Hi, I'm Caleb.
Building companies that solve real problems
About Me
I build companies that solve real problems. I'm the founder of Creative TC, DOS Guard, and Creative Title Company — all born from my own experiences as an operator and dealmaker.
I'm also a husband, father of four, real estate investor, systems nerd, and former cybersecurity pro.
Business is where I work out my values: stewardship, service, truth, and long-term thinking. I don't just chase ROI — I build useful things that produce consistent, outsized results.
I Focus On What Matters
Clarity over complexity
Conservative underwriting over hype
Delegation over DIY (this one's tough!)
Long-term over loud
My Background
Real Estate: Active investor with a portfolio of single-family rentals and creative finance deals
Technology: Former IT Director and cybersecurity consultant with deep risk analysis thinking experience
Business: Serial entrepreneur focused on service-based companies in the real estate space
Family: Husband and father of four, balancing business growth with family priorities
Let's Work Together
I'm open to great people and smart partnerships.
Partnership Opportunities
If you want to invest in my projects;
If you're building something in real estate, service, education, or tech and think we might align — subscribe to my Boardroom Newsletter for my contact info.
Speaking & Media
I'm a regular podcast guest and speaker.
If you have a conference, meetup, or podcast and would like my take on things, let's set up a call.
I'd also love to do Instagram collaborator posts.
Core Values
Stewardship
Building businesses that create lasting value for all stakeholders, not just quick wins.
Service
Every business should solve real problems and make people's lives genuinely better.
Truth
Radical transparency in business operations, performance, and decision-making.
Long-term Thinking
Building sustainable systems and relationships that compound over decades, not quarters.
© 2025 Caleb Christopher. All rights reserved.