Michael Maimo, MBA

Commercial Enablement Innovation Lead at Omada Health

Location n/a
Omada Healthex-Paycomex-Florida Power & Light

I build what didn't exist before.

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At Paycom, I owned the GTM enablement function as a team of one, managing approximately $5M in annual tech stack investment across 750+ sellers and leaders, deploying the sales org's first generative AI tools, architecting custom CRM integrations with the internal dev team, and designing the analytical framework that connected tool adoption directly to pipeline Tracking adoption alone was never the goal. I built a proprietary scoring model that ranked all 50+ sales offices against a mix of quota attainment, top-of-funnel pipeline metrics and rep activity (tool adoption), then delivered executive 1:1 briefings to every regional leader, and led live virtual enablement sessions with their sellers to close the gaps we identified together. The second year, we saw 15-20% improvements in top-of-funnel pipeline metrics across the What makes my perspective different is that I spent nearly a decade in commercial negotiation, contract strategy, and business development before moving into GTM and enablement. I think like the sellers I support. I've used the same influence and persuasion skills we teach in the field to drive internal adoption, push through organizational resistance, and build consensus across Sales, Marketing, Dev, IT, and executive The consistent thread in my career across every industry I've worked in has been to walk into a revenue-generating function, identify what's broken or missing, and build something that scales. That's true whether I'm standing up a GTM tech stack from scratch, transforming how an international sales team operates, or renegotiating a thousand contracts during a bankruptcy to maximize asset Open to senior IC and people leadership roles in GTM Enablement, RevOps, or GTM Strategy. Whether the function is well-established or still being built, I bring the same energy: building, iterating, collaborating, and pushing the strategy forward. Based in OKC metro for on-site or hybrid roles, open to remote.

Career Timeline

GTM Index

  1. OMADA HEALTHJOB
    1. Commercial Enablement Inno…
      0M
  2. GLGJOB
    1. GTM Enablement & Revenue T…
      3M
  3. PAYCOMJOB
    1. GTM Enablement Mgr
      3Y 2M
  4. CFS BRANDSJOB
    1. Mgr, Commercial Excellence
      1Y
    2. Account Executive
      11M
  5. CHESAPEAKE ENERGYJOB
    1. Commercial Services Mktg R…
      1Y 8M
    2. Crude Oil Mktg Representat…
      2Y 3M
    3. Liquids Logistics Represen…
      2Y
  6. PILOT FLYING JJOB
    1. Team Lead, Sales Analytics
      2Y 7M
  7. MIDTOWN VIDEOJOB
    1. Senior Technician/Project…
      4Y
  8. FLORIDA POWER & LIGHTJOB
    1. Technical Service Planning…
      2Y 9M

Time in market 21Y 7MOpen 2Closed 9Stints 11

gtmindex.io/p/mmaimo

  1. Job: Paycom — GTM Enablement Manager · 2023-03 – 2026-05
  2. Job: Florida Power & Light — Technical Service Planning Assistant - Power Systems & Delivery · 2005-01 – 2007-10
  3. Job: Chesapeake Energy — Liquids Logistics Representative · 2014-10 – 2016-10
  4. Job: Midtown Video — Senior Technician/Project Manager · 2007-10 – 2011-10
  5. Job: Omada Health — Commercial Enablement Innovation Lead · 2026-08 – present
  6. Job: CFS Brands — Manager, Commercial Excellence · 2021-10 – 2022-10
  7. Job: Chesapeake Energy — Commercial Services Marketing Representative · 2019-01 – 2020-09
  8. Job: Pilot Flying J — Team Lead, Sales Analytics · 2012-03 – 2014-10
  9. Job: Chesapeake Energy — Crude Oil Marketing Representative · 2016-10 – 2019-01
  10. Job: GLG — GTM Enablement & Revenue Technology Expert · 2026-05 – present
  11. Job: CFS Brands — Account Executive · 2020-11 – 2021-10

Skills

SalesforceAI AdoptionRevOpsCommercial OperationField EnablementAgile MethodologiesSales OperationsSales GrowthCash FlowBusiness AdministrationService PlanningCash Flow ForecastingSales Enablement TechnologyUser Interface DesignFinancial ModelingGo-to-Market StrategyProgram DevelopmentChange ManagementCross-functional Team LeadershipMicrosoft Excel

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