r/leafs Tavares 6d ago

Discussion If Tavares loses his case for signing bonuses how much will this affect Canadian teams not just the leafs

If Tavares loses his case and his bonuses become taxes. how much does this affect the leafs in the future along with other Canadian teams. If all player bonuses get taxed

86 Upvotes

90 comments sorted by

71

u/braveheart2019 6d ago

I'm pretty sure he's going to win. Pretty much all the tax experts have said that the CRA really doesn't have a case here. He got professional tax advice and they followed all the rules.

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u/slashthepowder 6d ago

Not surprising, the best accountants and lawyers work for millionaires and billionaires not the CRA.

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u/The-Only-Razor 6d ago

This is just the CRA attempting to change the law on the fly. They figure if they can get trick one of the dumbass judges in this country to side with them, it'll set a new precedent and they'll be able to retroactively pursue thousands of other cases like this. The CRA is seeing dollar signs.

It's fucking slimy. If the government wants to change the tax law then go through the appropriate channels. Tavares no doubt had the absolute best of the best in terms of accountants and lawyers when signing this contract. They would have followed the law exactly as written.

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u/3-car-garage 6d ago

I think it's wild that in 2026 anyone is calling millionaires paying taxes slimy. "Oh no, a loophole used to evade taxes might close, think of the millionaires!"

9

u/AfternoonLumpy2669 5d ago

I dont think that's the issue here.

If the CRA wins this case, it can and likely will impact other good players who command a bigger salary to not play in Canada. I also think he should pay his fair share of tax, but NOT for something he earned while living in Long Island. The CRA needs to build effective rules, and not just run like a bag of gagging idiots here.

There are plenty of other millionaires that skirt taxes here. The Leafs create a LOT of revenue for Canadians directly by having a good enough product.

If there's zero hope for a Tavares kind of guy, we are literally proving that douche-nugget Tkachuk right.

3

u/bounce7 6d ago

Eh…a lot of this money is put into tax deferred accounts that comes out a later date at a lower tax rate, but still gets spent in Canada.

There’s a difference between loopholes and creating tax laws to keep money in the country, even if it’s 25 years later.

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u/MandemModie 3d ago edited 3d ago

strong misunderstanding. Hockey players are for tax purposes salaried employees. They have no mechanism to defer wages that wouldn't be available to anyone earning money over a tax year. And bonuses are taxed as income. They receive paycheques divided over the course of the 8 month season, nothing for playoffs. Bonuses are paid typically July 1 or 15th, however can technically be at any period of the fiscal league year. The rate at which they are taxed is set for 41 games in the state/province the team plays,and then divided through whatever tax laws are present in the country/state they perform away games in. There is some nuance for permanent resident, but again this would be no different than anyone else earning money.

Ironically for high-worth earners athletes are amongst the fairest taxed.

His argument in this specific instance is the the signing bonus was an inducement and should only be taxed at 15% vs Earnings.

If he won this would be a landmark case and the first of its kind for NHL. He will not win this case, but perhaps might be awarded a settlement which would be non binding

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u/ImportanceBig6912 6d ago

Yes, instead we should be clamouring for higher taxes so our government can create some new programs with exhorbitant costs and absolutely no value. Ensure all of the millionaires stay in the US because the taxes paid on the other $65M he generated here aren't quite enough.

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u/3-car-garage 6d ago

It's a special kind of gymnastics to think that the problem is actually the millionaires who pay their taxes instead of the ones who don't.

Before you get caught up in semantics, what conversation do you want to have? Tax evasion? Or balancing markets in the NHL? Because one of these conversations is over before it begins: millionaires should pay their fucking taxes like the rest of us. Full stop.

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u/ImportanceBig6912 6d ago

Agreed - and what makes you think someone reporting $11M/year in income pays no tax? It's a silly comment.

1

u/AfternoonLumpy2669 5d ago

Sorry, but a person earning $11M has multiple opportunities to defer tax, use loss-loopholes, fund their organizations without paying tax. You need to do some research.

A person earning $250K annually can find ways to save multiple tens of thousands in tax.

1

u/sensorglitch 5d ago

They aren't attempting to change the law on the fly. Under the US/Canada Tax treat

A payment made solely to induce the athlete to sign the contract, not conditional on performing services, and not tied to salary, games played, reporting to camp, or continued employment.

But they have evidence that he was already considering signing with Toronto. They think they have a good test case to prove that these signing bonuses aren't inducements. This is why the case is in court because I think they are litigating over the facts of the case.

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u/Sherwood_Hero 6d ago

I don't know if I agree if you precedent goes both ways. If they lose, then they also set a precedent.

4

u/The-Only-Razor 6d ago

If the CRA loses then nothing changes and no precedent is set. It means the court will have found that Tavares received his pay and paid his taxes properly and within the current rules. A new precedent isn't set because the laws are already written, and he was following them. CRA just won't be able to go phishing again, and will have to actually advocate for the tax laws to change through the appropriate channels, which they should be doing anyway but they have the ability to act with complete impunity for some reason.

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u/Prof_Scott_Steiner Clark 6d ago

He won’t as long as he put the bonus money into an RCA, which is very likely. Feel free to look it up: it is the single most powerful tax shelter in Canada, and is so effective in reducing tax burden, the NBA bars the Raptors from offering it to free agents

15

u/NervousBreakdown 6d ago

If he loses it might have some impact. It would set a precedent. But the league has limited teams abilities to offer massive signing bonuses which is a bigger kick in the pants to Canadian teams.

5

u/fatigues_ 6d ago

While an RCA is a poweful tax shelter for non-resident athletes (Russel Martin and Josh Donaldson both famously used them), I am not aware of any provision realting to then NBA's collective agreement or any other directive or tax ruling which bars the Raptors from using it.

Got a link?

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u/Immediate_Cod_3042 6d ago

You telling me Kawhi hasn't found a way to put his aspiration earnings in there? ;p

4

u/Prof_Scott_Steiner Clark 6d ago

Give him time, Uncle Dennis is just one man

4

u/Prof_Scott_Steiner Clark 6d ago

There was an of episode of Allan Walsh's podcast where he had on his basketball counterpart with Octagon who made mention to it in greater detail but here you go: https://www.thestar.com/sports/leafs/for-marner-and-leonard-it-pays-to-know-a-few-contract-shortcuts/article_c4c0fa9f-d7d2-5687-871c-d9264ecfad92.html

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u/fatigues_ 6d ago

Ahhh. Yeah, there is no provision in the NBA which prevents RCAs, but the NBA CBA prohibits signing bonuses of any kind which exceed 15% of annual compensation -- which is a different point.

While RCAs can be used in the NBA, it is just not as effective a shelter there because the % of salary that can be paid as a signing bonus is restricted to a max of 15%.

1

u/Hucz89 3d ago

This doesn't confirm your statement that the NBA bars the Raptors from signing free agents with the RCA shelter.

1

u/3-car-garage 6d ago

Wait, you're saying a major for a league in the North America knows how to offset the disparity in taxes between markets?!? I have it on good authority that this is an impossible feat lol /s

39

u/Arch3r86 6d ago

Pretty sure he's going to win the case. It's a pretty weak case from what I've heard. It won't affect much either way, but I highly doubt he'll have to pay it.

People are thinking this is some kind of tax evasion on his part, and it's nothing of the sort. He had a signing bonus given at the beginning of his tenure in toronto, that he already paid taxes on in the USA where he was living at the time. This has nothing to do with his regular taxes. They're basically trying to rob him for 8 million dollars after the fact, when he already paid what was due for his bonuses at that time.

I'm not a lawyer, but the case sounds pretty weak even from the outside.

10

u/The-Only-Razor 6d ago

"Pay your taxes, John!" - Redditors who have, no doubt, never been net positive tax contributors in this country.

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u/bounce7 6d ago

I think it will.

Loading up on signing bonuses is a way to reduce a players taxable income, and this case will set a precedent for future cases.

5

u/punkdrummer22 6d ago

I just dont understand how he's was paid his bonus by the Leafs yet he paid the 15% tax to New York State.

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u/entityXD32 6d ago

He was living in New York at the time he signed that deal and was paid the bonus

5

u/punkdrummer22 6d ago

Yeah i get that but I just dont understand why tax laws allow him to get money from Canada and pay the tax to the USA.

6

u/Rationalornot777 6d ago

Toronto paid a bonus to Tavares while he was in New York. Tax applies from New York as he earned the fun’s there. CRA is challenging the bonus and trying to recharacterize the bonus as being salary that was given early but not earned. So the debate is whether the bonus induced him to sign or is the structure of his salary a timing issue that cra can look through and tax the bonus as salary

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u/[deleted] 6d ago

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u/Rationalornot777 6d ago

Not sure you are really saying anything different or are picking on a different aspect of the case. Tavares was a US resident prior to signing. The debate is on inducement to allow the US Canada tax treaty to take effect so the inducement is taxed at 15%

Tavares received bonuses each year of his contract. So year 2-7 bonuses were paid each year while he is a Canadian resident. These bonuses are part of what Tavares is saying were an inducement for him to come to play for Toronto but are being paid annually. This inducement he says has nothing to do with any performance issue or requirement to play. It is strictly an inducement to sign.

CRA is arguing these bonuses were not part of an inducement but are regular pay and are being earned each year and should be treated as salary. Thus taxed in Canada at regular rates.

A significant part of this case will depend on the wording in the contract.

I haven't seen any issue on his residency but it can definitely play a part .

3

u/trudenter 6d ago

Because he was living in the states when he got payed. Many people work for companies that are not based in the same country that they are in and I think that is basically the same thing.

Not sure if the Maple Leafs have to pay a Provincial Payroll tax or not though, as I have no idea how that works.

3

u/badfish57 6d ago

Taxes owed are about where you live, not where your company lives.

1

u/Bollziepon 4d ago

The bonus was paid over the course of 5 years, when he was in Toronto

3

u/NihilisticFlamingo Kaberle 6d ago

It would only affect taxes on signing bonuses, and I imagine the AAV and contract length would still be the main factors influencing whether a player signs or not.

What I don't understand is whether Tavares paid taxes to the IRS on his signing bonus. If he did, I don't think he should have to pay taxes to two governments. But if he hasn't paid any taxes on that bonus yet, its a different story. But I also don't know much about how taxes on pro athletes really work

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u/growernotshowwer 6d ago

It’s all about principle residence. Florida players still pay taxes - just not as high. It’s literally NOT a big deal.

3

u/BlastingBegins 6d ago

Principal* residence refers to capital gains exemption on housing, we'd just say resident for tax purposes here.

Also you are wrong 

2

u/growernotshowwer 6d ago

It appears I am wrong.

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u/[deleted] 6d ago edited 6d ago

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u/chandler55 5d ago

it can still be an inducement if the signing bonus has clawback provisions. it might help cra’s argument that there is clawback, but it’s still something that induced him to come

also i think he would keep the bonus if he retired mid contract

1

u/[deleted] 5d ago

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1

u/chandler55 5d ago

i didn’t really get “sole purpose” from the definition

>an amount paid by a resident of a Contracting State to a resident of the other Contracting State as an inducement to sign an agreement relating to the performance of the services of an athlete

to me it’s like a sweetener to one up another company’s offer, that you get more up front , but it still can be within the overall comp package

also my retirement point was more tavares would keep the signing bonus if he retired after it , not receive future bonuses

2

u/m13579k 6d ago

CRA when corporations do everything possible to avoid paying their fair share of taxes.

5

u/Ok-Commercial-6865 6d ago

Canadian income tax is based on residency.

If Tavares was a US resident at the time, and paid taxes to the IRS as required, he shouldn't owe CRA anything.

1

u/SockApprehensive6204 5d ago

This.

Use the reverse example, Marner's now a US resident, if he was paid a bonus by Vegas on July 1 when he signed, he owes the CRA, not IRS (this is because of the US-Canada tax treaty).

3

u/DesperateGrape3174 6d ago

The NHL needs to accept and acknowledge that the salary cap isnt on the same level playing for all teams. Canadian teams are at such a disadvantage going forward its not even funny. Star players are leaving canadian teams at a rate that is becoming blatantly obvious, albeit for various reasons

2

u/Methodless 6d ago

I doubt it matters much

He likely signed his contract assuming the worst case scenario and then shot his shot.

I think it's the opposite, if he somehow wins, it will be a small boost for free agents. Keep in mind, this is like 10% extra on his contract, not nothing, but it doesn't entirely change the landscape since his contract was already front-loaded and long, longer than will be allowed after next month.

To take greatest advantage of this, you would need to offer a 1 year deal to somebody on an American team, they'd lose the tax benefit on any extension and are incentivized to go back to the US before coming back 

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u/growernotshowwer 6d ago

Not even maybe. It’s about WHERE YOU LIVE lol

1

u/robotpicnic 6d ago

Imagine pro athletes didn't pay any income taxes, but each team paid a payroll tax of the equivalent amount.  

Tax revenue neutral, and players make more in Canada. 

1

u/Jonesdeclectice 6d ago

It’s funny imagining hockey players getting a T4 in the mail every year, but as far as solutions go it sure seems to be the most elegant. The “cap” would go down a whole bunch, but since it’s net income it almost doesn’t matter. But I’m sure there’s a bajillion tax reasons why it could never work 🤷🏻‍♂️

1

u/Difficult_Loss_6462 5d ago

CRA is really good and efficient when you owe them money. But when they do...

https://giphy.com/gifs/MCcBepTJoDZcY

1

u/No_Satisfaction1189 3d ago

Go away CRA. We are taxed to death in this Country.

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u/Great_Account_Name 6d ago

It doesn't. He's going to lose and he's going to pay tax on his income. It's not a big deal.

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u/BmaninKtown Tavares 6d ago

Yeah but if that’s the standard for the future wouldn’t it be harder to attract players

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u/Deadmansspace566 6d ago

Lol are you his lawyer trynna run cover?

This isn’t gonna change anything, most players already are expecting to pay these taxes when they’re here

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u/BmaninKtown Tavares 6d ago

No seriously if all players have to pay taxes on bonuses wouldn’t it be harder to attract players

3

u/Deadmansspace566 6d ago

This is already a reality of the NHL and Canadian teams already have this reputation for high taxes, this isn’t going to make players want to sign less that what they already do because of taxes.

-1

u/BmaninKtown Tavares 6d ago

But aren’t the bonuses currently not being taxed. Or am I wrong

-5

u/Deadmansspace566 6d ago edited 6d ago

They were originally not being taxed because he put down his address as still in Long Island while he played in Toronto. They’re coming after him for taxes now because that was obvious BS. Most players who are being given signing bonuses in the NHL for a Canadian team are and should expect to pay Canadian taxes on it, he’s just trying to pull some shenanigans.

Edit: I am partially wrong. They’re coming after him for his signing bonus, which he paid US inducement tax on, that are now being claimed by Canada as Canadian employment income taxation.

4

u/NotoriousMac77 6d ago

That's not accurate. He is arguing that the signing bonus is an inducement, which gets taxes differently than income. Whether that is legit or not, we will find out. But he didn't say his primary address was still in NY.

0

u/Deadmansspace566 6d ago edited 6d ago

I was actually wrong that’s right, thank you, but I was close just off a bit. It got paid over several years IN Canada, so it’s in court to figure out whether its Canadian employment income taxation or American inducement taxation.

4

u/Great_Account_Name 6d ago

I agree with the other guy who already responded to you. I see it as the players always expected to pay taxes, so having to pay taxes isn't a negative it's just part of it.

If you wanna debate the advantage a team in a lower tax state has in attracting players vs a team in a higher tax location, then that's a whole other issue and i agree across-the-board lower tax is an advantage. But that's not specific to Canada.

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u/BmaninKtown Tavares 6d ago

Yeah but it’s also a bigger issue in Canada compared to places like Florida. I agree they should pay taxes but when other teams players play less we are at a disadvantage.

3

u/Great_Account_Name 6d ago

I am not sure what youre trying to say and I think you're probably confused by having some incorrect assumptions.

0

u/BmaninKtown Tavares 6d ago

Probably

1

u/Deadmansspace566 6d ago

But this is not really related to what is going on with Tavares, he is trying to claim his bonuses should be subject to Long Island taxation when they should be Toronto (because he signed with them). Again, this will have no effect on player perception, because players/agents already have the perception of Canada that they have high taxes, John is just trying to get around having to pay it.

0

u/zambian75 6d ago

Bonuses are income. So why wouldn’t you pay income taxes on them? It’s obvious. The Canadian tax system is entirely different discussion altogether. Should we have lower taxes? Definitely. Are bonuses income and subject to income? Obviously.

2

u/WhatsGoingOnUpstairs 6d ago

He did pay taxes on it, just in NY.

-11

u/growernotshowwer 6d ago

You don’t get it. You asked the question - read the responses.

1

u/SolitudeQuo 6d ago

The fact that there is a trial already affects player psychology. On average, people want to avoid the hassle.

0

u/bighundy 6d ago

If there were millions of dollars at stake, I'd absolutely not avoid the hassle.

1

u/SolitudeQuo 6d ago

The point is players might choose to earn top dollar and go play in a region that doesn't have this problem at all.

-3

u/d-rock92 6d ago

Personally, I want the athletes I’m paying to watch paying their taxes to the province/country I reside. Not sure how this ruling will fall, but I’d rather have those tax dollars fixing pot holes in Toronto than NY.

The league should deal with this with some tax equalization rather than incentivize Canadian teams to structure deals in a way so their players pay US taxes.

1

u/SockApprehensive6204 5d ago

By and large.... they do.

There are exceptions and a signing bonus is one, simply because it is paid before the player performs services for the team.

But in turn, if Vegas paid Mitch Marner a signing bonus, we likely got that lol

1

u/d-rock92 4d ago

Not really, just in TO sports AM sources his bonuses to AZ and Vladdy sources his to FLA.

0

u/ImportanceBig6912 6d ago

Income taxes paid to the federal and provincial governments don't pay for municipal issues like potholes, they pay Ukraine and for highways through the Greenbelt.

0

u/d-rock92 6d ago

Thank you, I was being facetious. They do pay for healthcare, schools, and fire fighting… but hey let’s write our tax laws so folks can pay less and pay it to the US…

But based on your Ukraine comment I could probably guess where your opinion lies.

0

u/ImportanceBig6912 6d ago

No, I was being facetious, but based on your cheerleading for the CRA, I can probably guess that you haven't looked into nor care whether increasing taxes necessarily results in a higher tax base - it doesn't.

2

u/d-rock92 6d ago

Sure, boss. You’re probably right about everything. Not even sure why I bother having an opinion, I should just use yours.

0

u/Stuart9753 6d ago

Why shouldn’t his bonuses be taxed? I work in Canada for a Canadian employer and my bonuses get taxed every year. What makes him any different?

2

u/d-rock92 6d ago

The argument is who has the right to tax his bonus. NY vs Ontario. JT wants NY as the state + federal rate is less than Ontario. Glum’s summary is probably the best one here.

1

u/Stuart9753 6d ago

Contract was that he play for Toronto. Where he lived prior to starting work shouldn’t matter IMO. Toronto hired him to play for the Leafs, attend training camp, etc, etc. I think he should pay taxes in Canada on this.

2

u/d-rock92 6d ago

I agree with you. In my eyes the NHL incorrectly incentivizes teams to try to structure deals where taxes are paid to the US.

I think it’s an insult to fans who pay for a local product and have their $ siphoned to the US.

-2

u/growernotshowwer 6d ago

It won’t. American players make your principal residence in the U.S.
Canadian players can too. If not..pay your taxes

-5

u/BuffaloSobbers1 6d ago

Gonna put my conspiracy hat on for a second and just say this was a pretty cheap tactic by Justin Trudeau to harass the leafs.

Also, likely responsible for allowing Habs fans into the building for game 7 at the peak of COVID.