I build businesses that create jobs, cashflow, and opportunity.
Founder. Operator. Systems thinker. Real estate deal architect.
Here's what I'm building:
Creative TC
Done-for-you creative deal consulting and coordination.
Hundreds of five-star reviews.
DOS Guard
Protection from the due-on-sale
clause. Risk reduction strategy meets
real-world remediation experience.
Creative Title Company
Title company launching in Colorado, focused on "uncommon competence."
Infosec
Consulting
Now reselling Google Workspace.
Formerly providing cybersecurity audits and strategic advisory for small companies.
SFH Rental Portfolio
Small portfolio of LTRs. Professionally managed.
The people who follow me get ahead faster
Monthly
Transparency
I provide real performance numbers from my business & real estate portfolio.
Tactical
Insights
Real lessons-learned from my experience as a business real estate portfolio owner/operator.
First Look
Opportunities
Be the first to know of upcoming investment opportunities. The early bird gets the worm!
Hi, I'm Caleb.
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 doing 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
I'm open to great people and smart partnerships.
If you'd like to invest with me or if you're building something great in real estate, education, or business and think we might align — subscribe to my Boardroom Newsletter so you have my contact info, then reach out!
I'm also a regular podcast guest and speaker, so if you're running a conference, meetup, or podcast, let's get booked!
What People Say
"Being an owner and employer of almost 100 full-time staff, I can certainly testify that Caleb has the intelligence, morals, and ethics that partners search for."
— Paul Lawrence
"Caleb is genuinely interested in process improvement and the end results and works with others to come up with the best solution and not just his way."
— Dianna Jones
"Caleb has great moral character and getting to know him as a family man was a pleasure."
— Dennis Szymanski
"Caleb is an educator, providing real-world experience. He's also giving back by providing internship opportunities."
— Nate Bliss
© 2025 Caleb Christopher. All rights reserved.