Gary M. Dietz — EdTech PMM & Sales Enablement Contractor

Gary M. DietzEntrepreneurial Product Marketing & Sales Enablement

EdTech & B2B SaaS Product Marketing  •  Sales Enablement  •  Author  •  Training

Translates tech into clear market narratives and business results. Seeking? Senior IC role to execute hands-on, collaborate, and lead by influence.

Hands-on execution if your strategy is in place. Need strategic help? Gotcha covered.

Verticals: EdTech, UCaaS, cybersecurity, HR, training. Elluminate, Blackboard, Turnitin, Acronis, AMCS, YOOBIC. Pragmatic certified. 0-1 launches & mature firms. Sales enablement. Wrote 2 books. AI? Started pre-hype.

Results: Revenue impact with fewer review cycles, seasoned judgment, & hands-on action. AI-informed toolset.

Product Marketing work

Product Marketing & Sales Enablement

A senior IC ready to jump in and solve problems. Fast.

Twenty-five+ years of senior IC product marketing across EdTech, cybersecurity, real-time collaboration, environmental SaaS, and workforce tech. Pragmatic Marketing certified. Launched products that won awards, built category-defining messaging from zero, and created seller programs that were used by sellers.

Moved the needle in win-loss reporting, positioning and messaging, demo coaching and role plays, webinars with <5% drop-off (vs. 50%+), roundtables, & show floor refactors. AI workflows are how I work, today. Drove a $0 to $6.5M pipeline in a category that didn't exist before us as well as worked with mature products. Fast ramp. Senior judgment. Fun.

Res-O-Matic AI Career Story Generator

AI Storytelling App

A PMM who proves understanding of today's AI beyond research and writing assistance.

Try Res-O-Matic. A market problem I solved myself. Hiring managers want stories that map to their specific problems. I built an agentic app to choose your own adventure. Pulls real career stories, portfolio samples, and references from a structured private dataset based on what the hiring manager is interested in.

Built on Claude Code w/Claude API, WordPress, and SQL + custom data tags. No templates, no generic output. This project shows the pattern recognition and synthesis I bring to the table: Identify needs, plan and build, & iterate fast. Res-O-Matic. It's the kind of innovation and action I bring to the table.

A doer and fail-fast iterator. Builds new or absorbs existing strategy and executes, not just manages.

Earns Executive Trust

  • Turnitin leaders tapped me for M&A research project.
  • Elluminate leaders challenged me to source and lead an OEM-in videoconferencing deal.
  • Led. Reported. Hands-on: Research, assets, team influence, output & revenue.

Informed by Field Work

  • Interviewed over-the-road truckers to understand buyers.
  • Helped IT during Elluminate field deployments.
  • Trained 90+ teachers during COVID lockdown.
  • Paraprofessional work in a local school, in the rooms EdTech sells to.

Ensuring Relationship

Build relationships over decades. Re-hired by leaders & customers.

  • COVID elearning training executed with former customer.
  • Brandeis invited me three times as a speaker.
  • Former customers pulled me into podcast.

Gary the Writer & Advocate

Two exciting book and education projects that Gary has completed for retail sale as well as on the market to educational or other publishers for license, updates, or sale of IP. Click either project for more details.