Tax Talk Podcast

Jared Pilon
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A monthly podcast with a wide range of guests focused on helping Canadian small business owners make decisions surrounding incorporation, growing their business efficiently, and implementing successful succession, estate planning & tax planning strategies.

  1. DEC 2

    Save on Taxes When Selling U.S. Property: For Canadians

    If you’re selling a U.S. vacation home or rental as a Canadian, don’t let FIRPTA withholding, state taxes, and cross-border filings trap your cash for years. In this Tax Talk episode, Jared talks with cross-border tax pro Steven Flynn about how Canadians can sell U.S. real estate the right way. That means minimizing withholding, avoiding double taxation, speeding up refunds, and sidestepping CRA headaches. From ITINs and state returns to foreign tax credits and forex gains, this is your practical roadmap to a clean exit. What you’ll learn: FIRPTA explained: why buyers withhold up to 15% at closing and how/when it can be reducedHow to calculate actual tax on the gain (not gross proceeds) on state and federal taxesFiling strategies that cut refund timelines from years to weeksITIN essentials: why you need one, when to apply, and document pitfalls that cause delaysHow foreign tax credits work—and what proof CRA wantsFiling order and calendars that help you avoid audit jamsWhat to do if you haven’t reported prior U.S./Canadian rental income Find us at: https://www.legacyllp.ca/ reception@legacyllp.ca Need to get in touch with Steven? Steven Flynn Andersen LLP steven.flynn@ca.andersen.com Timestamps 00:00 Kicking it off 01:32 Overview of the Foreign Investment and Real Property Tax Act (FIRPTA) 05:42 Other tax obligations as a Canadian owning an American property 11:56 Tax credit application processes & timelines 18:32 Common mistakes 21:41 What to look out for when buying a property in the US 23:48 Bonus tips 27:31 Wrapping it all up ________________________________________ Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    30 min

  2. NOV 4

    Your MONEY vs. INFLATION: Investing in Gold & Silver | EP 57

    The Canadian dollar keeps sliding, and it’s hitting your long-term purchasing power. So how do you protect your savings when cash is quietly losing value? How to combat inflation In this episode of Tax Talk, Jared sits down with investor and educator, Luke Spicer, to unpack why the CAD is weakening, how inflation really works, and whether gold and silver can serve as a practical hedge. We get into the silver-to-gold ratio, industrial demand for silver (EVs, solar, national defence), practical buying tips, storage options, and even how some Canadians hold physical metals inside registered accounts (RRSP, TFSA, RRIFs) through a trust company and compliant vaults. What you’ll learn: Why the Canadian dollar is struggling and how “invisible taxes” like inflation erode savingsCurrency vs. money: why gold and silver have held purchasing power across historyHow premiums, spot vs. market price, and buybacks actually work when purchasing metalsStorage choices, including at-home vs. insured vaults in Canada/offshoreLiquidity, volatility, implementation, and separating signal from hypeWhy idle cash in bank accounts can be a drag and how to think in “purchasing power” terms Find us at: https://www.legacyllp.ca/ reception@legacyllp.ca Need to get in touch with Luke? Find Luke Spicer on LinkedIn. #InvestmentStrategies #HowToCombatInflation #InvestInGold 00:00 Kicking it off 00:47 Overview of the episode 01:23 The Canadian Dollar keeps diving 06:13 Investing in silver and gold is still out of the norm 09:53 Silver and gold investment performance 16:25 A physical investment for security 23:16 Versus investing in RRSPs, RRIFs, LIFs, Etc. 29:56 Inflation education 42:22 Wrapping it up 40:49 Wrapping it all up ________________________________________ Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    45 min

  3. OCT 7

    Build Wealth With Your Mortgage | EP 56

    Canadian homeowners: what if your mortgage could help you build wealth, reduce taxes, and help you pay off your mortgage sooner—without increasing your monthly payments? In this episode of the Tax Talk Podcast, I sit down with Nick Cox at The Smith Manoeuvre to break down how Canadians can convert non-deductible mortgage interest into tax-deductible investment interest using a re-advanceable HELOC. You’ll learn the “Plain Jane” foundation, the five accelerators, who this strategy fits best, real risks to watch for, and how to implement it properly with professional guidance. What you’ll learn: What the Smith Manoeuvre isThe “Plain Jane-core” process with a re-advanceable HELOCThe five accelerators (Debt Swap, Cash Flow Diversion, Cash Flow Dam, DRIP, Prime the Pump)Why non-registered, income-producing investments are essentialHow tax-deductible interest, refunds, and compounding can accelerate wealthThe mortgage freedom date and the psychology of good vs. bad debtKey risks: implementation, market, and liquidity, and how to mitigate themA powerful tip for rental property owners: the Cash Flow DamDo you have questions about what was discussed in this episode, or maybe you have another question about accounting or tax planning? Leave them in the comments—I’ll send you a response, or we can tackle them in future episodes. Subscribe for more Canadian tax and wealth strategies: Find us at: https://www.legacyllp.ca/ reception@legacyllp.ca Need to get in touch with Nick? Nick Cox The Smith Manoeuvre nick@smithman.ca #buildingwealth #mortgagepayments #taxplanning Timestamps 00:00 Kicking it off 00:45  Overview of the episode 01:18 What is the Smith Manoeuvre? 02:40 First step in the Smith Manoeuvre: the Plain Jane 10:24 You don't need that additional cash output 15:42 Concerns around holding HELOC debt 21:16 A long term strategy 22:46 The 5 Accelerators 27:36 Who would be the best fit to take on the Smith Manoeuvre? 36:28 Know the risks of this mortgage payment process 39:24 Top benefits of the Smith Manoeuvre 40:49 Wrapping it all up ________________________________________ Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    43 min

  4. SEP 9

    Tax-Smart Investing Made Simple | EP 055

    Confused by RSPs, TFSAs, and other investment opportunities but still want to grow your legacy of wealth? Join us as we break down Canada's key investment accounts and reveal tax-saving strategies that could save you thousands. What You'll Discover: RSP withdrawal timingTFSA optimization for tax-free growth and inheritance planningNew FHSA secrets for first-time homebuyersInvestment types explained: stocks, bonds, ETFs, and alternativesCorporate vs. personal investment tax strategiesHouse flipping rules and capital gains implicationsYou’ll also learn why timing your RSP withdrawals between retirement and age 70 is crucial, how to maximize TFSA benefits for your estate, and the investment strategies that work best for your situation. This podcast episode is ideal for Canadian investors, business owners, and individuals serious about building wealth while minimizing their tax burden. Subscribe for expert insights from Legacy Accounting LLP and visit legacyllp.ca for personalized financial guidance. Find us at: https://www.legacyllp.ca/ reception@legacyllp.ca Need to get in touch with Stephen? Stephen van Santen Bridgeline Wealth svansanten@bridgelinewealth.ca 403-986-1437 #investing #smallbusinessfinance #accounting 00:00 Kicking it off 00:44  Overview of the episode 01:51 Registered Retirement Savings Plans (RRSP) 06:17 Tax Free Savings Accounts (TFSA) 10:14 Non-Registered Accounts 13:38 Registered Education Savings Plans (RESP) 17:05 Registered Disability Savings Plans (RDSP) 18:28 First Time Homebuyers Savings Account (FHSA) 21:54 Investment Types: Stocks, Mutual Funds, ETFs, Bonds, GICs, and Real Estate 29:45 Best investment types for corporations 31:29 Best investment types for personal use 32:16 Extra tax-smart investment tips 35:00 Wrapping it all up ________________________________________ Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    37 min

  5. AUG 6

    Corporate Life Insurance: 3 Questions You Need to Ask | EP 054

    Corporate life insurance represents one of the most powerful yet misunderstood financial tools available to you as a business owner. While you may recognize its potential benefits, the complexity surrounding these policies often leads to poor decisions that can impact your business operations and estate planning. On this episode of the Tax Talk Podcast, we’re cutting through the complexity to deliver practical, actionable insights for business owners considering corporate life insurance as part of their tax and estate planning strategy. Whether you're funding buy-sell agreements, planning wealth transfer, or seeking tax-efficient investment vehicles, this conversation provides the clarity you need to make informed decisions. Perfect for business owners, entrepreneurs, and anyone interested in advanced tax planning strategies. Essential Pre-Purchase Strategy: Why involving your accountant is critical before purchasingThree fundamental questions every business owner must answerWhen term insurance might be the better solutionSix Key Benefits: Using after-tax corporate dollars for maximum efficiencyPreserving your small business deductionTax-sheltered growth and flexible borrowing optionsCreating Capital Dividend Account (CDA) for tax-free wealth transferBuilding valuable collateral for business financingPremium flexibility for changing business needsImplementation Insights: Required vs. optional premium structuresLeveraging policy cash value for business opportunitiesAnnual policy reviews and performance monitoringChoosing the right advisor and insurance carrier Find us at: Legacy Accounting LLP https://www.legacyllp.ca/ reception@legacyllp.ca Rylan Olsen Swell Private Wealth Ltd. rylan@swellwealth.com 403-487-0490   00:00 Kicking it off 00:52 Overview of the episode 02:02 What business owners should consider before purchasing a life insurance policy 06:14 Three questions to drive your decision 11:54 The benefits of owning a life insurance policy within your corporation 23:52 Who you buy your life insurance from matters 26:58 Capital Dividend Accounts (CDA) 30:06 "It's like buying a truck" 40:00 Wrapping it all up ________________________________________   Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    45 min

  6. JUL 8

    Unlocking Your Employees’ Max Potential with the Six Working Geniuses | EP 053

    On this episode of the Tax Talk Podcast, we are joined by Garth Epp, the co-owner of Your Limits Lifted and an expert on business coaching, mentorship and the provision of online, web-based tools. We are exploring the Working Geniuses model. Your team members can fit into the six Working Geniuses: Wonder, Invention, Discernment, Galvanizing, Enablement and Tenacity. We’ll look at how you can get the most out of your employees, and how to get them into the right seats in your business. Ensure that each member of your team is reaping the most out of the business opportunities, but also for you, as the owner, to see the business grow and everyone is fulfilled to the best of their abilities.   Garth Epp  Your Limits Lifted  Garth@garthepp.com 403-318-9841  00:00 Intro 00:50 Overview of the episode 02:36 The 6 types of Working Geniuses 13:20 How the Working Genius sequence works in your business 19:39 The best roles for each Working Genius 25:32 The assessment process 31:47 How to team up your Working Geniuses 38:26 How valuable is the Working Genius model for your business? 45:40 Wrapping it all up ________________________________________   Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    47 min

  7. JUN 6

    The Hidden Opportunities in Your Side Hustles | EP 052

    We’re joined by Joe Whitbread of Jo(e) Social Media to discuss how you can find the hidden opportunities in your side hustle. With inflation creeping up, its becoming more appealing to bankroll a cashflow. In this Tax Talk Podcast, we’re sharing unique ways to broaden your side hustle and see more cash in your pocket.  Joe Whitbread  jsm) – Joe Social Media  whitbread@joesocialmedia.com 403-391-2553   00:00 Intro 00:49 Overview of episode 01:52 What is holding you back from growing your business? 05:56 A good social media presence can drive your opportunity 11:22 Brand Awareness vs Customer Engagement vs Customer Retention 16:21 Marketing tools for your side hustle 23:10 How many Canadians have a side hustle? 33:45 Starting a side hustle: the most important part of social media 38:14 Wrapping it all up ________________________________________   Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only, and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    39 min

  8. MAY 8

    Why Business Owners Regret Selling—And How to Ensure You Won’t | EP 051

    In this episode of the Tax Talk Podcast, we are chatting with David Prowse about the emotional side of exiting your business. You will speak with your account and lawyer about the tax and legal side of the sale, but do you consider the emotional aspects that come with selling your business? Do you have a plan in place that will ensure that you are happy and fulfilled when you move on from that project? We are going to look at why you need to consider the emotional side of exit planning and create a plan for your life after the sale.     David Prowse  M&A Evolution  david.prowse@m-a-evolution.ca 905-337-8341   00:00 Kicking it off 00:52 Overview of episode 02:01 The emotional side of exit planning 05:40 Why you need to consider the emotional side 09:13 Sellers remorse 12:56 Your life after the sale 17:32 A transition period 22:04 The Pessimist vs the Know-It-All 27:03 Final thoughts on exit planning 29:30 Wrapping it all up ________________________________________   Disclaimer: By using this website, blog or podcast, users agree as follows: The information, services and/or products are for general information only and any reliance on the information provided therein is done at your own risk. If you make tax, accounting, investing or legal decisions after accessing this website, blog or podcast, it is recommended that you consult a qualified professional first. The views and opinions expressed are those of the author, seller, guests or publisher and do not necessarily reflect the views of the organizations or businesses that these individuals are associated with. Although we make strong efforts to make sure my information is accurate, we cannot always guarantee that the information on this website, blog or podcast is always correct, complete or up-to-date.

    31 min
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About

A monthly podcast with a wide range of guests focused on helping Canadian small business owners make decisions surrounding incorporation, growing their business efficiently, and implementing successful succession, estate planning & tax planning strategies.

Information

  • Creator
    Jared Pilon
  • Years Active
    2022 - 2025
  • Episodes
    58
  • Rating
    Clean
  • Copyright
    © 2025 Tax Talk Podcast
  • Show Website
    Tax Talk Podcast