Skip to main content

The Insider Recap: investing, MTRs, and empowering women with Grace Gudenkauf

  • November 17, 2025
  • 0 replies
  • 22 views
Petra Podobnik
Hospitable Team Member
Forum|alt.badge.img

Last week, we were thrilled to welcome ​@Grace Gudenkauf; real estate investor, educator, and co-founder of Women Invest in Real Estate (WIIRE), for an inspiring Insider session. Grace owns and self-manages more than 25 units across eastern Iowa and is passionate about helping women achieve financial freedom through real estate.

Here’s what Grace had to share.

 

What holds women back from scaling—and how to break through

Grace noted that women often approach real estate investing more conservatively; whether due to lack of access to capital, fewer role models, or limited experience with construction or hands-on work. Her advice?

  • Surround yourself with community (local or online) that helps you gain confidence and keep moving.
  • Push for more access to trade skills and construction knowledge, tailored for women.

 

Understanding the potential impact of 50-year loans

Longer amortization could bring more buyers into the market by lowering monthly payments, driving up prices and competition. But slower principal paydown means equity builds more slowly, limiting flexibility for refinancing or selling down the line.

 

Exploring mid-term rentals (MTR): Grace’s best tips

  • Start with a test listing. Grace tested demand by posting a listing on Furnished Finder before furnishing the unit, borrowing images from a friend and communicating transparently with potential tenants.
  • Estimate expenses carefully. Vacancy and utilities are the biggest wild cards—use tools like your utility company’s 12-month history lookup, and build in a conservative vacancy buffer (Grace uses 10%).
  • Estimate rents wisely. Analyze comps closely: are they pet-friendly? Updated? Similar size and amenities?
  • Diversify your channels. Outside of Furnished Finder, explore placements with insurance companies, universities, travel nurses, and relocation services.

 

Screening and systems for MTR success

Grace recommends using Hospitable’s direct booking tools for payment processing, deposits, and screening integrations.

One host asked how to properly screen guests while still using Instant Book on Airbnb. Grace’s take:

  • Start small: test it for a short time, monitor closely, and adapt your approach.
  • For bookings outside Airbnb (e.g. Facebook Marketplace or Furnished Finder), tools like Hospitable’s direct booking website and integrations (for payments and screening) are your best bet.
  • Other options: TurboTenant and similar long-term rental platforms.

 

Financing new builds and ADUs: work with local banks

Grace shared tips from her current triplex project:

  • Get early estimates from local builders to understand cost per square foot, and prioritize lots with existing infrastructure.
  • Build a relationship with a local bank. Grace started working with a small bank 5 years ago, and their flexibility and low fees have been a game-changer.

 

How Grace decides when to sell, and how to evaluate strategy

Grace shared a key lesson: it’s okay to sell. While she once planned to hold every property forever, she now prunes her portfolio to keep the highest-performing, lowest-maintenance units. She also prioritizes return on time, not just money; favoring more passive strategies as her business grows.

 

About Women Invest in Real Estate (WIIRE®)

WIIRE is a community that empowers women to become W2-optional through real estate investing. With 250+ active members, retreats across the U.S., and a strong mission to build wealth and improve communities, WIIRE helps women:

  • Gain confidence with hands-on investing
  • Connect with like-minded peers
  • Learn to be ethical, impactful landlords

The doors open a few times a year; next in January 2026.

Learn more at womeninvestinrealestate.com.

This was one well-rounded and practical Insider sessions. Grace brought a blend of insights, strategy, and heart. Thank you once again! 💜

—  

You can find the whole Insider conversation here: