Snookered: How A Toronto Tenant Can Get The Landlord Sued!

Leasing/Renting

8 minute read

May 1, 2025

Whether you want to frame this as something your children tried to pull last week, or something you did when you were younger, I’m sure we’ve all been here…

Recall the time you told your parents about your “friend” who did something bad, or for whose actions you needed advice, except all along, it wasn’t your friend.  It was you.

I assure you, the following blog post is not about me.

It happened “to a friend of mine.”

Seriously.

I would say “Thank God” it didn’t happen to me, but then I would have to pick one of the many Gods that exist out there, and I’d just get so completely off-topic.

Thank God I didn’t get off-topic…

A friend of mine began to tell me this story back in February but it’s only now coming to its completion (we hope) and only now is the story far enough along that we can avoid speculating on the worst-case scenario and actually bear witness to the worst-case scenario.

I would call the protagonist in the story “Jacqueline” but I don’t want to type that over and over, so we’ll just call her “Jenn” with two n’s.

Jenn is a real estate agent with another brokerage and, just like me, she absolutely loves working on leases.  Just like me, she’s also sarcastic.

One of Jenn’s clients is a long-term condo investor who started buying resale units in the early-2010’s and now has four or five condos in her portfolio.

As is often the case when we look back after a major issue with a tenant, Jenn’s client had “never had a problem” in fifteen years of being a landlord.

We’ll call Jenn’s client “Kate” because that’s easy to type!

In early-2024, one of Kate’s tenants gave notice to vacate and Kate asked Jenn to find a new tenant, which Jenn did.

The tenant was exceptionally well-qualified and had a job with a well-known firm in financial services, worked downtown, and came with great references.

For one year, Kate didn’t hear a peep out of the tenant, and the tenant paid his rent on time.

In late-January of this year, the tenant gave notice to vacate to Kate, and provided the requisite N9: Tenant’s Notice To End The Tenancy.

The last day of the tenancy was scheduled to be March 31st, 2025, and the notice was provided to Kate on January 28th, 2025.

Everything was peachy.

Kate reached out to Jenn about listing the property for lease on MLS to find a new tenant for April 1st, and as she had done previously a dozen times, Jenn put the property up for lease and began to facilitate showings.

The tenant was very accommodating.  Twenty-four hours’ notice were provided for all showings, as per the lease agreement, and there were no issues.

The rental market has been a little bit slow this year, so it wasn’t until late-February that Jenn was able to secure a suitable tenant for the unit.

Kate and the new tenant signed a lease for April 1st.

Ordinarily, and by “ordinarily” I mean every single time in the history of ever, the story ends here.

But in the first week of March, the existing tenant reached out to Kate and said that he had “changed his mind” and didn’t want to vacate the unit after all.

It was odd.  Neither Kate, a landlord of fifteen years, had ever witnessed this before, nor had Jenn, who has been in real estate just as long.

I can also say that I have never encountered this situation either, nor have I heard of this happening, although I’m sure it has.

Kate really didn’t know what to do, so she simply emailed the existing tenant back and said, “I’m sorry, but I have already signed a lease with a new tenant for April 1st.  You have provided me with a signed N9, which is legally binding.”

Kate did not hear back from the tenant.

Naturally, Kate assumed that the tenant realized he had no legal right to stay in the unit, and figured that this was the last she would hear of it.

Then Kate just got a “feeling” about the situation.  She started to ponder the “what if” scenario, which was really scary:

What if the tenant refused to leave and Kate had two tenants for the same unit as of April 1st?

Here’s where many of you will look at this logically, rationally, but incorrectly, and say, “Kate doesn’t have two tenants as of April 1st; the existing tenant has no right to stay.”

True.  Sort of.

There’s no way to physically remove the existing tenant.

You can’t call the police.

You can’t get in front of the Landlord & Tenant Board for six or eight months.

Call the sheriff?

Maybe.

But even then, the sheriff would need a court order on which to execute, and without the Landlord & Tenant Board providing a written eviction notice, I don’t think the sherrif’s office could do anything.

Kate decided to email the tenant and get confirmation that he was leaving, and simply said:

Hi (Name),

I haven’t heard back from you since our last correspondence on March 5th, so can I assume that you will be vacating the condo on or before March 31st as discussed?

The new tenant is moving in on April 1st.

Thank you!

Kate.

The tenant wrote back.

But it wasn’t what Kate wanted to hear.  In fact, it confirmed her worst fears:

Kate, as I said two weeks ago, I’ve changed my mind and I’m not planning to move out.  I can’t.  My situation has changed and I’m sorry but I’m going to stay here and I will let you know if that changes.

This was a disaster waiting to happen.

Kate wrote back and said:

Hi (Name),

I’m sorry to hear that you’ve encountered hardship and I sympathize.

But the problem is: you provided legal notice to vacate.  I leased the condo to a new tenant.

Please see attached, here is their new lease agreement.

Also attached is your signed N9 in case you don’t have a copy, but also an email from you, dated January 28th, showing the N9 attached.

Please consider my situation here as I can’t refuse to provide access to the new tenant.

Kate.

The tenant wrote back and simply said:

I would like to exercise my right to appear before the Landlord & Tenant Board.

And that was it.

Kate tried to call the tenant, but he didn’t answer.  Kate tried to email the tenant back, but he didn’t reply.

Once a tenant says “LTB” it’s like in a police drama on television where the accused says “lawyer” and you can’t do anything about it.

Kate and Jenn began to consider their options, so Jenn called the real estate agent who had provided the new tenant and explained the situation.

What was the expected reaction?

I’m not sure.  Perhaps Kate and Jenn didn’t really know what to expect either, but in the end, all they received was the indication that their problem was getting worse.

The agent for the new tenant simply said, “You’re going to have to find a way to get that tenant out, because my client is moving in on April 1st, come hell or high water.”

Call that a veiled threat if you want, and the “hell or high water” has no real value, since it’s not like the new tenant can move in with the old one still in place.

But this was enough for Kate and Jenn to start to really get concerned.

Jenn called the tenant and was able to reach him, but once he realized who Jenn was, the tenant simply said, “Look, I’ve exercised my right to appear in front of the LTB and that’s what I’m going to do,” and then hung up.

Jenn called the new tenant’s agent again and tried to plead with him to have some understanding and common sense, but he refused.

The agent said, “My client has already booked the moving elevator in the building and has provided a $500 deposit.  My client has to be out of his current rental on April 1st and has nowhere to live.  What do you expect him to do?  What do you expect me to say?”

He made a good point.

But Jenn finally offered, “Look, I understand your situation and I know that you understand mine.  But if the existing tenant doesn’t leave on March 31st and he’s still there on April 1st, your client can’t move in.  He just can’t.  We’re on the same page, right?”

The agent responded, “We’re on the same page when it comes to the fact that we know my client can’t move in, but we’re not on the same page saying that it’s just that simple.  Because if this happens, then your landlord is in breach of contract, and she’s going to pay my client, big time.”

This was the situation that both Jenn and Kate feared the most and they began to look at their options.

They spoke to Jenn’s Broker.

They spoke to Kate’s paralegal.

They spoke to a real estate lawyer.

In the end, the consensus was not a consensus, but rather a multitude of opinions based on grey rather than black-and-white.

Apologies to lawyers, and consider that my father was a criminal lawyer for forty-two years, but we can all agree that lawyers love grey areas, right?

Just consider the standard “Offer To Lease” for a moment.

Here’s an example, and note the section that I have underlined in red:

That’s interesting, isn’t it?

“…provided the present tenant vacates…”

That’s very important, but again, consider that this isn’t necessarily cut-and-dry.

The law is grey, after all.  It exists to be argued, examined, opined upon, and ultimately interpreted.

“Provided the present tenant vacates, we the Tenant hereby offer to lease…”

This can’t be interpreted as:

“If the current tenant doesn’t vacate, then this offer is null and void.”

But it can certainly be argued!

In the end, anything can be argued.

In Kate’s case, she basically had two tenants for her condo and only one would be able to live there.

There’s an argument to be made here that she had “nothing to worry about” and that the new tenant would simply go away and find something else, since he wouldn’t want to litigate.

But sometimes the threat of litigation is enough to force people to act, and that’s exactly what happened next.

The new tenant’s agent told Jenn that they would sign a “Mutual Release” of the lease agreement in exchange for two months’ rent, which was $4,800 in total.

So then Kate took the natural next step and emailed her existing tenant to ask if there was a way – via financial incentive, that he would consider leaving on March 31st.

She couldn’t get a reply from him for the weeks leading up to this, but he certainly replied to that email!

He told Kate that he would leave if she provided him with six months of rent, or a whopping $28,800.

As Kate saw it, she had three options:

1) Do nothing.  Leave the existing tenant in place and risk being sued by the new tenant, even if there was potential that the Landlord & Tenant Board and/or small claims would take her side.

2) Pay the existing tenant $28,800 to vacate and have the new tenant move in, which she was legally obligated to do.

3) Pay the new tenant $4,800 to sign a Mutual Release so she could have, in writing, with absolute certainty, that the new lease offer was null and void and the new tenant would release her from any future legal action.

What do you think Kate did?

What would you do?

I know, I know.  Everybody says they would choose option #1.  It’s easy when you’re simply reading a story on a blog.

But the new tenant’s agent was getting very aggressive and began to involve his broker as well.  The talk of “being in breach of contract” kept Kate up at night, and even though there was a chance that The Landlord & Tenant Board would take her side, the new tenant could claim hardship suffered, and ask for any sort of financial compensation.

Kate owns four or five condos.  She’s been a landlord for fifteen years.  She has a family and a full-time job.

She wanted this to go away.

So she paid the new tenant $4,800 and signed a Mutual Release.

She notified the existing tenant via email and he said, “Thank you,” and that was it.

Kate did wonder whether the existing tenant did this on purpose.  She figured that it could be a really good scam: give legal notice to vacate, wait until the unit is leased to a new tenant, then refuse to leave, ask for an LTB hearing, and force the landlord to pay you.

Kate also did not want to think this was the case.

She wanted to see the best in people and to believe that nobody would act like this.

Kate also wanted to believe that she had no predisposition for naivety.

In the end, the $4,800 loss was unexpected, unnecessary, and in all ways “unfair,” even if you’re the most ardent champion of the lowest common denominator of society today, ie. those that say things like “she can afford it” and “homes are for living, not investing.”

But this goes down as yet another lesson in how today’s residential tenancy world can conspire to completely screw over a landlord who is doing everything right…

Written By David Fleming

David Fleming is the author of Toronto Realty Blog, founded in 2007. He combined his passion for writing and real estate to create a space for honest information and two-way communication in a complex and dynamic market. David is a licensed Broker and the Broker of Record for Bosley – Toronto Realty Group

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19 Comments

  1. Derek

    at 10:39 am

    Geez, kudos to the landlords who have the time and mental bandwidth to deal with that stuff.

    Is the, “provided the present tenant vacates” language in the ‘tenant’s offer’ section universal / boiler plate language that you see every time? How long has that been the case? Seems to be a solid defence to the landlord’s situation (apart from the cost of getting to that outcome).
    There is only one decision on Canlii that comes up searching that phrase and it looks like the landlord failed in relying on it because the landlord happened to also control the corporate tenant who did not vacate.

  2. Milk Man

    at 10:44 am

    “Lawyers are predators in grey worsted.”
    — Tom Holt

  3. Bryan

    at 1:27 pm

    Not to be a conspiracy theorist, but if I were Kate I would take it a step further and wonder if “new tenant” and “current tenant” were actually in it together.

    Think about it for a moment. It is almost certain that should “current tenant” give an N9 that Kate would list the unit. In an environment where rental listings aren’t getting tons of offers like they once did, it is also reasonably certain that if “new tenant” is qualified and submits an offer, they will end up with a signed lease agreement. With that in mind it would be pretty easy for “current tenant” and “new tenant” to scam Kate. “Current tenant” gives notice, “new tenant” gets the lease, “current tenant” revokes notice and demands LTB, “new tenant” asks for money, “current tenant” asks for more money which makes “new tenant’s” ask look reasonable…. and Kate pays. Its a good scam….

    1. cyber

      at 11:58 am

      Literally came here to say this, as the kids would say – it’s quite “suss”

  4. Derek

    at 1:43 pm

    Is there a David’s Best Practices power point presentation for landlords, with some bullet points on transitioning from present tenant to new tenant? If landlord booked new tenant after a one month gap (maintenance period too?), the legit or perceived urgency for new tenant would not have been there, elevator deposit not yet paid, etc.

    1. Milk Man

      at 1:52 pm

      See, this is what I don’t understand. What landlord gives less than 24 hours between the transition from an old tenant moving out to a new tenant moving in? Wouldn’t you want to first get the unit professionally cleaned or repaired (assuming same is needed). Why the sudden urgency? Wouldn’t that invite more opportunities for shenanigans?

    2. Geoffrey

      at 9:36 pm

      Bullet one: dont be a landlord in ontario
      Bullet two: see bullet one

  5. Libertarian

    at 2:51 pm

    As I have written on this blog so many times…..why doesn’t anyone want to be a landlord???????? Some people just love drama!

    I agree with the other comments here….Kate and Jenn should have left the unit vacant for April and done any necessary repairs/updates. Just as David does when he’s selling a house….have an empty place, paint it, fix it, stage it, take photos, and list it so that you get top dollar.

  6. Serge

    at 4:13 pm

    I looked up numbers… on a clear year, there are about 50K claims in LTB (and yes, Kate has not even gone there). Of them, about 25K – non-payment (L1) and about 2K renovictions (L2). There are about 500-600 rental properties in Toronto proper, so, it is about 5%. Naturally, most renters never give this trouble, so, my guess, it goes about 100K “problematic properties”. Another guess – most of them are condos. (And why? My third guess, it is because selection process: property managers of purpose builts are well-experienced professionals and PERSONALLY vet renters, while small landlords…) There are anywhere from 100K to 200K condo rentals in Toronto, so their LTB L1 load could be 10-15%.
    It is hard to be a condo investor now. And condo investors are responsible for about 50% of new builds in Toronto. These little guys transformed the city with their money! Recall the Regent Park of City Place 20 years ago… They urbanized downtown. First, it was 60-70s urbanization wave, and then, 2010s. Even if those guys were driven by pure greed, Toronto should say thank you to them.

  7. Different David

    at 2:07 pm

    Unfortunately Kate missed a crucial step in the transition process. As soon as she received the N9, she should have applied to the LTB with an L3 application. She would have gotten an enforceable order to vacate on April 1st, that could have been filed with the sheriff if the current tenant did not leave. These are routinely processed with very little delay, and would have eliminated (hopefully) the change-of-mind of the current tenant.

    1. marmota

      at 12:56 pm

      So, as part of regular business practice a landlord should file to the LTB for eviction pre-emptively?

      I can think of just a few problems with this premise:

      1) It would further drain resources from the LTB to process and schedule thousands of useless hearings. Most tenants do leave as stated in N9 form and nothing in the story hints that this could have gone sideways like this.
      2) It could sour the relationship with regular good tenants who are leaving in good faith and all of a sudden get a notification from the LTB that they need to go to a hearing to be evicted
      3) It could give bad tenants an excuse to know they can abuse the system and say: well you filed… now I won’t pay and/or won’t leave until there is an order from the LTB
      3) There’s a cost associated to the filing for the landlord. The fee, although only $170, can add up.

      1. Different David

        at 5:50 am

        1) L3 hearings are ex-parte. As in they process the application without any formal notification. Literally someone rubber-stamps the application. All the landlord needs to do is submit an affidavit along with the signed N9/N11.

        2) See above. The tenant(s) receive a notification that they must vacate the premises by x date as per the terms of the N9/N11. If they want to dispute this, then they have 10 days to file a request for a hearing. No hearings are scheduled for this.

        3) Once they sign the N9/N11 they would have to bring compelling evidence that it was done in error. This is exactly the process to prevent abuse.

        4) Cost of doing business. $170 every year (at a maximum) to ensure you aren’t in the situation that David described seems pretty cheap.

  8. JG

    at 2:39 pm

    I agree 100% the best option was to pay the $4,800. I would have done this all day long. However, I cannot shake the very real possibility this was a concocted scam (for lack of a better word).
    And I would 100% hire a Private Investigator to find concrete evidence the two know each other. And once proven, take them both to court.
    I will stop at insinuating collusion on behalf the Realtor representing the new tenant, but………..
    Unacceptable to think a new form of best practice moving forward is to not sign a new lease until the current tenant has physically moved out of the unit.

    1. Different David

      at 3:25 pm

      As I mentioned, the best practice is for the landlord to file an L3 application as soon as the N9 is received. 3-4 weeks later the landlord will obtain an iron-clad eviction order that can be enforced by the sheriff if the current tenant overstays.

  9. Ace Goodheart

    at 6:00 pm

    Back when I had lost my mind and was landlording, I never listed a unit for lease, until the existing tenant had moved out.

    I used the gap in tenancies to renovate the unit.

    More than once, someone threw me some extra cash, after terminating their lease, to stay a bit longer.

    When they finally vacated, I would clean out the unit, assess what repairs it needed, and then fix it up.

    Only when I had made it nice again, and after the old tenant had left, would I offer it for lease.

  10. Dee

    at 6:55 pm

    Okay this makes me so mad! The realtor I bet you wanted their commission and the incoming tenant cash! Involving broker is a classic manipulation tactic some realtors use to try and make their or the opposing clients bend to their wish. (Not all but some) This should be illegal for this to happen. What was mentioned in the agreement is clear if the existing tenant vacated new tenant can come! And how can the existing tenant legally stay after giving the form is beyond me. We need more laws to protect the owners too as not all owners are bad (some just want to rent their own house that’s it and are not running a business or exploring anyone)

  11. Steve

    at 6:34 pm

    “Back when I had lost my mind and was landlording …. ” Ace

    I have to agree with this …. being a landlord today is best left to professionals. The financialization of RE has led many into trouble, especially now that the market has stalled and rents are slipping.

  12. Russell

    at 1:54 pm

    It’s kind of weird to read a real estate blog about residential leases which refers to an outdated OREA residential rental form.

    Since 2017 the province has provided a standard lease form which must be used. It has several boilerplate clauses and space to add any additional wording about any other rules the landlord wishes to enforce.

    The Provincial site states that this is the form to be used since 2018, but I guess not everyone got the memo.

    https://www.ontario.ca/page/guide-ontarios-standard-lease#section-0

    1. David Fleming

      at 11:56 am

      @ Russell

      The provincial government DID introduce this exceptionally unhelpful, unnecessary, and redundant form in 2017, and yes, we all fill it out, but only AFTER the “Offer To Lease” has been used.

      The “Offer To Lease” is exactly that; an offer. The Ontario Standard Lease, or OSL, is a summary of what is in the Offer To Lease. Everybody uses the Offer To Lease.

      In any event, your comment about the OSL doens’t shed any light on the problems expressed in the blog story, since the problems are inherent in the system. Not only that, you’ve referred to a government form that serves no purpose and called an essential form “outdated,” but I suspect you just wanted to take a shot at a real estate agent, which you’ve done…

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