in case you don’t know, the driftless area is a region in illinois/wisconsin/iowa/minnesota that was never flattened by glaciers and thus is more similar to appalachia than the rest of the midwest. one of the most subtly beautiful parts of the country
Update on my partners and I 37M historic tax credit redevelopment in the heart of downtown KC:
We closed on the building May 2024.
Started demo of non-historic items Dec 2024.
Began construction March 2025.
Set to open late June/ early July 2026.
LFG.
Free Heel Capital has closed on a 33-acre parcel at 1911 Gateway Drive in Watertown, WI, positioned along the rapidly growing I-94 “Madwaukee” corridor. The broader Jefferson County market continues to see sustained investment from major manufacturers, logistics users, and food producers—creating durable long-term demand for high-quality, middle-market housing.
The site is fully served by existing utilities, sits adjacent to a Walmart Supercenter, and benefits from a completed wetland delineation confirming approximately 22 buildable acres. It also carries newly approved MR-10 multifamily zoning, creating a strong foundation for thoughtful residential development.
Our current vision includes a 250–290 unit multifamily community delivered through a mix of 8-unit, 12-unit, and 30-unit buildings with interior covered parking, a clubhouse amenity, and a site plan that preserves and amplifies the natural wetlands. We’re excited to continue our partnership with National Management LLC, marking our third project together.
We look forward to the collaboration with the City of Watertown, Wisconsin, and local economic development agencies to support long-term community investment. As we move into pre-development, we will be working closely with our existing network of limited partners and long-standing relationships that align with this long-term vision.
This is the type of development the Midwest continues to need—attainable, well-designed housing supported by stable demand drivers and executed alongside experienced and well capitilized local partners. More updates to come as we progress through pre-development and into 2026.
Mark Twain’s line that “they’re not making more land” resonates more in an era of steady money supply growth. Pair that with Sam Walton’s observation that small-town America often has deeper demand and less competition, and the opportunity becomes pretty clear.
Free Heel Capital is a real estate investment, development, and operations company focused on creating social, environmental, and financial value in multifamily assets across select U.S. markets.
This post is for informational purposes only and is not an offer to sell or a solicitation to buy any securities.
Free Heel Capital, in partnership with National Management LLC, a Wisconsin-based owner/operator, has acquired Cameron Park and Michael Heights—two properties totaling 111 value-add multifamily units in the heart of historic downtown La Crosse, WI.
This acquisition marks our second in the La Crosse market. La Crosse, situated on the Mississippi River, is known for its picturesque bluff and river views. It is home to three colleges with approximately 15,000 students (University of Wisconsin-La Crosse, Viterbo University, and Western Technical College - Company) and major employers such as Gundersen Health System, Mayo Clinic, and Kwik Trip, Inc. (900+ locations, 38,000 employees).
Landmark Credit Union provided the acquisition financing for this transaction, and we’re glad to have them as a partner. We appreciate their commitment and look forward to continuing to build together.
This investment represents a milestone in acquiring a well-located, cash-flowing asset with upside potential in a market with strong demographics, key employment centers, and abundant natural resources.
Free Heel Capital is a real estate investment, development, and operations company focused on creating social, environmental, and financial value in multifamily assets across select U.S. markets.
Thank you to all those who helped bring this transaction to the finish line. Now the real work begins as we implement our capital improvement and value add plan - LFG!
If you are raising private capital for RE deals, this is a required read. Michael and the ITL team have been outstanding on our last couple of deals. Looking forward to many more with the team! @investing_law@freeheelcapital
Book Release Day is here! 🚀
You can now buy “Fundamentals: Your Friendly Guide to Investment Funds and Syndications” on Amazon.
A link to the $0.99 Kindle version will be in the comments. 👇
This book is made for investment managers (GPs), passive investors (LPs), service providers, and any other fund nerds looking to learn more about the industry.
It’s been a long journey. Thank you to all of you who have supported me throughout this process. ❤️
Table of contents:
1. How Long Does It Take to Raise a Fund?
2. How Will You Be Paid for Managing the Fund?
3. Who Do You Need on Your Team?
4. Do You Want a Multi-Asset “Fund” or Deal-by-Deal
“Syndications”?
5. Do You Want a “Closed-End” Fund or an Evergreen
“Open-End” Fund?
6. What Key Investment Terms Do You Need in Your
Investment Fund or Syndication?
7. How Do You Distribute Money to Investors Using a
“Waterfall”?
8. What Legal Documents Do You Need to Raise a Fund?
9. How Do You Negotiate with Potential Investors?
10. What Are the Mechanics for Admitting Investors into a Fund?
11. How Do You Call Capital from Investors?
12. The Securities Act of 1933
13. The Investment Company Act of 1940
14. The Investment Advisers Act of 1940
15. State Investment Adviser Laws
16. Tax Laws (and How to Structure Around Them)
Please share if you're feeling generous 🙏
Book Release Day is here! 🚀
You can now buy “Fundamentals: Your Friendly Guide to Investment Funds and Syndications” on Amazon.
A link to the $0.99 Kindle version will be in the comments. 👇
This book is made for investment managers (GPs), passive investors (LPs), service providers, and any other fund nerds looking to learn more about the industry.
It’s been a long journey. Thank you to all of you who have supported me throughout this process. ❤️
Table of contents:
1. How Long Does It Take to Raise a Fund?
2. How Will You Be Paid for Managing the Fund?
3. Who Do You Need on Your Team?
4. Do You Want a Multi-Asset “Fund” or Deal-by-Deal
“Syndications”?
5. Do You Want a “Closed-End” Fund or an Evergreen
“Open-End” Fund?
6. What Key Investment Terms Do You Need in Your
Investment Fund or Syndication?
7. How Do You Distribute Money to Investors Using a
“Waterfall”?
8. What Legal Documents Do You Need to Raise a Fund?
9. How Do You Negotiate with Potential Investors?
10. What Are the Mechanics for Admitting Investors into a Fund?
11. How Do You Call Capital from Investors?
12. The Securities Act of 1933
13. The Investment Company Act of 1940
14. The Investment Advisers Act of 1940
15. State Investment Adviser Laws
16. Tax Laws (and How to Structure Around Them)
Please share if you're feeling generous 🙏
We’re excited to welcome the newest additions to the team —
Chief Oxygen Officers 🪴
Bringing fresh air, great vibes, and zero complaints.
#WorkHardPlantHard
After stabilizing our most recent purchase, The Residences at Belle Square (Pictured Below), we are actively looking for the next deal. Let us know about any opportunities that fit the range of our Buybox!
We are actively seeking new opportunities!
We target well-located multifamily assets across the Midwest and Mountain West. We also actively invest in multifamily-adjacent real estate and operating companies with a focus on durability, lifestyle, and quality. We're drawn to unique situations that reward creativity and pursue transactions where incentives are clearly aligned. We look to partner with people who share our values and long-term approach.
For further information, see the link below.
https://t.co/k0ovu5GjEN