All posts by Financial Independence Hub
Two-way Traffic podcast & transcript: The tax case of NHL hockey player John Tavares
John Tavares of the Toronto Maple Leafs is in a dispute with the Canada Revenue Agency that could impact pro athletes and high-income earners in general.
Financial advisor Darren Coleman, a cross-border expert, discussed the Tavares case in a recent episode of the podcast: Two Way Traffic. His guests were tax lawyer Shlomi Levy and tax accountant Kevyn Nightingale of Levy Salis LLP. The firm, which has NHL players as clients, is dedicated to U.S. and Canadian tax and estate planning for individuals, corporations, and those with cross-border interests.
In 2018 Tavares, then a US resident, left the New York Islanders to sign a seven-year, $77-million (US) contract with the Maple Leafs. For the first year of that contract his base salary was $650,000 (taxed in Canada at 53%) with $15.3 million a signing bonus (taxed in Canada at 15%). But now the CRA says that was all salary and wants back taxes. With penalties that comes to about $8 million US.
“The CRA says it was all employment income,” said Nightingale and his colleague Levy explained what a CRA win might mean. “It would make it harder for Canadian NHL teams to compete with American teams in lower-tax jurisdictions. But it goes beyond that.”
Link to podcast …
https://twowaytraffic.transistor.fm/episodes/game-night-john-tavares-vs-cra
Darren Coleman
Today I’m joined by my good friends, Kevin Nightingale and Shlomi Levy of Levy Salis LLP. Kevin is one of the top cross-border tax accountants and Shlomi one of the top cross-border tax attorneys in North America.
We’re going to talk about the John Tavares case and his tax issues with CRA. It’s getting a lot of press and attention. Tavares of the Toronto Maple Leafs is a hometown boy and it was a big deal in July 2018 when he went into free agency and signed with the Maple Leafs a seven-year contract that would have paid him $77 million [US] and $15 million of that was an upfront signing bonus.
Six years later, CRA wants millions of dollars of unpaid taxes because of the way the deal was structured. This can have an impact on how NHL teams recruit and could apply to every sports team, but also in the corporate world when trying to bring talent to Canada. I know you guys have players as clients but do not represent Mr. Tavares.
Kevyn Nightingale
The main issue is it’s expensive to get athletes to come to Canada. The tax difference between Canada and the U.S. is wide and has been widening over years, especially since 2015 when the then new Liberal government decided to raise tax rates, particularly on high earners, and they were thinking of your home-grown high earners. But in a world where talent is mobile, particularly in things like sport, if you raise tax rates you lower their effective income and what they care about is the after-tax income.
Compare coming to play for the Toronto Maple Leafs, where tax rates are 53.5% on the vast majority of their income, and going to Florida where the tax rate is 37%. That makes a big difference. Now there are other states where there are significant taxes. California is getting close and New York City is getting close, but there are ways of dealing with that in the US that still make the tax rate effectively lower for many players.
Darren Coleman
So the structuring of the Tavares contract was trying to give him some tax benefit by structuring a signing bonus vs. a salary. Shlomi, can you dig into why that mattered?
Shlomi Levy
Tax paid in the state of New York isn’t credited against the Canadian side, but is based on the Canada-US tax treaty and the potential tax savings were probably $1.3 million. But now, if CRA gets its way between penalties and interest six years down the road, it would be probably three or four times that amount in payment.
So you have to question the strategy. One of the things I like to discuss with clients and athletes is what’s the risk and what is the reward vs. the risk? You want to make sure people take those calculated risks. God knows how long this may take to settle and it might just not be worth it. I represent north of 50 NHL players come training camp and these guys can’t be bothered with legal discussions or tax discussions. They’re focused on playing hockey. This is going to be a huge distraction for John and his family if it doesn’t get settled quickly.
Kevyn Nightingale
He only had to pay Canadian tax of 15% on the signing bonus portion that he received prior to coming to Canada.
Darren Coleman
So I think his assumption was he was not a resident of Canada. I think that’s what CRA is challenging.
Kevyn Nightingale
He was by all accounts a non-resident of Canada because he was living in New York and playing for the Islanders, and had not yet come to Canada when he got this portion of the signing bonus. Now he ultimately did move to Canada, but that was after the fact. So we’re only talking about the part that he received prior to coming to Canada. The deal is if you have a signing bonus and it’s properly authorized as a signing bonus, and you’re a non-resident of Canada and it’s paid by a Canadian team, your Canadian tax goes down from 53.5% to 15% so that is a sizeable savings. As a resident of the US he has to pay US tax on his worldwide income. And he’s paying US tax, and he’s paying New York state tax because he lives in New York state. Now he will get a credit for the Canadian 15% but he’s still paying effectively US and New York rates that may go as high as 45% or even more. So Shlomi is right. The savings are about a million dollars.
Darren Coleman
The difference between the tax rate and what the Canadian tax rate would have been?
Kevyn Nightingale
Yes, he would have been ahead of the game, but not by a huge amount. It’s not like someone who’s living in Texas or Florida, which many athletes do. But CRA says we don’t care what the US aspect is. We lost the difference between 53.5 and 15. That’s what we care about.
Darren Coleman
You mentioned earlier it’s the characterization of a signing bonus. Is that also part of what CRA is saying? That it wasn’t a signing bonus? You received it as income?
Kevyn Nightingale
CRA is arguing that it’s really employment income but you call it a signing bonus. We’re still going to call it employment income. One of the factors that goes into it is whether the employee, in this case, the athlete, has to repay any of it if he doesn’t actually show up to work. So, injured, retired, not feeling like working that kind of stuff. Well, apparently that is not at issue here because if Tavares did not show, he would not get the signing bonus. So that argument is a loser for CRA because they just don’t have the facts on their side.
Shlomi Levy
The nature of the NHL contract is you signed a contract that’s guaranteed and you’re owed the money.
Darren Coleman
Where do you think CRA has ground to stand on this one?
Kevyn Nightingale
CRA is saying it’s just so big compared to everything else. The signing bonus in total is $70 million, almost $71 million and that cannot not be employment income. 71 million of the 77 million has to be employment income and that’s it.
Darren Coleman
How does this affect how you negotiate or how you talk to players about this?
Shlomi Levy
Until there’s a judgment on this, it definitely puts people on their back feet. I want to say only the first 15 million of the signing bonus is being contested here because the following bonuses were paid to him as a Canadian citizen and tax resident. So it’s not really contested. The bulk of the work I’ve done is mostly with Canadian athletes who are resident here. So we haven’t had any of these issues. We do deal with a lot of Canadian athletes who married American girls, so the complexity is still there, but I would say that a lot of free agents, especially when it comes to baseball, and even the CFL in Toronto, are going to be looking at this carefully.
Darren Coleman
Because as a group they have more Americans moving to Canada than hockey players, right?
Shlomi Levy
Correct. Look at Toronto. You’ve got Austin Matthews, who’s an American citizen and he’ll probably straddle that line. He’s never considered a Canadian tax resident. You’ve got some Europeans with Nylander in Toronto as well. Big contract, big signing bonuses. So a lot of people are going to be watching this, and the strategy for Canadian teams might change significantly depending on what this judgment produces.
Darren Coleman
I think fans are watching this because the tax thing can really affect the fortunes of how teams are going to be able to produce. Because if they can’t, if they’ve got such a huge tax hurdle, how are we ever going to recruit top talent if this is an issue?
Kevyn Nightingale
It is an impediment to hiring people, to doing business anywhere if you don’t know what the answer is going to be.
Shlomi Levy
In the US your individual tax rates at the federal level are low, and if you’re lucky enough to play in a state like Florida or Texas where there is no state tax, your maximum tax exposure is 37%. Now assume these guys are all making over a million bucks, so 37% versus 53.5%. There was an issue a few years ago in a Canadian team where a player was negotiating as an unrestricted free agent and ended up signing the same numerical deal, but one season less, with Dallas vs. the Canadian team, and everybody went up in uproars.
The argument is very simple. He was going to make net the same amount of money playing one year less. Agents and players are a lot more sophisticated. There’s a lot more that goes into negotiations, and not just the numerical value. 100 million in Montreal or Toronto is easily 85 million in the US, and add to that life, weather, taxes and probably paying less for the same amount of net money. At the end of the day, these athletes are phenomenal individuals. They’re well-tuned machines, but they also have an expiration date on their career, and they’re trying to optimize it.
Kevyn Nightingale
This is something many governments have trouble coming to terms with, and that is there are limits to tax. And this is the thin edge of the wedge, where you see at the top end, the talent is mobile. And you can’t just say, well, we’re going to raise their tax rates from 45% to 55% and we’re going to get 10 extra points. No. People respond. People respond to incentives.
And if you tell them you’re going to pay that much more here, they’ll say, I’ll go somewhere else where I can do better on a net basis. And that is not just the NHL and NBA and football and basketball and baseball. It is every sport, but it’s also more importantly in business. Business is more and more global, and employment is more and more global at the top end. Major Canadian corporations are hiring a CEO. They’re not just looking at Canada. They’re looking to the US as well. If you’re a new potential CEO coming up from the States you say, Well, I understand your taxes are that much higher. Pay me that much more if you want me. That makes the Canadian company much less competitive.
Darren Coleman
You run into a problem. One, it’s hard to recruit people in the lower-tax jurisdiction to come to our higher-tax jurisdiction. And then we have the way Canadians are taxed. I want to get into this because a lot of people don’t know this nuance. It’s easier for Canadians to leave our tax system. So we not only have trouble recruiting brainpower, but we also can lose talent and brainpower. It’s surprising to me how many people are surprised by this and it’s the difference between how Americans are taxed, which is on citizenship, and Canadians are taxed on residency.
Shlomi Levy
I want to go back to a statement made a bit earlier that one of the other big concerns we should have as Canadians is the attitude of our current government just grabbing as much as they can get. You look at the way the treaty works, and very often there’s a bit of IOU, you know, Canada to the US and US to Canada. It all works on an IOU system and it worked just fine until this current government came and started piling up all kinds of new catches and new grabs to make it much more difficult.
And the recent legislation they pushed forward about businesses and foreign affiliates doing business and foreign tax credits going up and down and the imposition it wishes to impose on dividends from a foreign affiliate and an extra 22% in Canada, and then one day issue a credit on extractions of dividends from that company. These are cash grabs that are telling a guy sitting in his office thinking about expansion to the US and thinking that he’s going to use corporate money and get that taxed like an individual. Next thing you know he says I’m not going to do it. And it takes away from our ability to expand our business and ideas into the US. Our Canadian government just wants to tax the jitters out of us. Continue Reading…
8 Financial Fitness Tips that will help achieve your Wealth-Building Goals
By Monica Mendoza
Special to Financial Independence Hub
Wealth-building plays a critical role in securing your financial future. More than just having enough money to cover day-to-day expenses, it’s about creating a financial cushion that allows you to navigate life’s uncertainties and enjoy peace of mind in the long term.
Whether your goals are to own a home, provide for your family, or retire comfortably, it’s essential to take steps to build your wealth as soon as you can. Follow the smart financial strategies listed below to help you set a solid foundation for achieving your long-term wealth-building goals.
Start the Process by Creating a Realistic Budget and Sticking to it
Your budget is the cornerstone of your financial plans. As such, it’s important to set a solid foundation for achieving your long-term goals by putting together a realistic budget that reflects your financial needs and capabilities. This means keeping a record of your expenses, categorizing your spending into essential and non-essential items, and using these details to plan your future spending. Having a clear picture of where your money goes can help you identify areas where you might be overspending and adjust your budget if needed. Once you’ve established control over your finances, you’ll have more room to save and invest for the future.
Build an Emergency Fund that can Sustain your Household for several months
There are circumstances, such as illnesses and accidents, that may require you to immediately shell out money or disrupt your source of income for some time. These can quickly derail your finances if you’re not adequately prepared. That’s why building an emergency fund is crucial. Start as early as possible to grow your funds; open a bank account with high-yield savings, such as Maya’s Personal Goals or Time Deposit Plus that let you earn at least 4% p.a. and up to 5.75% p.a., respectively. Aim to set aside 3 to 6 months’ worth of living expenses in such accounts. This fund will serve as a financial buffer so that you won’t need to rely on credit cards or loans when an emergency arises. Having an emergency fund gives you a sense of security and keeps your wealth-building efforts on track.
If you have Debt, make a Priority of Paying off High-Interest Debt First
Debts, particularly high-interest debt like credit card balances, can severely hamper your ability to build wealth. Focus on paying these debts first to prevent your balance from ballooning even further. If you have multiple high-interest debts, consider using either the avalanche method (pay the debt with the highest interest rate first) or the snowball method (start with the smallest debt for quick wins). You may also want to consolidate debts so you only have to worry about one amount and one deadline. Once you’re free from high-interest debt, you’ll have more flexibility to redirect your money toward savings and investments that grow your wealth.
Look into Investing in Retirement Accounts as early as possible
Even though retirement may seem too far into the future, it’s never too early to plan for it. In fact, the sooner you start investing for retirement, the better. Aside from government-backed retirement plans like the Social Security System (SSS) and Personal Equity and Retirement Account (PERA), you can also put some of your money in investment products like time deposits or stocks. Consistently contributing to these accounts over time allows you to benefit from compound interest, which grows your investments faster. Prioritize retirement contributions as part of your wealth-building strategy to ensure that you’ll have a secure financial future when you’re ready to stop working.
Diversify your Investments to Control Risk and earn Long-Term Returns
Instead of putting all your money in one place, spread it across different types of investments, such as stocks, bonds, mutual funds, or real estate. Each type of investment behaves differently under various market conditions, so diversification helps protect your wealth from sudden market downturns. If you’re new to investing, consider working with a financial advisor or using investment apps that provide access to diversified portfolios with lower entry points. Continue Reading…
Beware, the Investing industry is conflicted!
By Robin Powell, The Evidence-Based Investor*
Special to Financial Independence Hub
* Republished from the Just Word Blog from Robin Powell, the U.K.-based editor of The Evidence-Based Investor and consultant to investors, planners & advisors
If you want to know how to invest and which stocks or funds to invest in, who do you look to for help? The obvious answer, you might assume, is to ask an expert professional. After all, you would probably consult a doctor if you were worried about your health, or a lawyer if you faced a pressing legal issue.
But it’s not that simple with investing. The problem is that, although there’s no shortage of professionals only too happy to advise you, identifying someone who’s a genuine expert and, crucially, has your interests at heart is far more tricky than you might imagine.
The bottom line is that, no matter how professional we like to think we are, almost all of us have conflicts of interest, and it’s a particularly serious issue in the financial sector.
Can you trust an advisor?
Let’s start with financial advisors. As with every profession, there are good advisors and not-so-good ones. In my experience, even advisors who don’t dispense the best advice generally mean well. But advisors are only human, and if they’re incentivized to recommend a certain course of action, that’s what most will recommend — even if it’s not the best advice for the client.
Take actively managed funds, for example. The evidence is overwhelming that only a very small proportion of active funds beat the market in the long run. Therefore most investors are better off avoiding them, using low-cost passive funds instead, and resisting the temptation to buy and sell. And yet it is still extremely common for advisors in Canada to recommend active investing.
So why is that? Well, the simple answer is that advisors are often paid more money if their clients use active funds. Many advisors, for example, are paid through commissions from mutual fund companies, typically in the form of a trailing commission, or recurring payment, for as long as the client holds the fund. Actively managed mutual funds tend to have significantly higher expense ratios than passive funds, and these include a portion dedicated to advisor compensation.
Other advisors are employed by banks or other large financial institutions which offer their own actively managed funds. These advisors are usually incentivized through sales targets, bonuses or company performance metrics to sell in-house products.
Research links conflicts to poorer outcomes
There have been several studies over the last ten years into the effects of financial incentives on the types of investment Canadian advisors recommend.
One study, entitled The Misguided Beliefs of Financial Advisors, showed how Canadian advisors often steer clients into high-fee active funds, and encourage them to trade too often — both of which usually lead to lower long-term returns. (Surprisingly, the study showed that advisors often made the same mistake with their own money, but that’s another story!)
A 2016 study by the Ontario Securities Commission called Missing the Mark: Behavioural Insights and Investor Decision-Making, found that clients tend to trust their advisors’ recommendations without questioning the potential conflicts of interest arising from commission-based compensation.
The Canadian Securities Administrators (CSA), which regulates securities markets in Canada, has produced and commissioned a number of studies on this subject. The findings have been broadly consistent, namely that advisors are more likely to recommend funds that paid higher commissions, and that such commissions often lead to inferior investment outcomes, compared to cheaper products with similar risk-return profiles.
In response to such findings, the CSA and other regulators have introduced measures to improve fee transparency and address conflicts of interest in financial advice. However, concerns remain about whether these changes are sufficient to protect investors from biased recommendations.
What about DIY investment options?
Of course, you don’t need to go through a financial advisor. Some investors choose to use self-directed investing platforms, such as RBC Direct Investing, TD Direct Investing, BMO InvestorLine or CIBC Investor’s Edge. But these platforms may also have incentives to promote active funds over low-cost index funds or ETFs. Continue Reading…
Should I change our Portfolio with a new President?
By Mark Seed, myownadvisor
Special to Financial Independence Hub
Yes, interesting times may call for interesting portfolio changes! Or not. 🙂
Inspired by a few recent reader questions and a new blogger article I found that I will link to below, here is my quick take on whether I should be making any changes to our portfolio: with a new U.S. President.
Should I change our Portfolio – With a new President?
Reader questions, adapted slightly for the site:
Reader #1:
With a new U.S. administration about to take office on January 20, 2025, it’s easy to imagine things like tariffs on U.S. imports, an overheated U.S. economy, etc. fuelling the rise of inflation.
Thoughts? Should we be using this reality in our investing style going forward? What changes should we consider? Also, with net interest income improving in that type of scenario. Banks seem like a good idea?
Just a thought for a future article.
And…
Mark, I know you’re investing more in U.S. stocks and global stocks using a low-cost indexed fund now vs. before – at least you have written about that for the last few years since the pandemic. So, with the pandemic now over and with the U.S. stock market up so much since 2023, what’s your investing plan when a new U.S. President comes into office? Do you still support that administration and that economy moving forward beyond 2025?
Readers, thanks for your questions.
Deep subjects and questions! 🙂
And, there was also this recent post from Millennial Revolution:
I’ll unpack a few themes to provide some answers…what I am doing and what I will continue to do.
1. Politics is messy, at best
Like the Revolution article above, although I don’t always get it right (!) on this site, I try to avoid writing too much about politics and/or the broader economic climate including the influence that each subject has with the other since these subjects are far too polarizing. It’s very difficult to have any meaningful discussion online these days…
2. Equity diversification still works
Until my overall investing approach stops working towards meeting my goals, I’ll keep at it.
For new and established readers on this site, you might be aware I’ve mentioned that our investing approach could be considered a “hybrid approach” – a structure that was established about 15 years ago as follows:
- We invest in a mix of Canadian stocks in our taxable account – to deliver income and some growth, and
- Beyond the taxable account, while we own a mix of Canadian and U.S. stocks, we own (increasingly) more low-cost ETFs like XAW and QQQ in particular in our registered accounts: inside our RRSPs, TFSAs and my LIRA for extra diversification.
I like the approach, the process and the results.
As a hybrid investor, I just don’t see how I should be making any significant changes to our portfolio for income, growing income, and total growth for the coming years.
When the market is hot, low-cost ETFs like XAW, QQQ and some select stocks in my portfolio run – like Waste Connections (WCN) has in recent years.
YTD the stock is up nearly 30% in my portfolio.
If the market turns bearish, while most stocks will go down in price many blue-chip stocks will still pay dividends regardless of the market correction. The Boards know that shareholders invest in their companies for stable cashflow. Even dividends can be increased in a bear market by some companies. One good example is owning Fortis (FTS) – which has been paying higher dividends for 51 consecutive years through all kinds of market cycles…
I’m trying not to fix what isn’t broken per se.
That said, I also don’t see the U.S. stock market flying higher, up another 20% for 2025 coming.
Sure, that could happen I guess but 2023 and 2024 have been great investing years coming out of the pandemic for the U.S. so I would expect, at some point, some reversion to the mean will occur. If and when and how much that reversion will be, well, I have no idea… Continue Reading…