Will Thomas

Legal AI GTM

New Yorkgtme · universe-v1
Legoraex-Pignatto and Underwood, P.A.ex-Northstar

About

I'm an Enterprise Sales Leader with over a decade of experience, specializing in driving business transformation and revenue growth. My approach is rooted in the belief that the modern seller must be a GTM Engineer and I am passionate about leveraging AI to multiply my work and empower my teams. I have extensive experience leading teams and taking startups to scale-ups and beyond. My current mission at Syndio is to help large enterprise companies use more data in all pay decisions, adopting a strategic, AI-first approach. I'm using AI to sell AI. I've pioneered the use of AI agents and LLMs to form the dynamic, modern sales playbook of the future. Examples: * Go-to-Market Engineering: I build and implement AI-native tech stacks, integrating tools like ChatGPT, Gemini, Perplexity, and Gong into every sales touchpoint. This allows me to automate and optimize workflows, from prospecting to deal closure. * Customized Pitches and Demos: I use AI to rapidly generate and tailor content, including presentations and proposals. I've built custom GPTs and agents, such as a customized demo flow using Google’s Agent Development Kit, to help prospects visualize how a product fits into their unique workflows. I use tools like Figma Make to create personalized landing pages in minutes. * Team Enablement: I'm committed to making everyone around me better. I regularly post to educate my team on AI best practices, fostering a culture of continuous improvement and empowering them to elevate their own performance. Throughout my career, I've lead teams and consistently succeeded in building new territories and GTM motions from the ground up, whether it was pioneering wallet messaging technology at Dispatch or leading the expansion into enterprise markets at Northstar. My passion lies in using technology to solve complex business problems, driving efficiency, and delivering exceptional value for clients. I've sold to a wide range of teams—from finance and marketing to HR—across diverse industries including non-profits, and to companies of all sizes, from SMBs to global multinationals.

GTM Index

Will Thomas

GTM Manager · Legora

Career Timeline

Now → Past

  1. PAVILIONJOB
    1. Executive Member
      Oct 2023 – Present
      2Y 10M
  2. LEGORAJOB
    1. GTM Mgr
      Jun 2026 – Present
      2M
  3. SYNDIOJOB
    1. Enterprise Account Executive
      Apr 2025 – Jun 2026
      1Y 2M
  4. QA NORTH AMERICAJOB
    1. Account Executive
      Feb 2024 – Apr 2025
      1Y 2M
  5. DISPATCHJOB
    1. Sales Dir
      Feb 2023 – Jan 2024
      11M
  6. NORTHSTARJOB
    1. Founding Account Executive
      Apr 2021 – Feb 2023
      1Y 10M
  7. JUSTWORKSJOB
    1. Account Executive II
      Jun 2020 – Apr 2021
      10M
    2. Account Executive
      Jun 2019 – Jun 2020
      1Y
The rest3 companies/schools · 5 stints

Time in market 15YOpen 2Closed 11Stints 13

Now → Past

gtmindex.io/p/willthomas101

  1. Job: Pignatto and Underwood, P.A. — Tax Associate · 2011-08 – 2012-08 · 1y
  2. Job: Northstar — Founding Account Executive · 2021-04 – 2023-02 · 1y 10mo
  3. Job: OneHope — Senior Relationship Manager · 2019-01 – 2019-06 · 5 mo
  4. Job: VALIC — Financial Advisor · 2012-08 – 2013-10 · 1y 2mo
  5. Job: OneHope — Major Gift Officer · 2018-01 – 2019-06 · 1y 5mo
  6. Job: Syndio — Enterprise Account Executive · 2025-04 – 2026-06 · 1y 2mo
  7. Job: OneHope — Director of Partner Engagement · 2013-10 – 2018-01 · 4y 3mo
  8. Job: Pavilion — Executive Member · 2023-10 – present · 2y 10mo
  9. Job: Justworks — Account Executive II · 2020-06 – 2021-04 · 10 mo
  10. Job: Dispatch — Sales Director · 2023-02 – 2024-01 · 11 mo
  11. Job: Justworks — Account Executive · 2019-06 – 2020-06 · 1y
  12. Job: QA North America — Account Executive · 2024-02 – 2025-04 · 1y 2mo
  13. Job: Legora — GTM Manager · 2026-06 – present · 2 mo

Skills

SalesforceMakeAccountingFinanceBusinessRevenue Cycle ManagementReporting & AnalysisSales ManagementSales ProcessesAIGTM EngineeringGo-to-Market StrategyCommercial DevelopmentInvestment AdvisoryStrategic Financial PlanningWealth ManagementSeries 7InvestmentsSpanishSalesStrategic Account Development

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