Dylan DeFlorio

Founder

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Dylan DeFlorio, Boston — Founder of D4 Capital Consulting, helping businesses grow through operations strategy, real estate, and AI. University of Alabama, NYU, New York University. MBA

I’ve always been drawn to systems that don’t quite work the way they should. In the Army, that meant leading teams in unpredictable environments—finding rapid solutions with limited resources. Later, at a venture-backed tech startup, it meant helping scale chaos into structure as we grew from pre-seed to Series B.

Somewhere between those worlds, I realized the same pattern kept showing up: most problems aren’t technical—they’re operational, human, and solvable with the right architecture. That mindset eventually pulled me into real estate and condo ownership, where I saw firsthand how these small ecosystems—hundreds of billions in assets—were still flying blind.

I started this company after seeing, as a condo owner and board member, how much inefficiency exists in how buildings operate. Condominiums & multifamilies function like small businesses—each with its own balance sheet, risks, and community—yet they rarely benefit from the scale or sophistication of larger organizations.

I decided to change that. By bringing the market together—property and asset managers, boards, and brokers—we’re tackling the largest operating expense for most buildings: insurance. My goal is to turn what’s now a fragmented renewal process into a coordinated system that delivers real savings, transparency, and leverage across the industry.

Outside of that mission, I love building new things—helping ideas take shape, systems find structure, and teams work smarter. Much of that work today lives at the intersection of AI, real estate, and operations.

I earned my undergraduate degree from the University of Alabama and am currently completing my MBA at New York University. I hold an active Property & Casualty Insurance License as well as a Secret Security Clearance.

I currently live in Boston with my wife, Dianne, and our golden retriever, Bodie.

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