He gambled away $35K, she covers all the bills — Ramit Sethi weighs in on couple's messy money dynamic
That's the case for Taylor, 29, and Hayden, 25, who sought help from Ramit Sethi on an episode of the I Will Teach You To Be Rich podcast.
Taylor is a dentist who earns about $14,600 a month and has a strict savings plan. Her common-law partner, Hayden, makes $2,000 a month as a part-time bartender who 'dabbles' in real estate. But it's not his salary that's the issue: he has a history of gambling and, for about a year, he lied about it.
While there's an income disparity between the two, they also have polar-opposite money mindsets. She likes to save; he likes to spend. It's also given their relationship a 'mother-son' dynamic, in which Taylor is the financial provider — a role that she resents.
While they've talked about getting married in the next two years, they're hesitant to get engaged because of their different philosophies around money and the issues this has created.
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How different money mindsets can affect couples
When Sethi asks Taylor if she trusts Hayden with money, she says: 'Not my money.'
Taylor said she 'cannot seem to get over the fact that he will not track his money and be financially responsible.' She's also 'scared of what our future could look like if he doesn't get a hold of his spending or start budgeting.'
Taylor grew up in a household 'marked by instability, financial stress, health issues, even incarceration,' said Sethi. Since her parents weren't financially responsible, she stepped up and became the parent.
'Now fast forward to adulthood,' said Sethi. 'Taylor's the saver, the contributor. Her partner is unreliable with money just like her parents. And Taylor feels safest when she's the one in control.'
Hayden, on the other hand, was 16 when his dad passed away at age 42. 'Most of the guys that I know who lost their dads early have told me they expect to die at the same age. That belief that he's going to die early shapes his view of money,' Sethi noted.
Then, Hayden got into gambling — and it 'definitely became a habit, an addiction,' he said. When he first moved in with Taylor, he earned $35,000 from a house he sold but then proceeded to blow all of it in about four to five months.
He managed to keep his gambling hidden from Taylor for about a year; he even took out a personal loan just to 'continue the lie.' Eventually he came clean and Taylor was 'devastated.'
'I never wanted to feel like a man was just living off of me. And that's exactly what it ended up feeling like,' said Taylor.
Hayden has started therapy and joined Gamblers Anonymous (GA), but 'right now, we're definitely in that mother-son dynamic in our relationship,' he said. 'I want that gone.'
When one partner feels like the financial caretaker
A lot of Canadians have financial deal breakers in their romantic relationships, according to a recent TD survey.
Indeed, 71% of Canadians polled would consider breaking up if they discovered their partner was being dishonest about their finances, while more than half (56%) would contemplate a split from a partner with bad spending habits.
'The way one partner manages their finances can have an impact on how the other person views the future of their relationship,' said Nicole Ewing, principal of the Wealth Planning Office with TD Wealth.
'Love and money are often really intertwined because if you can't trust your partner on money matters, you may want to reassess whether that relationship is the right fit for you,' she said.
Elsewhere in the TD survey, 70% of respondents said financial transparency and responsibility were 'crucial factors' in a relationship. And nearly half of those surveyed felt that having conversations about money once or twice a month was ideal.
However, only 41% of couples have had the 'money talk' with their partner after moving in together or around the time they get married.
Additionally, an RBC poll found that almost a quarter (23%) of Canadians said that it's never been more stressful to talk to their partner about finances, with two in 10 (20%) saying their partner 'simply avoids talking to me about finances.'
But perhaps one of the biggest issues? The poll also revealed how if couples do talk about money, they don't always follow through with meaningful action. A quarter (26%) of respondents said that even though they discuss money matters, they don't know what to do next.
Read more: Dave Ramsey just issued a blunt reality check to people under 40: 'If you don't retire a millionaire, that's no one's fault but yours.'
Breaking free requires communication
While there's something to be said for wanting to help out a loved one who's struggling financially, there's often a blurred line between helping and enabling.
Breaking free of this dynamic starts with open and honest communication, which could involve scheduling regular 'meetings' to discuss money matters — as opposed to impromptu discussions that could catch one partner off-guard and turn into an argument.
Some couples may even want to consider couples counselling or financial counselling, which can offer professional guidance in a neutral environment.
From there, couples can start to develop a joint financial plan, looking at ways to share financial responsibilities and set shared financial goals for the future — say, if they want to save for a wedding or put a down payment on a house. This plan should also allocate a portion of each partner's income toward joint expenses.
Sethi's advice for Taylor and Hayden? They need to 'recalibrate' their relationship dynamics. They obviously want to be together, he said, but the question is: 'Do we have a powerful enough vision to carry us through those difficult times?'
That means having those difficult conversations about money — and, in this case, Sethi said those conversations should be led by Hayden (so Taylor doesn't feel like this is yet another financial burden on her shoulders). For example, they can discuss how they're spending money, where it needs to change and the ways that money could be reallocated.
If they can do that now before they're married and have kids, it may get easier as both Taylor and Hayden's family and income grows. But if they can't, 'it's going to be really hard to change later," Sethi warned.
1. YouTube: I track every penny. He gambles. Should I marry him?, I Will Teach You To Be Rich (Jul 8, 2025)
3. TD Stories: Here are 3 of the biggest financial deal breakers in a relationship, according to new TD survey (May 12, 2025)
4. RBC: Finances and feelings: Harsh economic realities taking a toll on relationships among Canadian couples - RBC poll (Dec 12, 2024)
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This article provides information only and should not be construed as advice. It is provided without warranty of any kind.

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