hire a property manager

When To Hire A Property Manager

Property Manager - Duncan

Hello, real estate investors! I get questions from folks on social media from time to time… the most recent, about hiring a property manager, which we’ll get into shortly. I don’t mind them; I feel this is one way to give back to the community that means so much to me, and has led to Cherry and I building a seven-figure real estate business and eight-figure real estate portfolio.  

My real estate business, iWIN Real Estate, transacts on 100 properties per year, 90% of them are for investment purposes. If you know us, we’re very close with our clients since we provide coaching services to ensure their success.

Investing-wise, I’ve had personal interests in over 40 properties since 2005, so while I don’t know everything, I know a little enough to be dangerous and happy to share my experiences if that helps.

This week we have Duncan, who asks: 

“When in your real estate journey did you decide to engage a property manager to be able to focus on other aspects of the business and investing?”

When To Hire A Property Manager

In 2005, the early days of my investing, we self-managed, and my ex-wife was the point person. She and her family owned a plumbing and renovation company and five investment properties, all very close by the reno company in a suburb of Hamilton. So, property management was in-house.  

As I worked downtown Toronto, analytical by nature and enjoyed geeking out on the business of real estate, I would do all the virtual stuff: financially analyzing properties, writing rent ads (I got pretty good at it as I used those same skills to write my online dating profile that got Cherry’s attention), review credit checks.

After the divorce and my great reset of the real estate portfolio, I immediately hired help to maintain our properties and boots on the ground. My handyman contractor became my property manager of sorts, who we paid a monthly retainer to maintain the property and provide customer service to the tenants.  Cherry and I will still run ads, screen tenants, deal with rent collection issues.

My clients who have the time and skill do self-manage, but they are a minority among our clients. Maybe 10%.

The rest use full-service property management and not just any; they work with the best in the cities for which we operate.  

Before anyone asks, our Niagara and Hamilton property managers operate on referral only as they prefer our investor clients.  Folks who invest the right way, not slumlords.

It’s not easy working with property managers either. A couple of them closed their doors only recently all over Ontario. One in Barrie, Adam Kitchener, one in KWC.

CLICK HERE listen to my interview with Adam on why he’s quitting project management, but not real estate investing. I’ve personally hired and fired 4-5 property managers over my career.

Duncan is also worried about cost overruns.  

As a professional real estate investor and ex to a renovation company owner, I know my renos quite well.  A good property manager will save you time and money.  Mine have internal staff for handyman stuff, so turnaround time is fast and often cheaper as we don’t need a licensed professional, e.g. a plumber for a leaky sink.

To save us all time, I’ve instructed my PMs if the cost is under $300 and makes the tenant happy to go ahead.  This saves me from having to approve pest control, gas leak, broken door locks service requests.  I tell my PM in no world can I say no to these requests, and if I did, I would expect to be fired as a client.

On a Monday morning, we received a text from my handyman stating, “there was a mice problem at X property and gas leak at Y property on the weekend, but I took care of them.”

Providing basic services to one’s tenants does take time and money, but my weekends are packed with kids’ stuff, so I don’t have time to deal with low-paying tasks I don’t have skills for.

I hope that helps Duncan a couple of you out there. 

If you enjoyed this episode, kindly leave me a review stating so, and I’ll keep doing these episodes between our regular weekly interviews!

Till next time. Hard Assets FTW!


This episode is brought to you by me! We don’t have sponsors for this show, I only share with you services owned by my wife Cherry and I.  Real estate investing is a staple in my life and allowed me to build wealth and more importantly, achieve financial peace about the future knowing our retirement is taken care of and my kids will be able to afford a home when they grow up.  If you too are interested in my systematic strategy to implement the #1 investment strategy, the same one pretty much all my guests are doing themselves, then go visit www.infinitywealth.ca/events and register for our next FREE Online Training Class.  We will be back in person once legally allowed to do so but for now we are 100% virtual.

No need for you to reinvent the wheel, we have our system down pat. Again that’s  www.infinitywealth.ca/events and register for the FREE Online Training Class.


This episode is also brought to you www.stockhackeracademy.ca where everyday real estate investors learn the best practices in stock investing to earn cash flow in about 15-30 mins per day from their mobile phones. After real estate, Stock Hacking is the next best hustle as you’ve heard from many past guests on this show. Among our students last year, 31 trades were shared with them. 30 were profitable for an over 96% success rate. I will be giving free demonstrations online, very similar to the one I gave my kid cousin, a full time musician and he just made 50% return in 2021.  Past of course does not predict the future but if you’d like a free demonstration go to www.stockhackeracademy.ca in the top right, click FREE Demo.  At the demonstration I’ll have special bonuses. We do not advertise publicly for all my favourite listeners and I only have two more demos to give in the next few weeks.

Don’t delay www.stockhackeracademy.ca, what I consider the future of side hustles with real estate so unaffordable for many.


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


To Listen:



Audio Transcript


Greetings real estate investors!



This is Erwin Szeto bringing you the truth about real estate. And I got a question from the social internets. I get these questions time to time. I don’t mind them, I feel this is one way I can give back to the community that’s meant so much to me. And it’s let Cherry and I to each build a seven figure real estate business, hers mine in real estate. You know, I have a practice of six Realtors now. And Cherry obviously has an accounting business that lottery focuses on real estate investors and realtors. It is called Real Estate Tax Tips for a reason. And aside from that, we also own a bigger real estate portfolio. My real estate business that iWIN real estate transacts on over 100 properties per year; 90% of those are for investment purposes. And if you know us, we’re very close with our clients. Since we as we provide coaching services to ensure their success. The point I’m trying to make is we’re we have our fingers on the pulse of the real estate stuffs. Investing personally, I’ve had my personal interest in over 40 plus properties since 2005. So while I don’t know everything I know a little enough to be dangerous and happy to share my experience in case that helps anyone out there. 



This week we have Duncan who asks, When in your real estate journey did you decide to engage a property manager to be able to focus on other aspects of business and investing? 



So my answer is long. This is a podcast it’s a bit longer format, which hopefully you will allow. This won’t be the hour long format interviews that don’t really do this only took a couple minutes. So let’s start off. 



So early days 2005. Because he asked about my experience. My experience is back in 2005. We self managed, my now ex wife was our point person, her and her family owned a home renovation company and we had us not a big portfolio, we grew to five investment properties. But they all happen to be very close to where the rental company was situated in the suburb of Hamilton. So property management was done all in-house. Because again, proximity was close. We had the skill sets all in-house. And because we could do it all in house, it was cheaper than going external. As I worked downtown Toronto at the time, and based on my own skill set. So I’m naturally analytical. And I enjoy geeking out on learning about the business of real estate economics, those sorts of things. So I do all the virtual work. So, for example, I would do all the financial analysis of properties, I would rate rental ads, I’d help craft offers, I should know I did most of the work for crafting the offer. Because our realtor at the time did not understand investing. So I had to write the offers in terms of getting terms that were favourable to an investor. Again, I would review tenant applications and of course, credit checks. Because back then like like we’re talking, you know, mid late 2000 credit checks for like the old way. So it’s all codes. It’s not it’s not easy, like it is today, where things are coded colour coded, you’re given just a number, which makes things really easy. And then after my divorce, which was around 2010 ish, somewhere around there, apologies. I have my own personal great reset and my real estate portfolio. And so I no longer had all those resources available to me in terms of skills and skills and resources. So I immediately hired outside help to maintain properties and to have boots on ground. For example, one of the first properties I bought during my own recruit reset, I just stopped using great reset, and the reset of my portfolio was in St. Catharines. And at the time I was living in Hamilton. So that’s an over half an hour drive. So to me, that’s a little on the far side. So what I did was I was referred to handyman, who was a very, very good handyman. He did many things, contracting for me, and he became my property manager of sorts. We paid a monthly retainer to a property management fee. Not too much. It was under $200 a month to maintain the property and to provide customer service to our tenants. Cherry and I based on our strengths we found that our our handyman wasn’t qualified, nor did he have the skillset to do the right ads and tenant screening stuff like that. So we still did that. Mainly me because that’s what I was good at. And Cherry would deal with the rent collection issues.



My clients who have the time skill they do self manage. Understand that they do Have a time as in one of the so often my clients are married couples. So 1 of the one of the partners in that relationship doesn’t have a full time job. So that’s why they would have time. And they just haven’t behind us paying the people as well. So they so that’s the profile my clients who self manage, who still self manage, after like 5, 10 years, but they are the minority among my clientele. So that’s not not even 10% of our clientele, the rest of them, about 90% of them use full service property management. And don’t just use any property manager. They will they generally take our referrals, we let them know who that we use personally. And those property managers in my opinion, are the best in that operate in our cities that we operate. In before anyone asks Are Niagara in health and property managers operate on a referral basis only. And they’ve actually specifically requested to only work with our investor clients, folks who invest the right way. Not slumlords far from solid words to people. If you need Kitchener or Waterloo referrals, no problem, happy to recommend you to Diane de Dominica. It’s not the easiest to be a property manager and either a couple have recently closed the doors. I know a couple who have sold off over the years. And then just recently, one property manager and Barry closed the doors. And I’m Kitchener, who was just on the show, closed his doors, and another property manager in Kitchener Waterloo, Cambridge, I’ve personally hired and fired over four, four or five property managers over my career. And that’s just in Hamilton. So it’s not easy. And before you invest in any city, make sure there’s at least three high quality property managers, that’s this is my own opinion, in my experience, I wouldn’t invest in the city unless there’s at least three quality property managers, that would be happy using because again, in my experience, you’re not going to stay with all of them. Back in the again, he asked some more questions, he’s worried about cost overruns, as a part. So again, from my experience as a professional real estate investor, and my ex, you know, I wasn’t like I’m an ex owner, somewhat, you know, again, my ex wife owned a renovation company. And so we did lots of significant renovations to our properties at a very high standard. So I know renovations quite well, and what they cost because I’m in the busines. A good property manager will save you time and money. Mark, the property manager I use they have internal staff internally that are on salary. So they’re handyman stuff. The turnaround time is fast. And it’s often cheaper because again, their salary people and often these are not licenced professionals. For example, if I have a leaky tap, I don’t need to send a licenced plumber for that a handyman can often deal with that for a fraction of that cost. So again, I’m going to save on time and money. And simplicity as well, in terms of booking someone to go fix stuffs my attack from my tenants. So then everyone’s happier, right? No one, I think everyone wants repairs done sooner than later. To save all time, all parties involved included. So that’s myself a tenant in my property manager, I’ve instructed my property managers if the cost is under $300, it makes the tenant happy and to go ahead and do it. This saves me from having to be a bottleneck to approve really minor things such as pest control, or a gas leak. Another business outliner but it’s it’s an odd thing to have to be to have to authorise dealing with a gas leak, broken door locks, types, those types of service requests. I tell my PM,  property manager, in no world can I say no to these requests. And if I did, I would expect to be fired as our client. We’ve literally received a rule a couple of years ago, was on a Monday that our property our sorry, our handyman/property manager, which he texted us, called there was a mice problem at x property and asked me to buy property on the weekend. But I took care of them. Right? That’s so he took care of them without asking us, which is what I expected. He told me on Monday that everything’s taken care of. Isn’t that perfect? To me, these are provide providing basic services to one’s tenants. It does take time and money. So you can choose to do these things yourself. I choose not to because my weekends are packed with kids stuff. So I don’t have the time to deal with these low paying tasks that I don’t generally have skills for, you know, I can pay between 20 to $80 an hour for these types of tasks to deal with. And again, I don’t have the skills to deal with these problems.



So I hope that helps. I hope that helps Duncan and a couple others of you out there. If you enjoyed this episode, kindly leave me a review stating so. And I’ll keep doing these episodes because between in between our regular weekly interviews, because this is a bit of work for me to do, I don’t mind answering questions. But it’s not a value that No, I’m not gonna do it. But if it isn’t value, then let me know, right? Drop me a review on Spotify or iTunes, or even shoot me a DM on any social media platform. Alright, so next time, hard assets for the win. 



Thank you for watching. If you want to learn how to invest in real estate from scratch, my team teaches beginners how to use the number one investment strategy that I personally use in a virtual free trading class every month, go to investor training.ca/youtube To register for our next class. That link is also in the description as well. I publish at least two to three videos a week here. So subscribe if you want to keep learning from seasoned investors like myself, my guests, And if you’re just starting out, feel free to ask questions in a comment below. And I do my best to answer each of those comments and questions myself. Again if you’re ready to learn the nitty-gritty about real estate investing from a professional investor register for our next virtual class at that investor training.ca/youtube Thanks again for watching. See you in the next video.

Subscribe on Android


Please help us reach new listeners on iTunes by leaving us a rating and review!


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

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 iwin@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/

0 replies

Leave a Reply

Want to join the discussion?
Feel free to contribute!

Leave a Reply

Your email address will not be published. Required fields are marked *