How to Choose a Coach with My Coach for the Last 7 Years Mary-Anne Gillespie

Driving down country roads near Hamilton Mountain, top down, in a 600 horsepower, v10, 5.something litre engine in a Lamborghini Huracan Spyder.  They cost around $350,000 to own but I’m no investor of cars therefore we rented. 😛

The experience was amazing, the handling, braking and acceleration is unreal.  The experience was made better by sharing it with my fellow real estate entrepreneurs and my new Marketing person, Darren Cabral.  He knows cars like I know houses. Darren would buy one of these if he was in my financial situation, which I think is interesting.  Whenever Cherry and I have capital available, it gets invested. I do drive a decent German sedan, but that’s the norm for my line of work.  

To me, I would much rather vacation with the kids and acquire a vacation property. One idea is to buy one of those Pier 8 condos in Hamilton, as it will be quiet with no major roads nearby and we will be on the water yet close to a mid sized city with all the hottest cafes and restaurants.

It’s just one idea, but I’m sharing because I do want you all to think bigger. I’ve had some great ideas that were born while networking and masterminding with many great investors, many well ahead of me in their careers.

If you have any trouble finding folks who will raise you up, a good place to start is my own meetings. We have the wonderful Jay Gabrani as our guest speaker on November 24th at the prestigious Sheridan College in Oakville. His lessons on preparedness from the sudden loss of his wife and mother of his three young children and the investments he made to support his life as a stay at home, single dad.

Investing saved his life, including investing in stock options and private lending, so you don’t want to miss this keynote talk.

Also on November 24th, my dear friend and multi-millionaire real estate investor friend, Tahani, is hosting her first ever FIRE conference, “Females In Real Estate”, at the Bisha Hotel. You will learn from Tahani and other incredible speaker on how to grow your wealth and make more money.

Use code “ERWIN” to get a discount off tickets! Click here for more information and to buy tickets:

How to Choose a Coach with My Coach for the Last 7 Years, Mary-Anne Gillespie

The real estate investing industry has exploded with coaches. I get it, my team and I coach investors too. It is highly rewarding work to teach others to become successful investors, we have many multi millionaire clients who started with nothing. They are crazy grateful, doing amazing things with their families, favourite charities, and living life to the fullest.

But who is a good coach?  Personally, I always want to work with the best of the best, so when I first sought out a coach I asked several winners who the best coach was.  That is how I found my coach since 2011, Mary-Anne Gillespie. At the time, she was head trainer for a very large brokerage. She is also a coach to many top level real estate entrepreneurs who are household names in my industry.

I have no idea what she saw in me when she took me on, but here we are.

Maybe because we’re both a little nuts as Mary-Anne finds marathons boring and is now preparing for an Ironman triathlon. She is also an exclusive member of the Forbes Coaching Network.  To summarize, she’s a winner, coaches winners, and one can never spend enough time among winners.

To follow Mary-Anne:

Sponsored by: – would you like to know how our investors returned 341.8% on positive cash flowing real estate over the last five years? On average, that was 68.4% per year, just imagine what winning in real estate could do for you. If you would like to know how we did it, ask us how by calling 289-288-5019 or email us at Don’t delay, the top markets we focus in are trending upward in price, so you can pay today’s price or tomorrow’s price. – This episode is brought to you by my networking group, the Halton REI. We meet in Oakville (part of the Halton Region), but mainly invest in the top investment towns west of Halton: Brantford, Hamilton, Niagara Region, Kitchener-Waterloo-Cambridge.

We regularly feature the top speakers from our industry. The vast majority of our attendees are seasoned investors, so you will want to spend more time around these folks, as you are the average of the five people you spend the most time with. Your net worth is your network, so choose how you spend your time wisely.

Knowledge is power. Every meeting we share the latest in market rents, prices in the top neighbourhoods, and strategies for investment. We share the best property available as our Best Buy Property of the Month. We share the best tips and tricks for you to implement immediately to your investment businesses to fast track YOU on your journey to financial freedom. It’s up to you if you’d like to be on said journey.

To get on the invite list please register at and you will receive an invite to the next Halton REI meeting once announced.

But don’t listen to me, here’s what members of our community are saying about the Halton REI!!

Till next time, Just do it because I believe in you.
Hamilton, St. Catharines, Toronto, Land Development, soon to be builder and Real Estate Investor



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