Rich Habits Podcast

Q&A: Feeling Squeezed, Gambling on Canadian Real Estate, & Off-Market Deals

12 snips
Sep 18, 2025
This discussion dives into the struggles of feeling financially squeezed, highlighting tips to balance spending and saving effectively. They tackle the realities of real estate in Canada, including dealing with losses and smart investment strategies for self-employed folks. Listeners learn how to evaluate and source off-market deals, alongside the risks of using HELOCs for high-yield investments. Finally, they explore how to smartly invest proceeds after selling a business, emphasizing diversification and proper financial planning.
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ADVICE

Find Bookkeeping Clients Locally

  • Use local Facebook, Nextdoor, and neighborhood groups to find bookkeeping clients and offer value before pitching a paid service.
  • Spend small ad money or attend meetups to get eyeballs and secure the first 2–4 clients quickly.
INSIGHT

High Savings Can Create A Squeeze

  • Investing aggressively in your 20s can make you very wealthy but may produce a feeling of being 'squeezed' if you neglect present comfort.
  • Dial back from ultra-aggressive saving to maintain balance: keep match and Roths, then budget discretionary spending intentionally.
ADVICE

Plug Small Lifestyle Leaks

  • Audit small recurring discretionary spending (coffee, shoes, hobby items) because tiny leaks can erode financial comfort over time.
  • Be intentional about purchases and stop repetitive hobby-driven buys that don't add real value.
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