Will Rolf is a real estate broker, manager, and investor living in Cathedral Hill, St Paul. Will invested in real estate consistently throughout the 1990s and 2000s as he worked as a Realtor in St Paul, allowing Will to retire from full-time sales around 2010. He got his start buying small multifamily and single-family homes, eventually scaling to larger commercial properties, including restaurants, sober living, and other mixed-use buildings.

Will Rolf is not my (Adam’s) actual Dad, but he has helped me immensely throughout the last decade. Most of this help is through leading by example – the way Will carries himself as a father, business owner, community member, landlord, and friend is admirable. He is very kind and down to earth. He takes care of his family. Will also gave me a chance back before I had any connections or a pot to piss in, and I’ll always be grateful for that. This episode is a bit different than the others, but I hope you all enjoy it!

Adam Tafel is a Realtor and Real Estate Investor living in Highland Park. You can reach him at Adam@UpsidePropertySales.com.

Tim Swierczek is a Mortgage Lender out of White Bear Lake. You can reach him at Tim@TimSwierczek.com. or schedule an appointment today here

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Episode 20: “My Real Estate Dad” w/ Will Rolf

Key Topics Covered

Landlording in St. Paul
Renting a mansion by the room
Small multifamily investing
Transitioning to mixed-use and commercial real estate (He bought Sweeney’s Saloon)
Mentorship, values, and building community through real estate

Episode Summary

In Episode 20, we sit down with Will Rolf — a real estate broker, manager, and investor based in Cathedral Hill, St. Paul. Will began investing in the 1990s while working as a Realtor and slowly scaled from small multifamily properties and single-family homes to larger commercial buildings, including restaurants, sober living housing, and other mixed-use real estate. His consistent investing allowed him to retire from full-time sales around 2010.

While Will isn’t Adam’s literal father, his influence has been deeply personal and profound. Over the past decade, he’s provided steady guidance — not through lectures or deals, but by simply living with integrity. Will leads by example as a father, business owner, community member, and friend. He even gave Adam a chance when few others would. This episode is a heartfelt conversation full of life wisdom, investing strategy, and appreciation.

Guest Info

Will Rolf
Real Estate Broker | Property Manager | Real Estate Investor
Based in Cathedral Hill, St. Paul
Experienced in residential and commercial real estate, including sober housing and mixed-use development

Sponsor

Shuk Rentals
Minnesota-based property management software designed to help real estate investors make more money, reduce vacancies, streamline rental efficiencies, and more.
Website: www.shukrentals.com
Promo Code: TCREI20 — Get 20% off all subscriptions for the first year

Resources & Links

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About the Show

The Twin Cities Real Estate Investing Show is hosted by Tim Swierczek, a mortgage expert with over 22 years of experience and 2,000+ loans closed, and Adam Tafel, a top-producing Realtor and Twin Cities investor. Each week, they dive into real-world investing strategies, share local market insights, and interview active investors to help you grow your portfolio — one smart decision at a time.

Meet Your Hosts

Tim Swierczek
Mortgage Loan Officer | Real Estate Investor
Specializing in house hacking, investment lending, and creative finance
Based in the Twin Cities
Apply with Tim | Book a Call
Email: Tim@TimSwierczek.com

Adam Tafel
Realtor | Real Estate Investor
Helping clients buy, sell, and invest in Twin Cities real estate
Based in Highland Park
Book a Call
Email: Adam@UpsidePropertySales.com

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TCREI Show #20 – “My Real Estate Dad”, Will Rolf