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Monthly Meeting: Short Term Rental Panel

with... Multiple Speaker(s)

Learn how top real estate investors are maximizing cash flow, navigating regulations, and scaling profitable short-term rental businesses at this expert-led panel.

Tuesday, April 8, 2025 6:00 PM - 9:00 PM
Sonesta Milwaukee West
10499 W Innovation Dr Wauwatosa, WI 53226

High Returns, Low Stress - Smart Investing in Short Term Rentals

Short-term rentals are more than just a trendy side hustle - they're a high reward strategy that can outpace traditional rentals in cash flow and appreciation. 

But with high returns come unique challenges. 

How do you navigate regulations, optimize pricing, and automate operations to scale efficiently?

Join us for an exclusive short term rental panel featuring seasons investors who have built a thriving short-term rental portfolio. They'll share real world insights, from identifying the right markets to streamlining management for maximum profitability. 

 

 

 These experts have successfully navigated market shifts, mastered guest management, and developed scalable systems to maximize profits. Now, they're sharing their insights with you!

 Meet the Panelists 

Adam Slipher

Adam has a diverse background of work and talents from advertising and branding to real estate and interior design/build. Over the past 12 years, he has run the gamut of residential real estate through wholesaling, flipping, BRRRR and building a rental portfolio in Southeastern Wisconsin. He has extensive knowledge of property and market analysis, raising private funds, renovations and design executions that are in tune with retail buyers.

His journey through real estate expanded into vacation rentals in 2021 with his first STR BRRRR in Conover, WI. This presented the opportunity to merge his passions of real estate, creativity and love of the outdoors into one channel. With the recent addition of another BRRRR STR in 2024, he's now continuing to grow a portfolio and expand his offering into co-hosting for other property owners. His focus is in the vacation market of Northern Wisconsin with plans of growth into other US vacation markets.


Michael Stefen

Throughout his decade-long journey in entrepreneurship, Michael has steered Wisconsin's foremost lacrosse organizations to unparalleled success, showcasing his adept leadership skills. Following the profitable sale of his lacrosse companies, he strategically reinvested the proceeds into real estate.

He has carved a niche for himself through astute investments, customer acquisition, monetization strategies, and adept management of assets and cash flow. Presently, his diverse portfolio range from single and multi family properties, as well as luxury rehabs in Milwaukee to international real estate in Tulum, MX.

Brittney Gradall

Brittney Gradall spent ten years working in international business and educational development before diving into real estate investing.  Her journey began with a duplex, gradually expanding into mid- and short-term rentals. Today, she renovates and invests in short-term rental properties, helps investors identify profitable opportunities across Wisconsin, and manage rentals for others using tech-savvy strategies to maximize revenue and bookings.

Brittney also serves as the president of the Wisconsin Short-Term Rental Hosts Association, advocating for hosts statewide.  


 Special Guest Emcee - Mark Kvetkovskiy 

Mark began his journey in real estate investment in August 2021 and has quickly evolved into a knowledgeable investor and trusted real estate advisor. 

Now, he works as a commercial real estate broker at Compass, where he guides investors and business owners through the processes of buying, selling, and leasing properties. 

Beyond his role at Compass, Mark is a co-founder of NINJA and actively contributes to the real estate community as a member of the Rental Property Association (RPA) and the Milwaukee Real Estate Investor Association (REIA). 

Before diving into real estate, Mark served as a wealth manager at BMO and J.P. Morgan.

 Why Should You Attend?

 Maximize Your Investment Return:
Learn how short-term rentals can generate significantly higher cash flow than traditional rentals and what strategies successful investors use to optimize revenue.

Learn from Real Investors with Proven Success:
his isn’t theory—it’s real-world experience. Hear from investors who have built, scaled, and sustained profitable short-term rental businesses, and get the inside scoop on what really works.

Get Your STR Questions Answered:
This is your chance to engage with industry experts, ask specific questions about your STR strategy, and walk away with actionable insights to implement immediately.

Whether you're considering your first short-term rental or looking to scale an existing portfolio, this event will equip you with the knowledge and tools to maximize profits and minimize headaches.


Meeting Agenda

5:45 - 6:00 pm   Check-in
6:00 - 6:45 pm   Mini Vendor Tradeshow
6:45 - 7:00 pm   Haves & Wants
7:00 - 8:30 pm   Featured Panel Presentation

Location

Sonesta Milwaukee West Wauwatosa
10499 W Innovation Dr
Wauwatosa, WI 53226

How to Attend

Click on the button below to register if you would like to attend. 

Guest - if this is your first REIA meeting, you can print a FREE Guest pass below. If you have already attended an event in the past, the door fee is $30. 

 


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Members:
Free
Non-Members:
$30.00
Get a FREE Guest Pass

Never been to a meeting before? First Time Guests can attend their first meeting for Free with a complimentary Guest Pass.


Date:  Tuesday, April 8, 2025
Time:  6:00 PM - 9:00 PM

Location:
Sonesta Milwaukee West
10499 W Innovation Dr
Wauwatosa, WI 53226

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Milwaukee Real Estate Investors Association

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Brookfield, WI 53005
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