fire fighters, cops, lawyers, ex NHL’ers, realtors etc. The dressing room was a gr...

An Expert Witness Can Offer Clarity

Posted on May 5, 2025May 27, 2025 by Andy MacDonald

Sometimes, the most valuable thing an expert witness can provide is a reality check.I had a call the other day with a litigator and their client. The day before, the lawyer had sent me a brief summary of their case as they were considering retaining me as an expert witness.The conversation lasted only 15-20 minutes, but in that time, I was able to offer some key insights. Their theory hinged on the idea that a private mortgage lender was somehow tied to an embezzlement scheme. After reviewing t...

Two Daughters & The Secret Ballot

Posted on April 27, 2025May 27, 2025 by Andy MacDonald

Tomorrow, Canadians across the country will head to the polls to cast their votes in the federal election. It's a moment that always fills me with a mix of pride, hope, and reflection. This year is extra special; I get to watch my daughters navigate their relationship with voting and democracy. I have two daughters who are now of voting age. I have tried my best to instill in them the importance of exercising their vote. To research the candidates and their party platforms. To critically jud...

I Felt Every Second of That Drill

Posted on April 22, 2025May 27, 2025 by Andy MacDonald

I was in the dentist’s chair last week for what should have been a quick fix: replace a cracked filling, in and out. But as the drill started, I realized something wasn’t right. I could feel everything. Even the air flow from the suction was causing pain. After a few painful seconds, I raised my hand and asked, “Is it true that redheads need more freezing?” My dentist paused, gave me a look, and said, “Actually… yeah, they often do.” I nodded. “Thought so. I’m bald now, but I was ...

How Self-Employed Buyers Can Qualify for a Mortgage

Posted on April 15, 2025May 27, 2025 by Andy MacDonald

If you’re self-employed and planning to buy a home in 2025, you may already know this journey can come with more hoops to jump through compared to salaried employees. But here’s the good news: qualifying for a mortgage is absolutely possible! You just need to be prepared, understand how lenders think, and work with the right mortgage professional. Why It’s Tougher for Self-Employed Borrowers Mortgage lenders love predictability. With salaried employees, it’s easy: lenders look at pay stub...

Order Taker or Problem Solver?

Posted on April 10, 2025May 27, 2025 by Andy MacDonald

Have you ever worked with someone who clearly knows the rules but can’t actually solve the problem in front of them? They can recite the process, follow the checklist, and quote the policy but when your situation doesn’t fit the mold, they’re stuck. These are what we call order takers. In the world of mortgages, the difference between an order taker and a problem solver can make or break your experience and potentially cost you time, money, or even a dea...

The Promise of a Promissory Note

Posted on March 26, 2025May 27, 2025 by Andy MacDonald

Yesterday, I had the pleasure of meeting with a new investor to explore whether private mortgage investing would be a good fit for them. As we discussed different investment options, they casually mentioned being approached by an acquaintance to invest in promissory notes with a so-called real estate guru. I wish I had a video of my reaction! My eyes probably bugged out of my head, and if I had been sipping coffee, I’m sure it would have gone flying. Instead, I immediately blurted out my opi...

Suitability: A Legal Perspective

Posted on March 25, 2025May 27, 2025 by Andy MacDonald

Mortgage brokers play a crucial role in Ontario’s private lending market, acting as intermediaries between borrowers and private mortgage investors. While their primary function is to facilitate lending transactions, they also bear a significant responsibility to ensure that any mortgage investment they recommend is suitable for the investor’s risk tolerance, experience level, and financial objectives. Failure to do so can lead to legal liability, financial losses, and professional misconduct a...

Top 5 Private Mortgage Investor Tips

Posted on March 21, 2025May 27, 2025 by Andy MacDonald

1. Understand The Story Every borrower has a story to tell if they are looking for a private mortgage. If they didn’t have a story they would be dealing with a bank. You need to listen to their story and determine if it makes sense. Does it pass the smell test? What problem are they trying to solve and will your mortgage solve their problem or just prolong their misery? 2. Know The Exit Strategy How is this mortgage going to be repaid? Are they relying on hopium or is there a clear pla...