I'm building a portfolio of real estate and real estate-adjacent companies.
Here's what I've go so far.
Transaction consulting and coordination for creative finance real estate transactions (subject-to / subto, seller finance, wrap mortgages, land contracts, and other creative acquisition strategies).
This company truly is set apart from the competition, with hundreds of five-star reviews from clients and a reputation for excellence among title professionals.
Creative TC helps make creative finance safe, legal, and ethical.
Flat-fee due on sale risk reduction and fixer service for due-on-sale loan accelerations.
While some would call it "due on sale insurance" it's technically prepaid due on sale remediation with a moneyback guarantee. But the result looks and feels the same to most people.
DOS Guard helps buyers, sellers, agents, private lenders, and wholesalers by ensuring all parties understand the risks of due on sale and obtaining alignment/buy-in before there's a problem that divides people.
Uncommon competence.
This company is focused on combining industry expertise and experience with a practical understanding of the roles and needs of each party in a real estate transaction.
We will earn the repeat business of investors.
We will serve the clients of real estate agents so well they can't recommend any place else.
We will fight for stellar reviews.
All by focusing on the customer experience.
Currently launching in Colorado — with plans to expand with investor support into other states.
Cybersecurity reviews and compliance for growing firms.
Perfect for companies preparing for vendor contracts or raising capital.
Own and operate four single-family rentals in the Midwest.
Now professionally managed. Cashflow-focused. No landlord drama.
4 Single-Family Homes
Midwest Markets
Professional Property Management
Consistent Cash Flow
Long-term Hold Strategy
Each business is built with the same core principles
Every business solves a real problem I've experienced firsthand as an operator.
Built for scale with documented processes and clear delegation structures.
Focused on sustainable revenue models that generate consistent returns.
All businesses are either directly in real estate or serve the real estate industry. This creates synergies and allows me to leverage deep market knowledge across the portfolio.
I'm not just an investor — I'm an active operator in each business. This hands-on approach ensures quality and allows for rapid iteration and improvement.
Focus on service businesses that solve specific pain points for real estate investors and professionals. These models are capital-efficient and highly scalable.
Building businesses to hold for decades, not quarters. This approach allows for sustainable growth and compound returns over time.
If you're building something complementary or see opportunities for collaboration, let's talk.
© 2025 Caleb Christopher. All rights reserved.