Property Management
With Kevin Sampson
Click here to pre-register!
Strong property management can make or break your real estate investments. Whether you own a single rental or a growing portfolio, knowing how to manage effectively is the foundation of long-term success.
Join us for an evening focused on the fundamentals of property management. Learn practical strategies to protect your investments, keep tenants happy, and maximize your returns. This session is designed for both new and experienced investors who want to strengthen their management skills and streamline their rental operations.
What we'll cover:
• Tenant Screening
• Leases
• Rent Collection
• Maintenance
• Communication
• Turnovers
• Self-Manage or Hire
✅ Takeaway: Walk away with a clear framework for managing rentals more efficiently, profitably, and with less stress.
Speaker: Kevin Sampson
Driven by a passion for real estate investing, I founded HM2 Property Management with the mission of providing high-quality, affordable housing options for my community. As a Navy veteran and property owner myself, I understand the importance of integrity, responsibility, and attentive service. I bring these values instilled by my military service to managing each property under HM2's care, whether it's one of my own investments or owned by someone else. My commitment is to deliver excellent service to property owners while also ensuring quality housing for tenants. With fairness and dedication as core principles, I'm proud of the reputation HM2 has built under my leadership in providing exceptional property management services in our area. I look forward to continuing to grow my business and serving the needs of more property investors and renters for years to come.
WiscoREIA’s Sheboygan Meeting Always Meets on the 4th Wednesday of the Month from
5:30 pm to 8:15 pm!
Hosts: Chris Hake and Kyle Kauffman

Chris is the founder and visionary of the Madison Real Estate Investors Association (REIA), Master Investor Academy and JSS Mastery Partnership Program. Chris has decades of real estate investing experience and has seen (and smelled) more distressed properties than he cares to admit.
Chris has been a Madisonian for over 49 years and investing in the Madison real estate market for 30 years. Since doing his first house hack in 1994, he has been involved with 100's of house flips, 100’s of rentals, raised over 15 million dollars to fund those deals and had 1000's of students come through his local training and coaching programs. Chris has a master's degree in the school of hard knocks.
Between 2006-2010 Chris taught the Real Estate Investing course at Madison Area Technical College, which saw 100's of students come through his classes. In July 2012, Chris founded The Madison REIA and in July 2021 merged with Wisco REIA which now has 10 REIA locations across Wisconsin, bringing the combined membership to well over 500!
Chris's company Just Simple Storage, LLC owns ten facilities and manages 1000+ self-storage units in WI, IL and MI. Chris also started a commercial storage development company in 2024.
On a personal note, Chris and his wife, Suzanna, have three children, Tyler, Tanner and Trelan. He also has two dogs, Kona and Hemi. Chris loves classic muscle cars (Corvettes), all outdoor sports, especially golf, and fishing. As a husband, father, businessman, and real estate investor, Chris holds true to his core values and lives his Life and Business Vision plan.

Kyle Kaufman is a business owner, attorney, real estate investor, and host of the Meaningful Ideas Trading Club. Kyle was born and raised in Wisconsin. He grew up wanting to help people. He has discovered his life’s purpose to help families in Wisconsin and to provide individuals with commercial space for their business, and residences for people to live.
In 2005 Kyle started practicing law. He handled almost all aspects of the law. Early in his career he took on landlord and tenant matters, and civil disputes involving real estate. He started to advise people starting their real estate portfolios, and drafted documents for investors to use in their businesses and with tenants and property managers.
In 2010 Kyle became a one-third owner of the law firm, now known as HKK Law Offices Family Law (www.hkklawoffices.com). Kyle’s practice shifted to family law sometime around 2018, as more and more people called seeking his assistance. Kyle became fascinated with all the financial information he discovered while representing individuals in divorce matters and financial disputes between former significant others. He started to study more thoroughly on the issues of real estate, business, taxes, and more.
Today, Kyle’s law practice focuses entirely on family law, including divorce, maintenance, child support, paternity, property division, child custody, adoption, termination of parental rights, guardianship and more. In the legal world, he sees his contributions in this area to have the most transformational impact on the community.
Kyle now owns one-half of the law firm business and leads a team of 15 people.
Real estate has always been an interest, and after advising clients for many years, Kyle and his wife, Sunny, decided to join in on the fun. Since the year 2000, Kyle and Sunny, have acquired and now own a building with 18 residential units and two commercial units, a 44,000 square foot warehouse, 3 parking lots, and they co-own two additional commercial units. They are generating passive income from their investments and using the power of delegation to make it all work.
In 2021 Kyle created an online weekly meetup event called the Meaningful Ideas Trading Club. Kyle hosts the program and invites others to share and mastermind on ideas related to personal and business development.
Outside of business, Kyle and Sunny have 6 children, and they enjoy spending their time with their family.
Make sure to bring tons of business cards as you will be meeting with people that you want to get to know!
Meeting Location:
Legend Larry's
1142 Plankview Green Blvd
Sheboygan Falls, WI 53085
Please enjoy food, drinks, and TIP YOUR SERVERS!
Our Agenda
5:30 PM – Registration Check-In & Networking
• Informal networking with fellow investors
6:00 PM – Meeting Kickoff
• Welcome by Host and/or Co-Host
• WiscoREIA PowerPoint / announcements and updates
• Sponsor Introductions
• Haves & Wants – Share deals, services, and resources
6:30 PM – Deal Case Study
• Breakdown of a real deal with teachable moments (good, bad, ugly)
7:00 PM – Networking Breakouts
• Guest Orientation with Host
• Member & Sponsor general breakout for continued connection
7:15 PM – Main Presentation
• Host introduces Guest Speaker
8:15 PM – Closing Remarks
• Final thoughts and upcoming events
• Invitation to the "Meeting After the Meeting" for more networking
The meeting ends at 8:15 PM, but we’ll continue with an informal after-meeting for anyone who’d like to stay.
You can stay after the meeting as well to network! Remember to bring your deals!
Members are always FREE! Your first meeting with WiscoREIA is FREE!
After your first meeting, Non-Members are $30.00.
***Make sure to pre-register - We are now Cashless***
Click here to pre-register!