How to Talk Real Estate With Family Over the Holidays (Without Making It Awkward) | Real Estate Investing Canada | Alberta episode artwork

EPISODE · Dec 19, 2025 · 1H 3M

How to Talk Real Estate With Family Over the Holidays (Without Making It Awkward) | Real Estate Investing Canada | Alberta

from Real Estate Investing Morning Show ( REI Investment in Canada ) · host Wayne Hillier

🎧 How to Talk Real Estate With Family Over the Holidays (Without Making It Awkward) Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier The holidays are here, which means family gatherings, old stories, and the inevitable question: "So… what have you been up to lately?" In today's episode, Wayne and Gabby continue the networking conversation from yesterday, but take it in a completely different direction. Instead of investor meetups and events, they break down how to talk about real estate investing with family and friends over the holidays without sounding salesy, awkward, or damaging relationships. This episode is about planting seeds, not pitching deals. 🧠 What You'll Learn in This Episode Why most investors feel uncomfortable talking real estate with family The biggest mistake people make at holiday gatherings (and how to avoid it) Why you should never force the conversation or "pitch" at Christmas dinner How to let family members lead the conversation naturally Simple, non-cringey ways to explain what you do in under 30 seconds How to recognize genuine interest versus people who just want to debate Why family and close friends are often the best long-term partners How preparation creates "luck" when opportunities show up unexpectedly 👥 About Your Hosts Wayne & Gabby Hillier are full-time real estate investors and coaches based in Edmonton, Alberta, Canada. Through their REI Masters Mentorship Program, they help Canadians build long-term wealth using rental properties, BRRRRs, joint ventures, and creative real estate strategies. New episodes air live every weekday morning with real stories, coaching moments, and practical investing advice. 💡 Resources & Contact Learn about the REI Masters Mentorship Program: www.reimasters.ca Investor bookkeeping & tax support: www.finngo.com/rei Submit a question for the show: [email protected] 📘 Recommended Reading The 5% Rule™ – A Real Estate Cash Flow Test for Canadian Investors https://a.co/d/2AqwB3Z 🤝 Thanks to Our Sponsors 🏠 Krystal Kromm – Red Deer Investor-Focused Realtor 📞 (587) 377-8584 🔗 Facebook 🏢 Calvin Realty – Edmonton Investor-Focused Realtor Team 🌐 calvinrealty.ca 🔗 Facebook 📊 Finngo Bookkeeping & Tax – Investor-Focused Accounting Firm 🌐 www.finngo.com/rei 🔗 Facebook 💼 Kirkwood & Brennan Mortgage Group – Investor-Focused Brokers 🌐 www.kbmortgages.ca 📧 [email protected] 🔗 Facebook 🏗️ Calvert Home Mortgage Investment Corporation 📞 403-278-0249 📧 [email protected] 🆔 FSRAO License Numbers: 13267 and 13268

Episode metadata supplied by the publisher feed · Published Dec 19, 2025

Embed this episode

NOW PLAYING

How to Talk Real Estate With Family Over the Holidays (Without Making It Awkward) | Real Estate Investing Canada | Alberta

0:00 1:03:23

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of Real Estate Investing Morning Show ( REI Investment in Canada )?

This episode is 1 hour and 3 minutes long.

When was this Real Estate Investing Morning Show ( REI Investment in Canada ) episode published?

This episode was published on December 19, 2025.

Is there a transcript available for this episode?

Yes, a full transcript is available for this episode. You can read the complete transcript on the episode page.

Can I download this Real Estate Investing Morning Show ( REI Investment in Canada ) episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!