Educating Wisconsin Investors

WiscoREIA Wausau

Meeting every 3rd Monday

Upcoming events

    • 19 Oct 2026
    • 6:00 PM - 8:30 PM
    • The Bar | 10302 Market Street Rothschild, WI 54474
    Register
    Real Estate Nightmares & Horror Stories


    Every Investor Has a Deal That Still Haunts Them…


    Maybe it was the contractor who vanished without a trace.

    Maybe the “perfect” property that uncovered one expensive surprise after another.

    Maybe the tenant situation that turned into a full-blown nightmare.


    Or maybe it was the deal that looked like a home run… until it wasn’t.

    This October, WiscoREIA Wausau is bringing those stories to life with a Halloween-themed night of Real Estate Horror Stories!


    We’re opening the floor and inviting investors to share their real-life experiences — the bad deals, costly mistakes, unexpected disasters, difficult tenants, contractor nightmares, and lessons learned the hard way.


    And you’re not just coming to listen. Audience participation is encouraged! Share your own story, learn from someone else’s mistake, and hear the lessons behind the deals that didn’t go according to plan.


    Whether you’re a seasoned investor or just starting out, you’ll leave with:

    Real-world lessons
    Mistakes to avoid
    Stories you won’t forget
    A few laughs and great networking
    And maybe some reassurance that even experienced investors have a deal that haunts them!


    Come dressed for Halloween, bring your worst real estate horror story, and get ready for a meeting that’s equal parts education, networking, and entertainment.

    Because in real estate, sometimes the scariest deals make the best stories — and the best lessons.


    Join us this October at WiscoREIA Wausau for a night of Real Estate Horror Stories!


    WiscoREIA’s Wausau Meeting Always Meets on the 3rd Monday of the Month from

    6:00 pm - 8:30pm!


    Hosts: Derek Dombeck & Cayla Farley

    Derek has been a successful Investor since 2002. He’s been through the ups and downs of the markets and has the scars to prove it.

    Derek has been involved in hundreds of transactions in his career. He’s done wholesaling, flipping, landlording, lending and countless other investment strategies throughout the years.

    Derek loves negotiating with sellers. He loves to put together creative solutions for sellers that few other investors can put together.

    Derek loves giving back to the real estate community. Derek is also a coach and mentor who has a passion for helping others be successful too.


    Cayla and Brandon are a dynamic husband-and-wife real estate investing team based in Wisconsin. As parents of two and long-term investors, they’ve built their business around transforming outdated single-family and multifamily properties into strong, sustainable assets designed for long-term growth.

    Beyond real estate, they also own and operate a successful fence installation company, giving them a hands-on, operations-driven perspective that sets them apart. When they’re not managing projects or growing their portfolio, Cayla and Brandon love spending time outdoors, staying active, and making memories with their kids—proof that it’s possible to build a thriving business while prioritizing family and lifestyle.


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



    Meeting Location:

    The Bar

    10302 Market Street

    Rothschild, WI 54474

    Please enjoy food, drinks, and TIP YOUR SERVERS!


    **Time**

    6:00 pm - Doors Open & Check-in

    6:30 pm - Meeting Starts

    7:00 pm - 8:30 pm - Speaker Presentation


    The meeting ends at 8:30 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!


    Our doors are open to EVERYONE!


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

    Click here to pre-register!

    • 16 Nov 2026
    • 6:00 PM - 8:30 PM
    • The Bar | 10302 Market Street Rothschild, WI 54474
    Register

    STR Guest Experience Masterclass:

    Turn Every Stay into a 5-Star Story


    Want to stand out in a saturated short-term rental market?

    It’s not just about the property, it’s about the experience.


    Join seasoned STR investor Ashley Lang (29 units and counting) for a no-fluff, real-talk presentation on delivering 5-star guest experiences that actually grow your business.


    We’re talking:

    ✔️ How to create wow-factor moments without blowing your budget

    ✔️ Messaging strategies that prevent problems before they start

    ✔️ Handling guest drama like a pro (yes, even those guests)

    ✔️ Systems that make 5-star reviews the norm

    ✔️ The secret to turning one-time guests into loyal repeat bookers

    ✔️ How scale your STR portfolio


    Whether you’re managing your first unit or scaling a portfolio, this session will give you tangible tools to elevate your guest experience, and your bottom line.


    Speaker: Ashley Lang

    Ashley Lang  is a powerhouse real estate investor, short-term rental expert, and the founder of Clear Trail Properties. Since entering the short-term rental space in 2018, Ashley has built and scaled a high-performing STR portfolio rooted in one core belief: great design and great systems create great returns.


    She currently owns and operates 25+ short-term rental units across Arizona, Central Wisconsin, Northern Wisconsin, and Michigan’s Upper Peninsula, while also scaling a rapidly growing co-hosting company managing an additional 20+ units across the same markets. In addition, Ashley oversees 25+ long-term rentals and flips single-family homes alongside her partner, Buck.


    Ashley is known for her obsession with intentional STR design—from floor plans and furniture layouts to guest flow, durability, and the smallest finishing details. She believes design is not decoration; it’s a strategic tool that directly impacts occupancy, ADR, guest experience, and long-term asset performance. Her approach blends creativity with operational efficiency, ensuring properties are not only beautiful, but profitable and scalable.


    Beyond building her own real estate empire, Ashley is passionate about teaching and coaching other investors to shorten their learning curve, avoid costly mistakes, and create freedom through real estate-backed businesses. Her work empowers others to confidently turn a vision into a high-performing short-term rental operation.


    When she’s not running her companies, Ashley enjoys mountain biking, hiking, camping, and traveling with her boyfriend Buck, their son Korbin, and their four beloved bulldogs.

    WiscoREIA’s Wausau Meeting Always Meets on the 3rd Monday of the Month from

    6:00 pm - 8:30pm!


    Hosts: Derek Dombeck & Cayla Farley

    Derek has been a successful Investor since 2002. He’s been through the ups and downs of the markets and has the scars to prove it.

    Derek has been involved in hundreds of transactions in his career. He’s done wholesaling, flipping, landlording, lending and countless other investment strategies throughout the years.

    Derek loves negotiating with sellers. He loves to put together creative solutions for sellers that few other investors can put together.

    Derek loves giving back to the real estate community. Derek is also a coach and mentor who has a passion for helping others be successful too.


    Cayla and Brandon are a dynamic husband-and-wife real estate investing team based in Wisconsin. As parents of two and long-term investors, they’ve built their business around transforming outdated single-family and multifamily properties into strong, sustainable assets designed for long-term growth.

    Beyond real estate, they also own and operate a successful fence installation company, giving them a hands-on, operations-driven perspective that sets them apart. When they’re not managing projects or growing their portfolio, Cayla and Brandon love spending time outdoors, staying active, and making memories with their kids—proof that it’s possible to build a thriving business while prioritizing family and lifestyle.


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



    Meeting Location:

    The Bar

    10302 Market Street

    Rothschild, WI 54474

    Please enjoy food, drinks, and TIP YOUR SERVERS!


    **Time**

    6:00 pm - Doors Open & Check-in

    6:30 pm - Meeting Starts

    7:00 pm - 8:30 pm - Speaker Presentation


    The meeting ends at 8:30 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!


    Our doors are open to EVERYONE!


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

    Click here to pre-register!

WiscoREIA's Wausau Meeting Always Meets On The 3rd Monday Of The Month From 6:00 PM - 8:30 PM!


Our doors are open to EVERYONE!


Our Agenda

• We will have time for guests to check in, meet with our sponsors, and network from 6:00 pm to 6:30 pm.

• Our meeting will be from 6:30 pm - 8:30 pm!

• After the meeting, you can continue to stay and network!

• You are always able to purchase beverages before, during, and after our meeting.


Meeting Location:

The Bar

10302 Market St.

Rothschild, WI 54474

Hosted by: Derek Dombeck & Cayla Farley


WAUSAU HOSTS

GET TO KNOW OUR BRILLIANT WISCOREIA HOSTS!


Derek Dombeck

Derek Dombeck is a successful investor, national speaker, and International best-seller. He has surfed the ups and downs of the market since 2003. Derek’s expertise ranges from creative deal structuring, wholesaling, flipping, and land lording, to lending and investing throughout the years. He has been involved in thousands of transactions in his career; and what sets him apart is his love for people and their success.

Derek has an uncanny gift for problem solving and negotiating; and he enjoys using his gifts and knowledge to help people, sometimes when they have nowhere else to turn. This is why he is a founding member of The Generations of Wealth. This is a platform where real estate investors have access to resources that help grow their businesses as well as improve their visions for their personal lives. Having a clear Vision is Derek’s guiding light for all his life and business decisions.

Derek has co-founded a private lending company, a real estate acquisition company and hosts several national mastermind groups called REI Circle of Trust. He also hosts an annual advanced strategies and networking event for real estate investors called Generations of Wealth Voyage (gowvoyage.com). Derek is dedicated to giving back to his community. He founded and ran the Central Wisconsin Real Estate Investors Association and later merged with WiscoREIA, based out of Wausau Wisconsin. There he still teaches other real estate investors his keys to success.

Derek has been married for over 20 years. He and his wife have a unique family, with three children from different backgrounds. They avidly help other couples who are struggling through the conception/adoption process. Derek’s family loves to travel and experience new things. An adrenaline junkie at heart who grew up racing stock cars and sky diving now enjoys hunting, fishing and camping...and

watching the bucking bulls they own at rodeos.

Cayla Farley

Cayla and Brandon are a dynamic husband-and-wife real estate investing team based in Wisconsin. As parents of two and long-term investors, they’ve built their business around transforming outdated single-family and multifamily properties into strong, sustainable assets designed for long-term growth.

Beyond real estate, they also own and operate a successful fence installation company, giving them a hands-on, operations-driven perspective that sets them apart. When they’re not managing projects or growing their portfolio, Cayla and Brandon love spending time outdoors, staying active, and making memories with their kids—proof that it’s possible to build a thriving business while prioritizing family and lifestyle.





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