Lessons from 500+ Rent To Owns With Rachel Oliver

Who knew Canada was so awesome!?

I heard it many times over this past weekend, and no, we’re not perfect. No one, no where, no investment is perfect. 

Even my daughter’s property that I bought in 2014 for $245,000 plus 150k in renovations and worth $875,000 today, is not perfect. Our upstairs tenant is inconsistent in paying us rent on time; It’s not the end of the world.

Few weekends ago, Cherry and I were up north for a getaway for the entrepreneurs networking group we belong to, and there were over 100 of us. 

We stayed at a Marriott in Muskoka, and the views were spectacular!

While networking with fellow entrepreneurs and enjoying the views and lovely food with too much drink, others regularly shared how much they love Canada and Muskoka.  Folks who travel extensively for business and have seen the world, some even come from poverty, including 2nd and third world countries.

If you haven’t had a chance to network with successful people and have more in-depth conversations, I can’t recommend it enough.  

Our conversations varied from travel to where folks are hiding out for the winter months to raising successful kids.  I even talked myself into a tee time at the prestigious Hamilton Golf and Country Club next month.

Real estate came up in conversation many times as I shared what I do.

Everyone likes talking about real estate. Some have a small handful of properties; most do not invest in real estate beyond their own home.  

Some are hardcore: builders, developers, and one gentleman has a metals recycling business, including owning the property.

What stuck out to me was the younger entrepreneurs in the ’30s and ’40s who do not own their homes and are sharing their struggles in buying property within their budget while facing significant competition from other buyers who bid up prices well above asking and sometimes what they thought was market value.

Compare that to you, the listener of this show, who has taken action over the last five, ten, even two years before the pandemic. 

If you did things right, buying a house likely isn’t a problem for you and when you get a chance, remind your spouse and kids how lucky they are to have you 😉

If you’re on the sidelines, I hope you don’t plan on staying there for very long. 

Sophisticated investors I know, including our clients, are still acquiring investment real estate.  If you have a better answer for all the inflation and money printing going on by governments worldwide, I am all ears.

I have many clients worth more than 7 figure small business owners, except my clients did so as a side hustle.

If you’d like to learn more about how our clients and myself invest, I encourage you to go to www.investortraining.ca and register for one of our events: iWIN Real Estate free training, Street Smart Tours, or networking events. 

Some of our events have a nominal charge, and the proceeds go to charity anyway. So you have nothing to lose, and everything to gain!

Lessons from 500+ Rent To Owns With Rachel Oliver

On to this week’s show!

Today, we have my old friend Rachel Oliver who has achieved massive success via an investment strategy called Rent-to-own, having executed 500+ deals on said strategy.

As always with this show, we look to bring you the leading subject matter experts, and without a doubt, we have one today in Rachel Oliver of Clover Properties.

On this show, Rachel pulls back the curtain on how she runs such a successful business in real estate, how she generates leads for tenant buyers, including 800 applicants in a month, chooses markets to invest in, and how she’s able to help 90% of her tenants buy the house at the end of the term. 

I think Rachel and her husband Neil are great in how they run a win-win-win business – A win for themselves, their investor and most importantly, the tenant. 

Rachel also shares how she became an author, co-host of a television show, and about her extended vacation in Costa Rica.

I hope you enjoy the show!

We’re hiring!

Just a friendly reminder that we are hiring more investment Realtors who want a full-time challenge to help our clients, regular everyday people, mostly from the GTA, invest in the top investment towns west of the GTA. 

This is for driven folks who want to multiply their current incomes.

APPLY HERE: https://www.infinitywealth.ca/hiring


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To Follow Rachel:

Web: www.hellocashflow.ca

Book: Rent to Own Essential Guide for Homebuyers: The Key to a Fresh Start and Richer Future: https://www.amazon.ca/gp/product/0992159202/ref=ppx_yo_dt_b_asin_title_o00_s00?ie=UTF8&psc=1



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You are the average of the five people you spend the most time with! Build connections with empire builders and trailblazers at our iWIN events.
CLICK HERE to check out what’s coming up next.


If you’re interested in being a successful real estate investor like those who have been featured on this podcast and our hundreds of successful clients please let us know.

It is our honour to give back and educate others on how we build cash flowing real estate portfolios using all the best practices shared on this podcast, from the lessons of our hundreds of clients and of course our own experience in owning investment real estate.

If you didn’t know already, we pride ourselves on being the best of the best real estate coaches, having the best property managers, contractors, handy people, cleaners, lawyers, accountants, everyone you need on your power team and we’re happy to share them with our clients to ensure your success. 

New investor or seasoned veteran investor, we can help anyone by providing our award winning coaching services and this isn’t all talk.

We have been awarded Realtor of the Year to Investors in 2015 by the Real Estate Investment Network, 2016 by the Canadian Real Estate Wealth Magazine and again in 2017 because no one told the judges no one is supposed to win the award twice but on merit, our peers deemed us as the best.  In 2018, we again won the same award by the Real Estate Investment Network.

Hopefully being the most decorated team of Realtors in Ontario will make you consider us for your first or next real estate investment.  Even if you don’t invest in our areas, there’s a good chance I know who would be ideal for you. 

I’ve been around for a while, some Realtors are talented at servicing investors there are many with great ethics.  The intersection of the two, talent and ethics is limited to a handful in each city or town.

Only work with the best is what my father always taught me.  If you’re interested, drop us an email at iwin@infinitywealth.ca.

I hope to meet you at one of our meetups soon.

Again that’s iwin@infinitywealth.ca


NO MORE Confusion

After all the Youtube videos, books, and forum posts, you’re probably still left with questions. Starting in real estate is a tricky thing.

Frustrated beginners often ask how a legal basement suite conversion actually works. Most of the time we can only give general answers. But now, we get to dive in.

At this in-depth, free class you’ll learn how to take your first steps as a real estate investor.

Nothing is held back. Everything from analyzing basement suite conversion deals, to renting out your first property at a profit, and even how to refinance and do it all again!

More secrets you’ll uncover are:

Profiting in a HOT market…

Municipal bylaws to watch out for…

Mortgage terms that favour refinancing…

AND one barely used tactic for higher appraisals…

If you’re frustrated, unsure of how to get started, this is for you.

 Sign up now for the Invitation List and be one of the first to get an invite to the next class.

Sponsored by:

Infinity Wealth Investment Network – 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 meaghan@infinitywealth.ca.

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.

Till next time, just do it because I believe in you.


Hamilton, St. Catharines and Toronto Land Development, Real Estate Investor, and soon to be builder.

W: erwinszeto.com
FB: https://www.facebook.com/erwin.szeto
IG: https://www.instagram.com/erwinszeto/

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