
Tony Galente
MIT AI/ML | 20+ Year Operations Executive | Turning AI Into P&L Growth
Studied at Massachusetts Institute of Technology
Works at Tailored AI Group
Available tomorrow at 12:30 AM UTC
Questions? Start chatting with this coach before you get started.
Tony's Coaching Offerings
Custom hourly · $250/hr
Get help with AI Readiness Assessment, AI Strategy, and .
Tony also coaches for Executive Coaching and Business Operations & Strategy. View all.
Tony’s AI Strategy & Transformation Qualifications
Coaches professionally
Experience level: Executive
100+ people coached for AI Strategy & Transformation
I help executives and business owners turn AI investments into systems that actually move the P&L - not just pilots and PowerPoints. I've personally built two enterprise AI platforms from the ground up and led AI transformation across organizations doing $250M+ in revenue. My background is from MIT in AI/ML plus 20+ years leading sales and operations with a specialization in neuroscience and behavioral psychology. So whether you're looking to build a team that's AI ready, trying to ship an AI initiative, or just trying to figure out where AI fits without burning capital and having employees abandon it after a week - I've got the expertise to help you get there.
Tony can help with:
AI Readiness Assessment
AI Strategy
Fractional AI Strategist
AI Roadmap Development
AI Agents
AI Policy & Governance Design
Tony also coaches for Executive Coaching and Business Operations & Strategy. View all.
About Tony
Tony Galente is an operator who learned the work from the ground up. He started at Marriott as a front desk agent in San Diego and, within two years, was running HR for three properties and 600 employees. He moved into automotive retail at Van Tuyl Group, the largest privately-held dealer in the country at the time, and went from salesperson to Finance Director in eighteen months. In 2014 he joined Coastal States Automotive Group as SVP, Sales and Operations. Over the next seven years he built the operating model that took the group from 6 rooftops and $50M in revenue to 14 rooftops and $250M, culminating in the 2021 sale to AutoNation for $550M. The lever underneath every chapter was the same: a twenty-year working study of behavioral science applied to real people and real revenue. After the exit he founded Tailored AI Group and went to MIT for AI and Machine Learning. He now functions as fractional CTO to mid-market service businesses, shipping production AI-enabled software across 27 engagements. The operator who now ships the code.
Work Experience

CAIO
Tailored AI Group
November 2021 - Present
Independent AI technology studio functioning as fractional CTO to mid-market service businesses across real estate, retail, and professional services. Scopes, designs, builds, deploys, and operates AI-enabled software for clients who do not have internal engineering capacity. • Delivered 27 client engagements in 4+ years across real estate, retail, and professional services verticals. • Built and operated multiple production systems serving real businesses with real customers, including an agent-facing operating platform for a residential real estate brokerage and a retail operating system for a multi-station physical gaming lounge. Both ship, support, and maintain ongoing. • Architected a proprietary AI platform (EVE) currently in pilot, spanning AI readiness assessment, intelligence automation, security tooling, and reasoning-quality modules. Six-repo codebase under active development toward a productized offering for mid-market operators. • Developing DCI (Dealership Central Intelligence), an AI operating layer for multi-rooftop auto dealer groups, currently in pilot with design partners. Purpose-built to translate 15 years of dealership operating experience into a productized tool. • Built proprietary AI cost infrastructure for client engagements, including per-user token caps, usage tracking, and governance enforcement. Ships as standard on every production engagement. • Operate as a single technical decision-maker across scope, architecture, implementation, deployment, and ongoing support. Modern production stack: Next.js, Postgres, Cloudflare Workers and Vercel deployment, OpenRouter for model routing, commercial integrations via Clover, Stripe, Twilio, Resend.

SVP Operations & Sales
Coastal States Automotive Group
February 2014 - October 2021
Family-owned auto retail group. Held P&L accountability across sales, F&I, fixed operations, marketing, HR, M&A, technology, and vendor management. Partnered with Owner, CFO, and COO to drive group-wide performance. Architected the operating model that scaled the group from 6 rooftops to 14 and delivered the 2021 sale to AutoNation for $550M. • Scaled group revenue from $50M to $250M over 7.5 years (5x growth, ~23% CAGR), culminating in the $550M exit to AutoNation in 2021. • Grew monthly sales volume from ~350 units across 6 stores to ~1,000 units across 14 stores while simultaneously lifting per-store throughput. • More than doubled average gross profit per deal from $2,500 to $5,500 round trip across the group (front-end plus F&I combined), driving sales gross from ~$10.5M/year to ~$66M/year. • Doubled F&I performance per retail unit, the single largest margin lever in auto retail economics and a primary driver of the group's valuation at exit. • Cut group-wide turnover from 80% (industry default) to 25% across 250 employees by rebuilding operational workflows across every department with deterministic automation, removing manual administrative burden, and freeing staff to focus on revenue-driving activity. Morale and compensation improved alongside. • Led fixed operations turnaround across service, parts, and body shop through the same process-automation approach applied to sales and F&I. • Integrated every acquisition onto the operating model without losing store leadership continuity. • Reported to the Owner, CFO, and COO. Functioned as the group's operating partner day-to-day across sales, F&I, fixed operations, marketing, HR, M&A, and technology.
Education

Massachusetts Institute of Technology
AI / ML
2025
Machine Learning and Artificial Intelligence (AI)

MIT Sloan
Neuroscience of Business, Business Administration and Management, General
2024 - 2024
Behavioral Psychology and Neuroscience

Kellogg School of Management (Northwestern)
Certification, Change Management
2024 - 2024