Portfolio

I'm building a portfolio of real estate and real estate-adjacent companies.

Here's what I've go so far.

Creative TC

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.

DOS Guard

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.

Creative Title Company

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.

Want to invest?

Select a state

Infosec Consulting

Cybersecurity reviews and compliance for growing firms.

Perfect for companies preparing for vendor contracts or raising capital.

SFH Rental Portfolio

Own and operate four single-family rentals in the Midwest.

Now professionally managed. Cashflow-focused. No landlord drama.

Portfolio Highlights

4 Single-Family Homes

Midwest Markets

Professional Property Management

Consistent Cash Flow

Long-term Hold Strategy

Portfolio Strategy

Each business is built with the same core principles

Problem-Focused

Every business solves a real problem I've experienced firsthand as an operator.

Systems-Driven

Built for scale with documented processes and clear delegation structures.

Cashflow Positive

Focused on sustainable revenue models that generate consistent returns.

Investment Philosophy

Real Estate Focus

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.

Operator-Led

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.

Service-Based Models

Focus on service businesses that solve specific pain points for real estate investors and professionals. These models are capital-efficient and highly scalable.

Long-Term Holds

Building businesses to hold for decades, not quarters. This approach allows for sustainable growth and compound returns over time.

Interested in Partnering?

If you're building something complementary or see opportunities for collaboration, let's talk.

© 2025 Caleb Christopher. All rights reserved.