Christian Sinatra
I sell complex technology to large enterprises and have for 20+ years at Microsoft, Salesforce, and American Express. Today my focus is helping companies put frontier AI into production.
On stage
Keynotes and executive sessions for customers, partners, and Salesforce's own Corporate Kickoff.
Selling like an owner
My work is finding the high-value use case inside a large company, building consensus from the engineers running the evaluation to the executives signing it, and closing deals that take many months and many stakeholders.
Between American Express and Salesforce, I bootstrapped DrapeStyle, a direct-to-consumer brand, from my garage to 65,000+ customers, won Costco as its exclusive national online partner, and sold it in 2014. That's why I start every deal with the customer's P&L, not my product sheet.
I use Claude every day to build working tools, from a Python analytics dashboard to my own account research and executive-briefing workflows. I care about AI that enterprises can trust as much as AI that performs.
Where I've done it
- 2020 – Present
Microsoft · Client Director; Director Specialist
Full-cycle enterprise sales across Azure, AI, and data for a book of strategic accounts. Closed a $42M enterprise agreement.
- 2015 – 2020
Salesforce · Managing Director; Director, Strategic Accounts
Built a new industry vertical from zero to $100M+ in bookings and closed one of the company's largest strategic deals of the year. Chairman's Club (FY18).
- 2006 – 2014
DrapeStyle, Inc. · Founder & CEO (acquired 2014)
Bootstrapped DTC e-commerce brand; exclusive national online partner to Costco.
- 1999 – 2006
American Express · VP, Strategic Accounts
National partnerships with Autodesk, Staples, Office Depot, and United Rentals. President's Club; Most Valuable Player (Division).
- 1995 – 1999
Dana Incorporated · Regional Manager, Technology Finance
Supported the Apple Commercial Credit Program. 2x President's Club; part of the team that earned the Malcolm Baldrige National Quality Award.
- 1991 – 1995
Konica Minolta · Senior Account Executive
Closed major contracts including Six Flags Magic Mountain and the Academy of Motion Picture Arts & Sciences. 2x President's Club.
Awards
Let's talk.
The fastest way to reach me is email or LinkedIn.