Ep. 88 | Inside Our Real Estate Portfolios: Wins, Lessons & Why We Still Invest

In this episode, Neal and Ryan pivot from private lending to something even more personal: their real estate investing journeys. They each share how they got started, the challenges they faced, the lessons they learned, and the deals that changed everything. 

Together, they cover the realities of scaling, the role of private capital, partnership dynamics, reserve fund strategies, and what they would do differently. 

Whether you are just starting or looking to grow your portfolio, this episode offers honest insights from two seasoned professionals who have lived through it all.

Show Notes:

03:01 - Real estate is adjacent to the lending space

03:42 - How Neal’s desire for fast cars turned into a path to real estate

06:13 - Dealing with nightmare tenants and learning on the fly

08:44 - Real estate or engineering? The career crossroads that shaped his future

13:57 - Being taken advantage of by people in contracts and deals

18:42 - Focusing on getting home runs gives more leeway to be a little loose with it

19:05 - Neal's goal in real estate investing

21:28 - His favorite real estate investing deal

23:20 - Ryan shares how his family started their portfolio in New Brunswick

27:48 - Why duplexes and neighboring properties offer long-term upside

29:59 - The obsessive path of wealth creation

31:23 - His big wins

32:14 - Why real estate isn’t passive and what sacrifice looks like

34:38 - Lessons on partnerships: Why should every favor be written out?

36:27 - Importance of having reserve funds and realistic timelines

38:10 - How leveraging private funds can help you scale

Resources:

• Keystone Capital Group
• CPLP Instagram: @cplpodcast
• Keystone Instagram: @keycapgroup

Find Neal On:
Instagram: @neal.andreino
LinkedIn

Find Ryan on:
LinkedIn
E-mail: ryan@keycap.ca