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• WiscoREIA Hayward: Analyzing Deals: What Works, What Doesn’t, and Why

  • When
    18 Mar 2026
  •  
    5:30 PM - 8:15 PM
  • Location
    Los Portales Mexican Restaurant | 15546 Co Rd B Hayward, WI 54843

  Register

  Analyzing Deals: What Works, What Doesn’t, and Why

  Click here to register!

  Want to sharpen your deal analysis skillsand avoid costly mistakes?

  Join Jeff Cichocki as he walks through real-world case studies of actual deals—both funded and not funded—and breaks down exactly why they worked or why they didn’t.

  
  

  Jeff will dive into a handful of deals, showing the numbers, assumptions, and decision points that matter most. You’ll learn how lenders and investors evaluate opportunities, spot red flags, and understand how small adjustments can turn a “no” into a “yes.”

  
  

  Whether you’re new to investing or looking to level up your underwriting skills, this session will give you practical insights you can apply immediately to analyze deals with confidence.

  
  

  Come ready to learn, ask questions, and think like a pro when it comes to deal analysis!

  
  

  Speaker: Jeff Cichocki

  

  Capital Strategist | Private Lender | Real Estate Investor

  Jeff Cichocki is a real estate investor, capital strategist, and private lender with over 20 years of experience and 2,000+ transactions to his name. As founder of Best REI Funding, he helps investors and entrepreneurs structure smart, real-world capital solutions for real estate and business deals. Known for his calm clarity and creative approach, Jeff brings deep expertise in private lending, deal structuring, and strategic funding.

  
  

  WiscoREIA’s Hayward Meeting Always Meets on the 3rd Wednesday Month from

  5:30 pm - 8:15 pm!

  
  

  Hosts: Amanda Wilson and Marcus Eytcheson

  

  Amanda Wilson is an alumna of the UW–Madison School of Business and the James A. Graaskamp Real Estate Program. She is an active member of the Wisconsin Real Estate Alumni Association (WREAA), WiscoREIA, and the founder of the Hayward Lakes REIA.

  
  

  Since 2012, Amanda has owned and operated Deerfoot Lodge & Resort, a four-season family fishing resort on the Chippewa Flowage, Wisconsin's largest wilderness lake in Hayward, Wisconsin - an entrepreneurial endeavor that continues a cherished family vacation tradition and also launched her real estate investing journey. Over the years, she has expanded her portfolio to include storage, commercial, and residential rental properties, all driven by a mission to make the Hayward Lakes area an even better place to live, work, and play for generations to come.

  
  

  When she’s not chasing real estate deals, you’ll likely find Amanda chasing muskies in her Lund Pro-V, either on the Chippewa Flowage or waters across the country.

  
  

  

  Marcus has been involved in the construction industry for most of his life. Spending years working on different crews, doing sales for various contractors, and finally going to work with his team at Local Roofing. Marcus is now involved in the training, support, and management of the team here at Local Roofing.

  
  

  Outside of roofing Marcus has a passion for investing in rural community businesses and real estate opportunities. Marcus is married to his wife Alisa Eytcheson with three young children Edwin, Esme, and Elon.

  
  

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

  
  

  **Meeting Location**

  Los Portales Mexican Restaurant

  15546 Co Rd B

  Hayward, WI 54843

  
  

  Please enjoy food, drinks, and TIP YOUR SERVERS!

  5:30 pm - 6:00 pm - Doors open early for Networking

  6:00 pm - 8:15 pm - Speaker Presentation

  
  

  The meeting ends at 8:15 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 register!

  Show details
• WiscoREIA Hayward: Diversifying your real estate portfolio to thrive in the Hayward Lakes area, all year round!

  • When
    15 Apr 2026
  •  
    5:30 PM - 8:15 PM
  • Location
    Weber's Northwoods Tavern | 12131 WI-77, Hayward, WI 54843

  Register

  Diversifying Your Real Estate Portfolio to Thrive in the Hayward Lakes Area, All Year Round!

  Click here to register!

  
  

  The Hayward Lakes area offers incredible opportunities—but as many know, it's a unique market shaped by seasonal tourism, unpredictable weather, and ever-shifting economic trends. In this engaging and down-to-earth session, longtime local and real estate entrepreneur Mike Best will share how building a diverse real estate portfolio has been key to not just surviving—but thriving—in Northern Wisconsin's real estate scene.

  
  

  Drawing on a lifetime in the area and a family legacy rooted in the tourism industry, Mike will offer insight into how he adapted and built a career beyond traditional home sales. From vacation rentals and property management to running a successful guide service and owning multiple small businesses, Mike’s story is proof that the path to long-term success in the Hayward area is anything but one-dimensional.

  This session is for real estate professionals who want to:

  • Weather the ups and downs of a highly seasonal market

  • Explore new income streams tied to tourism, rentals, and off-season services

  • Learn what it really takes to build a career in Hayward that lasts beyond the next boom or bust

  • Hear real-life lessons and tips from someone who’s lived it—and is still living it

  
  

  Whether you're just getting started or have been in real estate for years, you'll leave this talk with fresh perspective, practical ideas, and renewed motivation to take your career to the next level—all year round.

  
  

  Speaker: Mike Best

  

  Real Estate Professional | Entrepreneur | Lake Fishing Guide

  After graduating from the University of Wisconsin–Eau Claire in 1996, Mike Best returned to his hometown of Cable, Wisconsin, and launched a computer and IT business that still thrives today. Not long after, Mike purchased Recreational Rental Properties, Inc. from his mother, Barbara Best, who founded the company in 1986. Under Mike’s leadership, the company has grown significantly and now manages over 86 privately-owned vacation homes across four counties, including two of the area’s most iconic destinations: Grand Pines Resort in Hayward and Tagalong Rentals in Birchwood.

  Running a full-scale property management company and overseeing well-known resorts has taught Mike how to deliver exceptional customer service and given him an in-depth knowledge of the region’s lakes, communities, and real estate market. With more than 25 years of experience in the Northwoods rental market, Mike brings a unique and highly informed perspective to his real estate career—blending entrepreneurial know-how with a passion for helping others find their place in the Hayward and Cable area.

  Mike’s recent work managing Grand Pines Resort on Round Lake—a lake known for world-class fishing and crystal-clear waters—has only deepened his appreciation for the area and what makes it so special.

  In addition to his business and real estate work, Mike runs a popular fishing guide service. A lifelong outdoorsman, Mike grew up hunting and fishing the woods and waters of Northwest Wisconsin, and today he enjoys those same pastimes with his wife and twin daughters. Whether he’s helping clients find their dream lake home or guiding anglers to trophy fish, Mike’s love for the Northwoods is at the heart of everything he does.

  Don’t be surprised if you spot him out on Round Lake—either helping someone reel in a walleye or close on their perfect Northwoods getaway.

  
  

  WiscoREIA’s Hayward Meeting Always Meets on the 3rd Wednesday Month from

  5:30 pm - 8:15 pm!

  
  

  Hosts: Amanda Wilson and Marcus Eytcheson

  

  Amanda Wilson is an alumna of the UW–Madison School of Business and the James A. Graaskamp Real Estate Program. She is an active member of the Wisconsin Real Estate Alumni Association (WREAA), WiscoREIA, and the founder of the Hayward Lakes REIA.

  
  

  Since 2012, Amanda has owned and operated Deerfoot Lodge & Resort, a four-season family fishing resort on the Chippewa Flowage, Wisconsin's largest wilderness lake in Hayward, Wisconsin - an entrepreneurial endeavor that continues a cherished family vacation tradition and also launched her real estate investing journey. Over the years, she has expanded her portfolio to include storage, commercial, and residential rental properties, all driven by a mission to make the Hayward Lakes area an even better place to live, work, and play for generations to come.

  
  

  When she’s not chasing real estate deals, you’ll likely find Amanda chasing muskies in her Lund Pro-V, either on the Chippewa Flowage or waters across the country.

  
  

  

  Marcus has been involved in the construction industry for most of his life. Spending years working on different crews, doing sales for various contractors, and finally going to work with his team at Local Roofing. Marcus is now involved in the training, support, and management of the team here at Local Roofing.

  
  

  Outside of roofing Marcus has a passion for investing in rural community businesses and real estate opportunities. Marcus is married to his wife Alisa Eytcheson with three young children Edwin, Esme, and Elon.

  
  

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

  
  

  **NEW Meeting Location**

  Weber's Northwoods Tavern

  12131 WI-77

  Hayward, WI 54843

  
  

  Please enjoy food, drinks, and TIP YOUR SERVERS!

  5:30 pm - 6:00 pm - Doors open early for Networking

  6:00 pm - 8:15 pm - Speaker Presentation

  
  

  The meeting ends at 8:15 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 register!

  Show details
• WiscoREIA Hayward: STR Guest Experience Masterclass: Turn Every Stay into a 5-Star Story

  • When
    20 May 2026
  •  
    5:30 PM - 8:15 PM
  • Location
    Los Portales Mexican Restaurant | 15546 Co Rd B

  Register

  STR Guest Experience Masterclass:

  Turn Every Stay into a 5-Star Story

  Click here to register!

  
  

  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 Hayward Meeting Always Meets on the 3rd Wednesday Month from

  5:30 pm - 8:15 pm!

  
  

  Hosts: Amanda Wilson and Marcus Eytcheson

  

  Amanda Wilson is an alumna of the UW–Madison School of Business and the James A. Graaskamp Real Estate Program. She is an active member of the Wisconsin Real Estate Alumni Association (WREAA), WiscoREIA, and the founder of the Hayward Lakes REIA.

  
  

  Since 2012, Amanda has owned and operated Deerfoot Lodge & Resort, a four-season family fishing resort on the Chippewa Flowage, Wisconsin's largest wilderness lake in Hayward, Wisconsin - an entrepreneurial endeavor that continues a cherished family vacation tradition and also launched her real estate investing journey. Over the years, she has expanded her portfolio to include storage, commercial, and residential rental properties, all driven by a mission to make the Hayward Lakes area an even better place to live, work, and play for generations to come.

  
  

  When she’s not chasing real estate deals, you’ll likely find Amanda chasing muskies in her Lund Pro-V, either on the Chippewa Flowage or waters across the country.

  
  

  

  Marcus has been involved in the construction industry for most of his life. Spending years working on different crews, doing sales for various contractors, and finally going to work with his team at Local Roofing. Marcus is now involved in the training, support, and management of the team here at Local Roofing.

  
  

  Outside of roofing Marcus has a passion for investing in rural community businesses and real estate opportunities. Marcus is married to his wife Alisa Eytcheson with three young children Edwin, Esme, and Elon.

  
  

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

  
  

  **Meeting Location**

  Los Portales Mexican Restaurant

  15546 Co Rd B

  Hayward, WI 54843

  
  

  Please enjoy food, drinks, and TIP YOUR SERVERS!

  5:30 pm - 6:00 pm - Doors open early for Networking

  6:00 pm - 8:15 pm - Speaker Presentation

  
  

  The meeting ends at 8:15 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 register!

  Show details
• WiscoREIA Hayward: Mastering Tax Planning!

  • When
    17 Jun 2026
  •  
    5:30 PM - 8:15 PM
  • Location
    Los Portales Mexican Restaurant | 15546 Co Rd B Hayward, WI 54843

  Register

  Mastering Tax Planning:Protect Your Wealth and Your Deals!

  Click here to register!

  
  

  In 2024, we're seeing a surge in IRS liens and garnishments, making effective tax planning more crucial than ever. The IRS is ramping up collections, and it's essential to navigate these waters with confidence.

  
  

  Here’s what Amy will cover:

  1. Tax Planning, Not Paying: Focus on strategic tax planning to minimize your liabilities. 

  2. Ensuring Proper Tax Structures: Ensure you have the right entities in place. 

  3. Choose the Right Tax Preparers and Bookkeepers: Collaborate with experienced professionals who understand the intricacies of tax regulations. 

  4. Common Deductions People Miss: Don’t leave money on the table! 

  5. Dealing with Increased Collections: If you find yourself facing collection actions, know your rights.

  6. What to Do If You Get a Notice from the IRS: Don’t panic! 

  7. Handling IRS Liens and Garnishments: If an IRS lien or garnishment threatens your business deals, act quickly. 

  
  

  The key to thriving in today’s tax landscape is knowledge and preparedness. Equip yourself with the right resources, and don’t face the IRS alone.

  
  

  Speaker: Amy Farrow

  

  Amy Farrow is an Attorney and real estate investor with over twenty-five years of experience.  She has represented business owners, banks, and real estate professionals in litigation and transactional matters.  Amy has also closed hundreds of real estate transactions, residential and commercial.   She has bought and flipped more properties than she can remember, the very first in 1999.

  
  

  Amy is a graduate of the University of Wisconsin, both undergraduate and law school.  She began her practice of law at a small firm servicing Columbia, Sauk and Dane County.  After a few years of practice, Amy joined the Department of Justice.   She served as a Special Agent with the Federal Bureau of Investigation in Oklahoma City, OK.  After five years, Amy returned to Wisconsin and resumed the practice of law serving southeastern Wisconsin.

  
  

  In her spare time, Amy loves to relax with her four children and two silly dogs.  She and her husband travel often and love to visit National Parks.  Amy also runs in obstacle and adventure races several times a year, such as the Tough Mudder and the Spartan races.   She is a commercial pilot and is currently looking to buy a plane for new adventures.   Amy also sits on the board of a nonprofit that focuses on raising money for breast cancer survivors and their families.

  
  

  WiscoREIA’s Hayward Meeting Always Meets on the 3rd Wednesday Month from

  5:30 pm - 8:15 pm!

  
  

  Hosts: Amanda Wilson and Marcus Eytcheson

  

  Amanda Wilson is an alumna of the UW–Madison School of Business and the James A. Graaskamp Real Estate Program. She is an active member of the Wisconsin Real Estate Alumni Association (WREAA), WiscoREIA, and the founder of the Hayward Lakes REIA.

  
  

  Since 2012, Amanda has owned and operated Deerfoot Lodge & Resort, a four-season family fishing resort on the Chippewa Flowage, Wisconsin's largest wilderness lake in Hayward, Wisconsin - an entrepreneurial endeavor that continues a cherished family vacation tradition and also launched her real estate investing journey. Over the years, she has expanded her portfolio to include storage, commercial, and residential rental properties, all driven by a mission to make the Hayward Lakes area an even better place to live, work, and play for generations to come.

  
  

  When she’s not chasing real estate deals, you’ll likely find Amanda chasing muskies in her Lund Pro-V, either on the Chippewa Flowage or waters across the country.

  
  

  

  Marcus has been involved in the construction industry for most of his life. Spending years working on different crews, doing sales for various contractors, and finally going to work with his team at Local Roofing. Marcus is now involved in the training, support, and management of the team here at Local Roofing.

  
  

  Outside of roofing Marcus has a passion for investing in rural community businesses and real estate opportunities. Marcus is married to his wife Alisa Eytcheson with three young children Edwin, Esme, and Elon.

  
  

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

  
  

  **Meeting Location**

  Los Portales Mexican Restaurant

  15546 Co Rd B

  Hayward, WI 54843

  
  

  Please enjoy food, drinks, and TIP YOUR SERVERS!

  5:30 pm - 6:00 pm - Doors open early for Networking

  6:00 pm - 8:15 pm - Speaker Presentation

  
  

  The meeting ends at 8:15 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 register!

  Show details