Operator

Mike de la Cruz

$10M–$75M B2B vertical SaaS companies with working AI, behind plan — declining NRR and compressing margins. I deliver 15%–25% EBITDA margin within 12–18 months.

Directly

Negative to 22% EBITDA margin in 12 months, expanding to 31% at close. Promoted from CBO to CEO to lead the turnaround and exit. Rebuilt cost architecture and deployed AI automation contributing an estimated 50% of EBITDA at exit. Led the complete exit process as CEO. Asset sale to a PE-backed acquirer. Enterprise customers included Microsoft, Airbnb, SAP, and AT&T.

iAdvize

President & Chief Strategy Officer

$0 to $10M+ AI ARR in 24 months. Led the operational restructure, collapsing an 18-product portfolio to two: one vertical AI agent, one SaaS add-on. Compressed sales cycles from 9 months to 60 days. Trial-to-paid conversion tripled in Year 1. Enterprise customers included Otterbox, Kendra Scott, and LG.com.

HP Enterprise Services

VP & GM, Application Services (Global Delivery & Industry Solutions)

5 points of EBITDA margin added to a $4B Application Services business from a $250M P&L. Built the industrialized delivery infrastructure that absorbed onshore work from fixed price contracts, removing $200M+ in structural cost. Rationalized the vertical IP portfolio, reducing R&D spend by $48M annually.

The pattern

The AI works before the commercial model does — that's where I operate now. It's the same reset I ran on a $4B services business long before AI: concentrate the portfolio, reset the operating model, convert capability into EBITDA.

Working AI that isn't converting to EBITDA is the exact reset I've run. Email me if you're living it too, and I'll send back the reset on one page.

Email Mike →mike@mikedelacruz.com