
Michael Inghilterra
@michaelinghilterra
Revenue Operations executive at Trend Micro who scaled MEDDPICC to 150+ sellers and built real-time pipeline visibility.
What I'm looking for
At Trend Micro, I led BI and analytics across four regions, giving leadership real-time pipeline inspection and a unified view of the commercial business. I rolled out MEDDPICC to 150+ sellers and built North America's first commercial KPI baseline.
I rebuilt quarterly executive reporting for a $850M+ revenue organization, cutting the process from 10 days to 36 hours. The standardized board package covered four regions and brought pipeline, forecast, churn, retention, adoption, and seller productivity into one reporting layer.
Earlier at Trend Micro, I led North America sales development, sourced $54M in pipeline, and reshaped the team into specialized motions. In business development strategy, I enriched 80,000+ account and contact records and sized a $3B+ US addressable market.
I'm currently building trajecktory, an open-source AI career command center that scores job postings and tailors application materials. I shipped and actively maintain the full stack, with human approval on every send and confidence gating for thin-sample results. I'm open to senior Revenue Operations, Analytics, and Sales Development leadership roles.
Experience
Work history, roles, and key accomplishments
Founder & Builder
Trajecktory
Apr 2026 - Present (5 months)
Architected an agentic AI career command center that runs a job search end-to-end, cutting tailoring from 2 hours to 3 minutes. Shipped the full stack solo with 80+ releases and built governance with human-in-the-loop approval and confidence-gating.
Led BI and analytics across North America and AMEA, managing 5 direct reports and a 6-person Power BI development team. Rolled out MEDDPICC to 150+ sellers, built the first commercial KPI baseline, and cut executive reporting from 10 days to 36 hours.
Managed a portfolio of three emerging commercial programs, enriching 80,000+ account records and sizing a $3B+ US addressable market. De-risked a new go-to-market before launch.
Led the full North America sales development organization, sourcing $54M in pipeline and leading a 47-person team. Restructured the team into specialized pods and built the enterprise new-logo motion on AWS co-sell coverage.
Grew the Cloud One business development team from 5 to 15, building specialized new-logo, federal, and trial-conversion motions. Standardized global trial governance to turn trial-to-paid conversion into a repeatable motion.
Drove $3M in annual pipeline and $750K in closed wins, leading an associate team and averaging 500+ meetings and 125+ opportunities a year.
Raised Salesforce data quality across the territory, auditing and enriching thousands of prospect records via DiscoverOrg and LinkedIn.
Account Executive
Broadview Networks
Jan 2016 - Dec 2017 (1 year 11 months)
Account executive responsible for sales and account management.
Sales Consultant
LifeNet, LLC
Jan 2015 - Dec 2016 (1 year 11 months)
Sales consultant responsible for sales activities.
Major Account Manager
Truphone Ltd
Jan 2014 - Dec 2015 (1 year 11 months)
Managed major accounts and sales activities.
National Account Manager
Granite Telecommunications
Jan 2008 - Dec 2014 (6 years 11 months)
Managed national accounts and sales activities.
Education
Degrees, certifications, and relevant coursework
St. Bonaventure University
Coursework, Economics
Completed economics coursework at St. Bonaventure University.
MEDDIC Leadership and Enablement
MEDDIC Value Program, Sales Methodology
Completed the MEDDIC Value Program, focusing on MEDDICC sales methodology.
Dale Carnegie Institute
How to Win Friends and Influence People, Interpersonal Skills
Completed the How to Win Friends and Influence People program.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Salary expectations
Social media
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