Short-term capital gains? Qualified dividends? Tax loss harvesting? Strap in, people, we’re taking a cruise down the chocolate river of all things investment taxes, and I’ll be your Wonka.
Fear of taxes (or maybe just uncertainty) keeps people out of the game, and I think that’s a little bit like declining a raise because you don’t want to pay taxes on the i ... Show More
Dec 2025
Curtain Call: All Stars Return to Talk Financial Independence, Fear, and Growth
Well, here we are—for the last time, for now. A couple weeks ago, I wrote an end-of-year letter that functioned like a little “status update” on how I’m feeling moving into 2026. In this episode, I invite back five of my favorite guests for their own check-ins. We talk about: Wha ... Show More
1h 52m
Dec 2025
Why We Judge Women’s Spending, What We Hide, & What We’re Afraid to Admit
Today’s guest won’t surprise you if you read the introduction to Rich Girl Nation, which recollected the 2018 event that made me think personal finance might not be solely for people with brown bananas and pocket protectors. Lindsey Stanberry, founding editor of Refinery29’s Mone ... Show More
56m 3s
Apr 2023
402: Tax Day Q&A: Live CPAs Help YOU Owe Less To the IRS
Tax season is a nerve-racking time for many, especially for those who don’t have simple tax returns. If you’re a real estate investor, you need top-notch tax advice if you hope to reap the best tax savings when filing—legally, of course. And that’s exactly what we’ve got for you ... Show More
42m 56s
Jun 2025
Everything you need to know about tax
It’s Bryce’s favourite time of year, tax time! As an investor, it can get confusing, particularly if this is your first financial year investing. This episode is your Tax Time essential listen, covering everything you need to know as an investor. Including: Capital gains tax (Wha ... Show More
28m 21s
Apr 2023
753: Seeing Greene: CPAs Answer YOUR Top Investing and Tax Questions
Want more real estate tax deductions? If you’re a savvy investor, you can use the tax code to avoid income tax, keep more money, and grow your portfolio even faster. But it’s hard to do so without a rock-solid CPA behind you. Thankfully, we have some of the world’s top real estat ... Show More
49m 33s
Feb 2024
503: How to Keep MORE of Your Inheritance From the IRS (Avoid These Tax Mistakes!)
With solid tax planning, receiving an inheritance could provide an enormous boost on your journey to financial freedom. One misstep, on the other hand, and you could be lining Uncle Sam’s pockets. Fortunately, we’ve brought on a tax professional to help you keep as much of your n ... Show More
40m 37s
Oct 2022
Loss Harvesting: Why Wealthy People Love It (And You Should Too!)
Tax-loss harvesting: what is it and should you be doing it? In this episode, we’ll cover everything you need to know about tax-loss harvesting, including whether it makes sense for you, how much it could save you in taxes, and how to eliminate the downside of loss harvesting. ... Show More
51m 53s
Aug 2021
IFB205: US/CAD Capital Gains, I Bonds, Reversion to the Mean
Welcome to the Investing for Beginners podcast. In today’s show, we discuss: Discuss the different options to lessen your capital gains tax rates, both in Canada and the US How I Bonds work, and if they are a good option for short-term investments The meaning behind reversion to ... Show More
41m 37s