Ashley Lang is a powerhouse real estate investor and the founder of Clear Trail Properties. She currently owns and operates 4 vacation rentals and 26 mid-term rental units across Arizona, Central Wisconsin, Northern Wisconsin, and Michigan’s Upper Peninsula. She recently just launched her co-hosting business as well. In addition to all that, she manages 25+ long-term rentals and flips single-family homes alongside her partner Buck.
With years of experience in the hospitality industry, Ashley is obsessed with the art and science of crafting unforgettable guest experiences. From strategic property acquisition to the placement of the dinnerware, she believes every detail matters in setting up the perfect short-term rental. Her passion lies not only in building wealth through real estate, but also in coaching others to do the same by empowering clients to turn their vision into a profitable, freedom-filled reality.
When she’s not running her businesses, Ashley can be found coaching others in holistic health, mountain biking, hiking, camping, or traveling with her boyfriend Buck, their son Korbin, and their 4 beloved bulldogs.
WiscoREIA’s Racine-Kenosha Meeting Always Meets on the 2nd Tuesday of the Month from 5:30 pm to 8:00 pm!
Host: Ray Thorsen & Ken Collins

Ray began his interest in real estate investing in 1999. His parents let him continue to live at home for free after he finished school, as long as he was saving his money. This allowed him to buy his first duplex, which he renovated, put tenants in, refinanced and bought another duplex. Today, that is called the “BRRRR” method. He continued to “House Hack” and “BRRRR” numerous times which led to experience in flipping houses, private lending, as well as, creative finance deals.
He always loves talking about real estate sharing what he has learned to do and what not to do. He also enjoys making business connections and learning from others’ trials and triumphs.
Outside of real estate, he loves spending time with his family. He is an aspiring wood worker, welder, and tinkerer. He likes to play golf, ride motorcycles, and go for cruises in the convertible with his kid.

Ken's journey began in the field of social work and psychotherapy, where he dedicated a decade to helping others navigate their personal challenges. Seeking new horizons, he transitioned into the tech industry, joining Hewlett-Packard. Over the next 24 years, he evolved from a Computer Engineer to a Global Project Manager, culminating in his leadership of the Global Sales Lead program, which under his stewardship generated nearly $1 billion in sales each year.
In 2016, Ken pivoted to real estate investing, initially employing the BRRRR (Buy, Rehab, Rent, Refinance, Repeat) method. Upon retiring from corporate life, he focused on creative deal structuring, mastering techniques like Subject-To (Sub2), Lease/Options, and Land Trusts. His portfolio includes over 50 Real Estate transactions in the last 8 years, ranging from mobile homes, single family and multifamily properties, showcasing his versatility and expertise in the real estate market.
Ken credits much of his real estate knowledge and sharpened skills to his active participation in the many WiscoREIA Madison education programs. Through joining their Coaching Program, completing the Blueprint course, and engaging in numerous educational opportunities including hands-on property tours and weekend training events from a variety of speakers sponsored by the REIA, Ken has continuously expanded his expertise in real estate.
Ken is renowned for his proficiency in lead generation and deal negotiation, leveraging a multitude of creative strategies to craft win-win scenarios in real estate. He now steps into his role as a coach for aspiring real estate investors, eager to share his knowledge and experience. He is always on the lookout for personal growth opportunities, being an active member of groups like Lifeonaire and the Generations of Wealth Mastermind group, which further fuel his passion for continuous learning and development.
With a life that beautifully blends family, community, technology, and real estate, Ken Collins is not just a coach but a mentor who understands the art of building wealth through real estate while maintaining a life of balance and fulfillment.
Make sure to bring tons of business cards as you will be meeting with people that you want to get to know!
Meeting Location:
Route 20 Bar & Grill
14001 Washington Ave
Sturtevant, WI 53177
Please enjoy food, drinks, and TIP YOUR SERVERS!
5:30 pm - 6:00 pm - Doors open early for Networking/Check-in
6:00 pm - 8:00 pm - Speaker Presentation
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!