WiscoREIA Sheboygan: Finding Your Focus as You Build Your Portfolio

Finding Your Focus as You Build Your Portfolio

Are you feeling pulled in too many directions with your real estate investing? Not sure what strategy to double down on—or how to scale what you’ve already started?

At this WiscoREIA Sheboygan meeting, we’re diving into what it really takes to find your focus and build a portfolio that actually works for you.

In this session, you’ll learn how to move from scattered efforts to a clear, intentional path—whether you’re just getting started or looking to grow smarter and faster.

In this session, you’ll learn:

✅ Getting started with other people’s money.

Learn how to break into investing without relying solely on your own capital—and how to structure deals that make sense for everyone involved.

✅ Scaling without investors.

Discover strategies to continue growing your portfolio independently and sustainably.

✅ Short-term rentals for lifestyle + tax advantages.

Explore how short-term rentals can add flexibility, increase income, and create unique tax benefits.

✅ Marketing your Airbnb like a pro.

Understand what actually drives bookings—and how to stand out in a crowded market.

✅ Expanding into complementary business lines.

See how adding the right pieces to your business can increase income, reduce risk, and create long-term stability.

Whether your goal is more cash flow, more freedom, or more clarity—this session will help you take the next step with confidence.

Come ready to learn, connect, and walk away with actionable strategies you can start using right away.

Speaker: Margaret Jaberg

Margaret Jaberg currently manages over $2M in investment real estate, with holdings in both long term and short term rentals, as well as related management and hospitality companies. She began creating her own portfolio 7 years ago after a career as a lender and developer for other owner investors. She’ll share stories from the foxholes and suggestions that keep her focused through renovations, tenants and other roadblocks.

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

Know what’s Happening Next — before everyone else does.

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Host or Publisher WiscoREIA