Educating Wisconsin Investors

WiscoREIA Sheboygan

WiscoREIA's Sheboygan Meetups Are Always On The 4th Wednesday Of The Month From 6:30 PM - 9:00 PM!

Members are always FREE!
Your first meeting with WiscoREIA is FREE!
After your first meeting, Non-Members are $20

Meeting Location:

Legend Larry's

1142 Plankview Green Blvd

Sheboygan Falls, WI 53085

Hosted by: Geoff Possley & Chris Wolfert

Sheboygan Hosts

Get to know our brilliant WiscoREIA hosts

Geoff Possley

Geoff is a part time buy and hold investor with investments in the Fox Valley and Sheboygan area. He is a full-time aircraft certification engineer for Gulfstream Aerospace in Appleton where he lives with his wife Laura and four children Carter, Madeline, Rowen and Brielle.

Geoff got started in real estate in 2005, with very little REI knowledge, when he purchased a single-family home with the plan to do a live-in flip over the next few years. After the bubble burst in 2008 his focus shifted from turning a profit to simply breaking even. This led Geoff to step away from real estate for a number of years until he discovered WiscoREIA in 2018 where he finally was able to acquire the knowledge and network that was necessary to be successful in real estate investing.  His goal is to use REI as a means to retire early from engineering.

Geoff currently invests in single-family and small multi-family properties that he operates as traditional rentals as well as short term furnished rentals. In his free time Geoff enjoys camping with his family, playing golf, snowboarding, hunting, and good beer.

Chris Wolfert

Chris is a buy-and-hold real estate investor who got started in real estate investing out of necessity. In 2008, he bought a small condo in Chicago and shortly after, his family quickly began to outgrow the space with the arrival of their first child. When he went to sell the property in 2011, he realized he would take a sizeable loss. Therefore, he decided to turn the condo into a rental property instead. Despite his initial apprehension, he quickly saw the advantage of real estate investing.

In 2018, Chris began actively investing in real estate after moving to Sheboygan, WI. He invests in single-family homes and duplexes, which he operates as both traditional rentals and short-term furnished rentals. His long-term goal is to expand into larger multi-family complexes. Chris’s investing greatly increased after partnering with a good friend who introduced him to WiscoREIA.

In his free time, Chris enjoys spending time with his wife Marla and their three children, Finn, Lexi, and Fiona. He is an active coach for youth soccer and basketball, spending much of his time during the fall and spring coaching soccer and during the winter coaching basketball. In addition to coaching, he enjoys snowboarding, cycling, golfing, and craft beer.

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