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Dear Dave, What is your opinion on paying cash for a “tiny house”? WES Dear Wes, This may be a really un-hip or uncool thing to say, but I wouldn’t buy a tiny house at all. Paying cash for something like that might make the mover smarter, but that st...

Last week, readers responded in great sympathy to the account of the grandmother who spent her lump sum retirement pension to care for her dying daughter. To lose a child that you have born, cared for, loved with all your being since conception is s...

This is part seven of the new retirement series for Bermuda and looks at finalising your retirement savings and the need to get back to basics. In the professional retirement planning world, there are two ways to figure out what an individual will n...

Dear Dave, I’m trying to help my elderly mom with her finances. She has no debt and more than $1 million in assets. There was also another $500,000 trust left for her by my dad. With access to all this, does she still need long-term health insurance?...

Dear Dave, My wife and I are on Baby Step 3 of your plan, and we’re about halfway to building our fully funded emergency fund. We don’t like our current home very much, and we’d like to sell and move as soon as possible. We have a little over $30,000...

Part 2 — the New Bermuda Investment Primer Series: the Concept Of Capital Equity, following a successful mom-and-pop pizza business. Stocks constitute equity in a company. The shareholders of the company are owners of these shares, somewhat akin to ...

Gambling: The sure way of getting nothing for something — Wilson Mizner. Gambling is public, or often, privately conducted. It is confusing to us personally to understand the reasoning and motivation behind gambling itself. We will hold back our cas...

Dear Dave, My husband has his own one-man painting business, and I help him with the books. We were wondering how you know when it’s time to implement a price increase. Also, what should the increase be? LAUREN Dear Lauren, I grew up in the real-esta...

Marriage and estate planning for a multinational couple with multijurisdictional assets in three countries. A reader writes (Note: this is a composite case, all personal information has been changed or omitted), “I’m a Bermudian resident who is five...

Dear Dave, We’re working the debt snowball, and together my husband and I make $93,000 a year. The amounts of our remaining three debts are so close we wonder if we should take interest rates into account. Two are student loans for $2,970 and $6,700,...

Overview to the New Bermuda Investment Primer Series — Part 1 With the ongoing upheaval of the UK political scene, the still unknown final effects (devastating or euphoric depending upon the viewpoints of who voted Bremain or Brexit) on the home econ...

Dear Dave, My husband and I have seven children. What parts of your programme work best for large families? — Karen Dear Karen, My entire plan works for a large family. Larger families just have more expenses. What does change — and you already kne...