J
Jay Bondi
Recurring guest ("Sherpa Jay") on the Humble and Fred podcast and an associate financial advisor at Raymond James based in Hamilton, Ontario.
11
APPEARANCES
1
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Oct 14, 2026
Trump's Latest Bimbo
J
81:01Jay BondiGUEST
if life gets in the way or life goes sideways, you wanna have, you know, anywhere, usually around three to six months, uh, depending on your, your nature and, and, and your, your livelihood.
J
81:18Jay BondiGUEST
Maybe you need a home renovation of, uh, of some sort or a new roof, all the fun things that people like to spend money on.
H
85:05Howard GlassmanHOST
Um, if somebody listening, and there are lots of our listeners that are your clients, but if somebody listening does have a lot of cash sitting around in a savings account, what should the, you know, carve out or take away from this conversation be?
Listener Email
J
81:18Jay BondiGUEST
I mean, insurance is something that, again, a lot of us, depending on our careers, may have some form of insurance through work.
J
81:29Jay BondiGUEST
Is it insurance protecting the company for you not being there? Or is it actually for you and your loved ones? So a lot of people have insurance, AD&D and life insurance through their work policy.
H
83:14Howard GlassmanHOST
um that's a good question Fred because I'm wondering you know a lot of people who are in the retirement Sherpa demo from late 50s to early 70s wouldn't think they need typically life insurance because their portfolios as you mentioned here if someone has a large portfolio why would insurance still be a valuable asset
Listener Email
F
80:40Fred PattersonHOST
your spouse doesn't know about something like that that because we don't tend to look at that as significant and then but it's there and if somebody passed away the spouse bond may not even know it exists you know
J
80:53Jay BondyGUEST
100 i mean on all accounts financial institutions are pretty good at uh you know once uh once that death ledger or or the passing has been noted uh all these all these uh groups get notified and believe me visa companies are going to get their payment for sure Um, that's a guarantee.
J
81:12Jay BondyGUEST
Uh, the life insurance might sit on their hands a little bit longer to, uh, to pay out, but, uh, but yeah, it'll all get handled eventually, but the whole idea is to create continuity here, right? We just want to have some, some continuity, some, some self, uh, some self-confidence in, okay, like if the worst case scenario was to happen.
J
81:31Jay BondyGUEST
And again, in, in our world, the risk management business, that's really what we're meant to deal with is, you know, what is the worst case scenario and how can we protect as much of that downside as we can? And again, it's not all about the, you know, EFT that or the mutual fund this or the stock that.
J
81:49Jay BondyGUEST
I mean, that's the bare bones that your financial advisor should be doing for you.
J
81:54Jay BondyGUEST
It's the other bigger stuff that can make life a whole lot easier when time's not so
H
82:33Howard GlassmanHOST
And I think we'd all agree we want to make that process as easy for them as we can.
J
82:38Jay BondyGUEST
You know what, we really want to really start doing even for us as great a job as we can and even a better job as we can to learning You know, we have a we have a great group of clients that that we love and our job on a daily basis to let's let's learn about the people above you.
Listener Email
H
76:16Howard GlassmanHOST
Well, you ask this question, when does it make sense to gift money? So when does it make sense? And what are the sort of mechanics around doing it?
J
76:25Jay BondiGUEST
I mean, ultimately, we just want to know in a general sense, you know, where are we? Where are we in our retirement strategy? Do we do we know what lifestyle we want to live in retirement and and in our short term and long term goals? Because we do have to think about our own long term health care.
J
76:43Jay BondiGUEST
And are we going to be put in a home and all of those costs? But if all of those are built into your retirement plan or projections and you notice that.
J
76:54Jay BondiGUEST
Even even with your guardrails of like, OK, markets have, you know, historically bad years for, you know, for two of the next five years.
Listener Email
F
83:39Fred PattersonHOST
And so what, from your perspective, what would the risks be? And then how do you sort of counter that with safety? Yeah,
J
83:48Jay BondiGUEST
I mean, the public available AI platforms, privacy is the big matter, right? So you put stuff out there and the systems that you're putting it into, they're going to retain this information because that's how they learn.
J
84:02Jay BondiGUEST
And if you give it information that you may be aren't aware of, like you upload a statement and you forget that your account number is on there.
J
84:11Jay BondiGUEST
You forget your banking information might be somewhere located or your social insurance number.
J
84:15Jay BondiGUEST
Like these are big problems because now that information that you just uploaded a statement, you just gave it to the AI platform and now they have it and they're keeping it.
J
84:27Jay BondiGUEST
The general rule of thumb that we kind of tell a lot of our clients when we're talking to them, if you wouldn't post anything, if you wouldn't post it online, Don't enter it into a public AI platform.
Sold
H
78:29Howard GlassmanHOST
The Retirement Sherpa Shop, um, can help you with these conversations to decide what you wanna do now, because now is the time to do the things you've always wanted to do.
J
78:41Jay BondyGUEST
It, it, it's, we, we find in our industry, um, far too many that sit in our seats are, "We gotta save.
J
78:49Jay BondyGUEST
You gotta keep saving." And, and we are, we, we're not saying that that's not important.
J
78:56Jay BondyGUEST
But when you get to another aspect of life in your, call it in your mid-60s, it's, if you've put in the hard work for the last 30 years, it's time to live, man, a- and get out and do it while you can.
J
83:23Jay BondyGUEST
... um, having stuff passed to beneficiaries outside of things, then what happens is, is, is all that wealth gets tied up in the estate settlement, and now it can be months, years, couple of years before everything gets kind of shoveled out to people.
Smoke Gets In Your Eyes
F
79:48Fred PattersonHOST
So basically what you're asking or saying is how do you enjoy today without jeopardizing tomorrow? So enjoy yourself, but be reasonable.
J
80:00Jay BondiGUEST
I mean, to quantify some simple numbers, you know, it's paying yourself first for, for, for people at different stages in life.
J
80:08Jay BondiGUEST
You know, if you just take a hundred bucks per week and you know that you're saving that, that's $5,200 a year.
J
80:14Jay BondiGUEST
then let 20, 30 years, depending on where stage of life you're at, compound for you.
J
80:20Jay BondiGUEST
You know that down the road at an 8, 8.5% compound return, in a 20-year period, you're at about $350,000.
J
80:30Jay BondiGUEST
And if you do it over a 30-year period, your $156,000 invested is just shy of a million at $940,000, right? So these are numbers that we try to remind people of because...
H
81:06Howard GlassmanHOST
Those are the conversations you have with someone like Jay and Tim and and everybody at the retirement Sherpa head office.
Friendship
F
80:13Fred PattersonHOST
And maybe you could just take it and, uh, kind of explain what you guys do and, and what, and what, and the value of something like that.
J
80:21Jay BondiGUEST
Y- you know what, this is, this is a topic that really does a great job of synopsizing kind of everything we like to do every six to nine months for our client anyway.
J
80:31Jay BondiGUEST
So the fact that it's a midyear check-in, we're, we're gonna call it that, but we do this at any time of year when we, when we're chatting with clients.
J
80:37Jay BondiGUEST
It, it's really just continually reminding people to ask the simple question, "Am I still on track to reach the financial goals for 2026 if I had some short-term ones and, and beyond? Am, am I still on track for them?" And, you know, really, it's, financial planning is not just about the investments and asking the simple questions that most Canadians and, and, and our friends south of the border say, which is they just only care about whether their account balance goes up every month.
Larry Fedoruk
H
81:14Howard GlassmanHOST
This is, I'm curious, what role do my POA and TCPs play from an estate planning narrative? What are those acronyms?
J
81:30Jay BondiGUEST
Most people would have that in their wills and estates, not just only for their financial resources and their assets there, but also for their health and wellness care.
F
82:33Fred PattersonHOST
I mean, and that's the type of thing people put off and put off and put off, right?
Listener Email
H
80:31Howard GlassmanHOST
But the question I think a lot of people are curious about, what does a first visit with you guys look like?
J
80:45Jay BondiGUEST
So, yeah, we love to have the social aspect and the friendship aspect conversations, of course.
J
80:52Jay BondiGUEST
But, you know, as I like to remind people, a lot of those friendship conversations that we're having, we're asking you like where you like to go, what you like to do, what kind of travel do you have? Because all of that helps lay the foundation and groundwork for the lifestyle you want to lead.
J
81:05Jay BondiGUEST
And in order to lead that lifestyle, there's... financial conversations that need to be involved.
H
81:37Howard GlassmanHOST
So essentially, yeah, you do an inventory of where they are and analyze all of that stuff?
Listener Email
J
79:51Jay BondiGUEST
It, it, it, you know, it can definitely be around that, that magical age of 60 to 65 when people are looking to retire.
J
79:58Jay BondiGUEST
The reality for so many of us in, in Canada specifically, we are very much house rich and cash poor.
J
80:05Jay BondiGUEST
And as you go into your retirement years and you stop that, that source of income, which has been your work, you need to know that you have other sources of income.
J
80:15Jay BondiGUEST
Like, what, what sources of income versus wealth, like your wealth isn't changing just because-
J
81:57Jay BondiGUEST
There's, there's multi-generational homes that are becoming more and more a thing of the now.