Creators and Guests
Host
Scott Dillingham
With 16 years of experience, Scott has assisted thousands of investors with flips, rentals, and more, building his passion for sharing real estate knowledge. Connect for specialized rental property financing.
Appears in
87
episodes
Guest
Alex Ciotoli
Real estate investor from Windsor, Ontario, transitioning from the steel industry to building a real estate portfolio.
Appears in
1
episode
Guest
Andrew Kim
CEO and co-founder of SHARE, a real estate technology platform that simplifies U.S. single-family rental investing for Canadians with end-to-end services.
Appears in
1
episode
Guest
Araceli Hernandez
Canadian aerospace engineer turned full-time real estate investor and renovation contractor based in Cleveland, Ohio, helping investors build wealth through U.S. property investments.
Appears in
1
episode
Guest
Carlos Rodrigues
Canadian real estate investor focused on US markets, specializing in Cleveland, Ohio. Mentor helping Canadians build profitable real estate portfolios in the USA through cashflowcarlos.com.
Appears in
1
episode
Guest
Carmen Da Silva
Cross-border CPA and co-founder of SHARE, specializing in helping Canadians invest in U.S. real estate with over two decades of tax and investment expertise.
Appears in
1
episode
Guest
Christine Traynor
Mortgage agent and real estate appraiser at The JC Group with 20+ years of experience, including owning three appraisal firms on Vancouver Island, now developing multifamily projects in Edmonton using CMHC MLI Select financing.
Appears in
2
episodes
Guest
David Garner
Founder of Garnaco Group, a real estate investment firm specializing in passive US property investments for international clients, with 10+ years of experience in acquisitions and DSCR lending.
Appears in
1
episode
Guest
Derek Wormsbecker
Mortgage agent at LendCity and real estate investor with 20+ years of experience in property management and project management, now focused on U.S. real estate investing.
Appears in
1
episode
Guest
Dmitri Bourchtein
CIO and co-founder of SHARE, formerly Executive Director of Investments at Starlight U.S. Residential with involvement in over $7 billion in U.S. residential real estate transactions.
Appears in
1
episode
Guest
Erwin Szeto
Seasoned real estate investor, licensed realtor, and insurance professional who has built an eight-figure portfolio through strategic investing. Host of The Truth About Real Estate Investing podcast.
Appears in
1
episode
Guest
Evan Ungar
Guinness World Record holder, goal-setting expert, and real estate investor sharing insights on mindset and investing.
Appears in
1
episode
Guest
Glen Sutherland
Canadian real estate investor, podcast host of A Canadian Investing in the USA, and REI coach from Ontario specializing in U.S. real estate markets.
Appears in
1
episode
Guest
Jeffrey Woods
Award-winning real estate investor, entrepreneur, author, and wealth coach who scaled to over 150 rental doors through joint venture partnerships and the BRRRR strategy.
Appears in
1
episode
Guest
Jennifer Champion
Mortgage agent and developer at The JC Group, actively building 66-unit and 165-unit multifamily apartment projects in Sooke, BC.
Appears in
2
episodes
Guest
Jillian Lynch
Cyclist and fundraiser from Ontario, biking across Canada to raise awareness and funds for SickKids Hospital, inspired by her brother Jacob's battle with cystic fibrosis.
Appears in
1
episode
Guest
Jill Wingler
Real estate agent with the Joe Conlon Team at Royal LePage Binder Real Estate in Windsor, Ontario, a top 1% team nationally. Former teacher specializing in families and east end areas including Tecumseh, Lakeshore, and Belle River.
Appears in
1
episode
Guest
Joe Conlon
Founder of the Joe Conlon Real Estate Team at Royal LePage Binder in Windsor, Ontario. Four-time Chairman's Club award winner (top 1% nationally) and Top 35 Under 35 honoree specializing in residential real estate.
Appears in
1
episode
Guest
Jonathan Faerman
Founder of Investium, a real estate joint venture platform connecting investors with opportunities in Canadian real estate.
Appears in
1
episode
Guest
Kris Ramotar
Realtor with RE/MAX Capital Diamond Realty in Windsor, Ontario, specializing in first-time home buyers. Immigrant from Guyana who overcame near-bankruptcy to build a successful real estate career focused on community giving.
Appears in
1
episode
Guest
Lucas Jensen
Founder of Winter Capital, former Microsoft engineer turned multifamily real estate investor and syndicator specializing in condo conversions in the Pacific Northwest.
Appears in
1
episode
Guest
Manny Cabral
Seasoned real estate investor and former construction entrepreneur based in Simcoe County, Ontario, specializing in flipping and wholesaling over 30 properties through his family business at simcohousebuyers.ca.
Appears in
1
episode
Guest
Marc Racette
Co-founder and CEO of PulseFX, a Toronto-based foreign exchange firm helping real estate investors and businesses save on cross-border currency transactions.
Appears in
1
episode
Guest
Matt Buschman
Cofounder of Synergy Real Estate Group at Keller Williams Lifestyles Realty and president of KAIZEN Development Group Inc. in Windsor, Ontario, with 900+ tenants and extensive development experience.
Appears in
1
episode
Guest
Michael Matthew
Chartered Professional Accountant with over 30 years of experience, specializing in helping Canadians navigate US real estate tax structures and corporate setups.
Appears in
1
episode
Guest
Mike Nikolica
As CEO of Cactus Capital & Cactus Capital AI Labs, I help investors and business owners grow their wealth passively through tech-powered real estate strategies—without getting buried in details.
Appears in
1
episode
Guest
Milena Cardinal
Real estate lawyer and founder of Cardinal Law, Ontario Bar Association member since 2011, specializing in real estate, corporate and estate planning for investors.
Appears in
2
episodes
Guest
Ming Lim
President of Volition Properties, Toronto-based real estate investor and educator with 20+ years of experience, specializing in investor-focused strategies and multifamily development.
Appears in
1
episode
Guest
Monika Jazyk
Canadian real estate investor who transitioned from Canadian markets to U.S. real estate investing.
Appears in
2
episodes
Guest
Paul D'Abruzzo
Former Toronto firefighter turned real estate investor, developer, and coach managing a portfolio of multifamily, student, and short-term rental properties in the Greater Toronto Area.
Appears in
1
episode
Guest
Quentin D'Souza
Multi-award-winning real estate investor, author, and owner of an $80M+ portfolio across Canada and the US. Former teacher turned full-time investor, host of the Get Real Wealthy podcast.
Appears in
1
episode
Guest
Rhys Trenhaile
CEO of Walkerville Capital, licensed real estate broker with 20+ years of experience in Windsor & Essex County, and former All-Canadian track and field athlete.
Appears in
2
episodes
Guest
Ryan Poole
Owner of RealTrade and seasoned realtor specializing in South Florida properties, focused on new construction and investment opportunities in the West Palm Beach area.
Appears in
1
episode
Guest
Saqib Dareshani
Founder of RealSwipe, a property analysis app that helps real estate investors find, analyze, and close better investment properties.
Appears in
1
episode
Guest
Scott Innocente
Full-time realtor with RE/MAX Preferred Realty in Windsor, Ontario, specializing in investment properties. Former government worker turned multi-property investor focused on helping clients scale portfolios.
Appears in
1
episode
Guest
Sean Lippert
Windsor-based serial entrepreneur known for Scarehouse Windsor, Canada's largest volleyball league (WAMBL), nightclub promotions, and a viral surprise wedding featured on national TV.
Appears in
1
episode
Guest
Shawn Quigg
Real estate and corporate lawyer, partner at Cardinal Law in Ontario, specializing in legal services for real estate investors, lenders, and entrepreneurs.
Appears in
1
episode
Guest
Steve Popovich
Real estate agent with the Joe Conlon Team at Royal LePage Binder Real Estate in Windsor, Ontario. Former musician and Canadian Idol top 40 contestant, specializing in first-time buyers and downsizers.
Appears in
1
episode
Guest
Teresa Beneteau
Real estate investing coach specializing in year-end financial preparation and documentation strategies for investors.
Appears in
1
episode
Guest
Tom McCormick
Mechanical aerospace engineer turned real estate investor from Windsor, Ontario, specializing in cross-border investing with flip and rental projects in Detroit.
Appears in
1
episode
Guest
Tyler Soullier
Seasoned real estate investor and realtor with Manor Realty in Windsor-Essex, Ontario, specializing in flips, BRRRR strategies, and joint ventures for hands-free investing.
Appears in
1
episode