Top Retirement Questions Answered: What Canadians Ask Before Retiring
- Jordan Defazio
- Feb 12
- 4 min read
Updated: Feb 20
People approaching retirement often share the same questions, even if their situations look very different on paper.
How do I save on taxes?
Do I have enough to retire?
Does my lifestyle have to change?
We hear these retirement questions every week.
So we thought it was a good time to respond to some of the most common concerns Canadians have as they get closer to retirement.
1. “Do I have enough to retire?”
This is the most searched retirement question in Canada.
The truth?
Most people are financially closer than they think, but emotionally less prepared than they expect.
"Enough" depends on:
Your desired lifestyle
Your income sources (CPP, OAS, pensions, investments)
Your withdrawal strategy
Your tax efficiency in retirement
Retirement readiness isn’t just a savings number. It’s about building reliable income that supports your lifestyle long term with flexibility for life’s curveballs.
2. “Do I really need a full retirement plan?”
Response:
Life is unpredictable and it throws curveballs when we think everything is going right.
That’s why having a plan can help navigate those moments of uncertainty.
That’s why we believe it’s best to take a proactive approach over a reactive one.
You want to be in a position to take on life’s challenges with confidence rather than questioning your whole plan at every turn.
3. “How much retirement income can I safely take each year?”
Response:
There’s no universal percentage that works for everyone.
What matters more is:
how consistent it is
where your income comes from
how flexible your spending can be
…but most importantly, what you need to have in order to meet your needs on an ongoing basis.
Because a good plan focuses on reliable cash flow first.
4. “When should I start taking CPP in retirement?”
Response:
In Canada, CPP can be taken as early as 60 or delayed until age 70.
The right decision depends on:
Your health and longevity expectations
Household income
Other retirement income sources
Tax implications
For couples especially, CPP timing should be coordinated as part of a larger retirement income strategy, not decided in isolation.
5. “Should I pay off my mortgage before retiring?”
Response:
Being debt-free can provide peace of mind, but it might not always be the most efficient move.
The real question is whether your cash flow feels comfortable and predictable.
Retirement is about sleeping at night in peace, and not just about minimizing balances.
This is something often best answered by working with a professional to do the math about what is the best financial option, then choosing the route that allows you to sleep at night and still works within your plan.
Keep reading on for more Top Retirement Questions Answered: What Canadians Ask Before Retiring.

6. “What is the biggest retirement mistake Canadians make?”
Response:
The biggest is letting your fear drive your decisions.
We see it all the time when retirees either spend too conservatively and don’t enjoy retirement or they spend too much of it and become volatile in the more stressful moments.
The cost of your emotional and mental health outweighs market downturns themselves.
7. “How much investment risk should I take in retirement?”
Response:
Risk is always present in any investment plan.
The goal isn’t to avoid it, but learning to avoid the wrong type of risk that can derail your plan completely.
We always say structure and discipline can help weather the storms. That includes investing in a way that addresses what you will need both now and in the future.
8. “How much cash should I keep in retirement?”
Response:
Enough to sleep at night but not so much that inflation quietly erodes your purchasing power.
Cash should help you design for stability, flexibility, and opportunity.
Excess cash without a plan often becomes a hinderance.
9. “What happens to my taxes when I retire?”
Response:
Unfortunately, there’s no way around taxes.
Instead they become different.
Government benefits, registered withdrawals, and investment income all interact in different ways in retirement.
But the biggest opportunities come from being able to plan withdrawals when you have the flexibility to do so.
10. “How do I help my adult children without hurting my retirement?”
Response:
A plan to help your children should take into account your own security.
It’s why on flights they show you to put your own mask on before anyone else’s.
Because clear boundaries protect both your finances and your relationships.
What's the Last Top Retirement Questions Answered: What Canadians Ask Before Retiring?
11. “What if I’m wrong about my retirement plan?”
Response:
This might be the most important question.
Retirement isn’t about being right.
it’s about being prepared.
Would you rather have a cruise ship captain on their maiden voyage or someone with
hundreds of successful trips?
Guidance matters when the stakes are long-term income, taxes and lifestyle.
That’s why we believe the best way to navigate the unknowns in retirement is to
speak with an advisor.
Have More Retirement Questions?
Many of these retirement planning topics, including CPP tming, tax strategies, and income planning are explored in greater depth at our upcoming retirement education seminar.
Learn what it covers and register here: Retirement Seminar
This commentary is for discussion and informational purposes only and should not be interpreted as a recommendation, an endorsement, or solicitation of any investment strategy, or to buy, hold or sell any security. Individual circumstances and current events are critical to sound planning; anyone wishing to act on the information presented should consult with his or her financial, legal or tax advisor.
David Popowich and Faisal Karmali are Investment Advisors with CIBC Wood Gundy in Calgary.
The views of David Popowich, Faisal Karmali, and the guest author and referenced material do not necessarily reflect those of CIBC World Markets Inc.
This information, including any opinion, is based on various sources believed to be reliable, but its accuracy cannot be guaranteed and is subject to change.
CIBC Private Wealth consists of services provided by CIBC and certain of its subsidiaries, including CIBC Wood Gundy, a division of CIBC World Markets Inc.
