About this Event
Exit Strategy Engineering
The difference between a risky deal and a profitable one often comes down to one thing: your exit strategy.
Too many investors focus only on the purchase price—but experienced investors know that real success comes from engineering the outcome before ever closing the deal. In this session, you’ll learn how to evaluate opportunities based on clear, strategic exit plans that are realistic, repeatable, and aligned with your resources.
By analyzing multiple exit options upfront—whether it’s flipping, renting, wholesaling, or creative financing—you can identify the most profitable path while minimizing risk. Instead of chasing deals and hoping they work out, you’ll learn how to design deals with the end in mind.
In this no-BS presentation, I'll give you exactly what I wish someone handed me on day 1 (and what I'm ruthlessly focused on right now after 7 years of real deals, mistakes, and wins).
In this session, you’ll learn:
✅ How to evaluate deals based on exit strategy—not just price
✅ How comparing multiple exit options can reveal hidden profit opportunities
✅ How to reduce risk by choosing the most realistic and executable path
✅ Why consistent results come from designing outcomes, not chasing opportunities
If you want to make smarter decisions, avoid costly mistakes, and build a more predictable investing business, this session will change the way you look at every deal.
Speaker: Nathan Taylor
Nathan Taylor is a multidisciplinary professional with a background in information technology, business leadership, and hospitality management. He serves as full-time faculty at Lakeshore College, where he teaches cybersecurity, networking, and artificial intelligence, and develops AI training programs for today’s workforce.
Dr. Taylor holds a Doctor of Business Administration from Walden University, where his research focused on how small business owners overcome barriers to adopting artificial intelligence. He also earned a Master of Science in Information and Communication Technologies with a focus on leadership and training.
Before transitioning into education, Nathan held executive leadership roles with global hospitality brands including Four Seasons, Fairmont, and Hyatt, leading multimillion-dollar operations and projects across the U.S. and internationally. He brings that real-world experience into every session, focusing on practical, actionable insights.
WiscoREIA’s Sheboygan Meeting Always Meets on the 3rd Wednesday of the Month from 5:30 pm to 8:15 pm!
Make sure to bring tons of business cards as you will be meeting with people that you want to get to know!
Meeting Location:
Legend Larry's
1142 Plankview Green Blvd
Sheboygan Falls, WI 53085
Please enjoy food, drinks, and TIP YOUR SERVERS!
Our Agenda
5:30 PM – Registration Check-In & Networking
• Informal networking with fellow investors
6:00 PM – Meeting Kickoff
• Welcome by Host and/or Co-Host
• WiscoREIA PowerPoint / announcements and updates
• Sponsor Introductions
• Haves & Wants – Share deals, services, and resources
6:30 PM – Deal Case Study
• Breakdown of a real deal with teachable moments (good, bad, ugly)
7:00 PM – Networking Breakouts
• Guest Orientation with Host
• Member & Sponsor general breakout for continued connection
7:15 PM – Main Presentation
• Host introduces Guest Speaker
8:15 PM – Closing Remarks
• Final thoughts and upcoming events
• Invitation to the "Meeting After the Meeting" for more networking
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***
Host: KyleKaufman
Event Venue & Nearby Stays
1142 Plankview Green Blvd, 1142 Plankview Green Boulevard, Sheboygan Falls, United States
USD 0.00
