WiscoREIA Hudson: 30 Years of Lessons Learned: The Highs, the Lows, and the Landmines

30 Years of Lessons Learned: The Highs, the Lows, and the Landmines with Chris Hake

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You’re Invited to a Raw and Powerful Presentation from Chris Hake!!

After 30 years of entrepreneurial grit, real estate wins and losses, and life-altering challenges, Chris Hake is opening up and sharing the journey that shaped him as a man, investor, and leader.

In this powerful 1-hour session, Chris will reflect on:

· Becoming a millionaire… and losing it all in bankruptcy

· Battling chronic health issues and suicidal thoughts

· Finding identity and hope through faith in Jesus

· The most impactful books that shaped his path. 

· The importance of a written vision plan for your life and business

· Why coaches, mentors, and mastermind groups are non-negotiables

· His Top 10 Game Changers over 3 decades

· The 3 most essential ingredients for lasting success

· What he would say to his 30-years-younger self if given one chance

Whether you’re just getting started or scaling your next mountain, this talk will challenge, inspire, and equip you with real stories and real strategies to navigate your own journey—personally, professionally, and spiritually.

“If my story helps one person avoid a landmine or rediscover hope, then it’s worth every scar.” – Chris Hake

Come hear the hard truths, the big wins, the brutal setbacks—and the redemption woven throughout it all.

Speaker: Chris Hake

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.

WiscoREIA’s Hudson Meeting Always Meets on the 4th Tuesday of the month from

5:30 pm - 8:30 pm!

Hosts: Alyssa Burton & Lisa Mielke

Alyssa is an investor and agent operating in Wisconsin, Minnesota and Indiana. Founder of Inspired Investments, Inspired Realty, and Inspired Property Management LLC her businesses support her momentum in growing her real estate portfolio. Alyssa's favorite thing about real estate is that there are so many strategies and types of investments to get into. Since 2020, she has built a diverse portfolio of 70 units (give or take revolving flip projects) across various states—including single-family homes, multifamily, small apartments, Airbnb rentals and on the nonresidential front—self-storage and land.

She is dedicated to the belief that Real Estate can be used as a powerful tool to create positive change, and her greatest satisfaction is using what she has built to help do the most amount of good. Alyssa is always looking to grow and learn more and enjoys bringing like-minded individuals together.

On a personal note, Alyssa is a special needs mother and her children play a major role in what motivates and drives her, along with her faith and dedication to living out her calling and purpose. When she is not engaging in real estate-related activities you can find her chasing around her kids, volunteering, operating and collaborating with nonprofits, and advocating for the Down Syndrome community.

Lisa is a real estate agent and investment specialist serving Wisconsin and Minnesota. In 2022, she and her husband Johnathan purchased their first rental property with zero real estate experience. In less than three years, Lisa transformed from corporate engineer with a master's degree to full-time real estate investor and agent in 2025.

As an investor, she's built a portfolio of 10 rental units, and actively looking to scale, specializing in creative financing strategies that require less capital down while maintaining positive monthly cash flow- think BRRR method and seller financing. She also completes strategic flips in her local market when the numbers make sense.

As an agent, Lisa brings a fresh perspective to client service. She helps residential clients navigate the buying and selling process with clarity and confidence, often presenting sellers with creative options they never knew existed. She also partners with investors and commercial clients to identify and acquire profitable properties—leveraging the same growth-focused strategies she uses in her own portfolio.

When she's not sourcing deals, Lisa is a devoted mother who loves traveling the world, exploring new restaurants, and connecting over great coffee.

Make sure to bring tons of business cards as you will be meeting with people that you want to get to know!

Location

501 Tavern

501 6th St N,

Hudson, WI 54016

Please enjoy drinks, and TIP YOUR SERVERS!

Our Agenda

5:30 PM – Registration Check-In & Networking

• Informal networking with fellow investors

The event ends at 8:30 PM

You can stay after the meeting as well to network! Remember to bring your deals!

***Make sure to pre-register***

Click here to pre-register!