Enterprise seller for AI platforms in regulated and technical environments | Pittsburgh, PA

Jason Milnes

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Enterprise software seller with over a decade of experience helping large life sciences, healthcare, and regulated public-sector organizations adopt code-first data and AI platforms. At Posit, I helped build the enterprise Life Sciences & Healthcare business from its earliest stage into one of the company's most strategic verticals, growing multiple global pharma and healthcare relationships into seven-figure ARR accounts by aligning users, IT, and executive leadership around modern analytics workflows. More recently, I have applied that same adoption playbook to AI-enabled selling, using Claude Code, Codex, and Cursor to build internal applications for outbound prioritization, business-case development, meeting prep, and call coaching. (Exact account-level numbers are in the downloadable PDF; shared confidentially with recruiters.)

Performance summary
  • Managed and grew a majority of Posit's largest global pharma and healthcare accounts into seven-figure ARR strategic relationships.
  • Turned early-stage pharma engagements into multi-year strategic accounts by aligning users, IT, and executive leadership.
  • Helped build the enterprise Life Sciences & Healthcare motion from its earliest stage into one of Posit's most strategic verticals.
  • Worked directly with leading life sciences and healthcare organizations including Novartis, Roche, Novo Nordisk, Johnson & Johnson, GSK, AstraZeneca, Biogen, FDA, Highmark, and Kaiser Permanente.
  • Exceeded quota repeatedly as an IC and player-coach: 125% (2019), 159% (2021), 127% (2022), 229% (2023).
  • Led a six-seller enterprise team to 125%+ attainment across Life Sciences, Healthcare, Financial Services, and Insurance in 2024.
  • Built and led a new-business motion that closed significant new-logo volume across all industries in 2025.
Core strengths
  • Landing and expanding code-first data and AI platforms inside regulated enterprises
  • Strategic account planning and multi-year growth of $1M+ ARR relationships
  • Executive alignment across R&D IT, clinical analytics, platform engineering, and CDO / CTO-level stakeholders
  • Technical discovery, architectural whiteboarding, and business-case development
  • Driving adoption through workshops, internal conferences, and customer storytelling programs
  • Partnering with AWS, Databricks, Snowflake, and Microsoft in complex enterprise motions
  • Supporting regulator-facing conversations around modern analytics workflows and open-source adoption
  • Hands-on AI-assisted selling using Claude Code, Codex, Cursor, Windsurf, and related tools
Applied AI work at Posit

Built internal AI-assisted workflows and applications to close adoption gaps for sellers and customer champions:

  • Business Case Builder: a conversational app on the Claude API that helps user champions turn technical pain points into leadership-ready business cases.
  • Customer-specific demo generation: workflows that use discovery-call context to generate tailored demo applications for pharma and financial-services use cases.
  • Outbound prioritization: internal tooling that used conference speakers, public company initiatives, and account context to focus seller attention on high-value contacts.
  • Meeting prep and follow-up: workflows grounded in Posit-specific documentation and live call transcripts to improve seller prep, coaching, and follow-up quality.
  • Pipeline and call-coaching support: transcript-based workflows for reporting, forecasting, and surfacing coaching moments.

Primary tools: Claude Code, Codex, Cursor, Windsurf, Gemini, Positron Assistant, and Databot.

Experience

Posit PBC (creators of RStudio and Positron)

Pittsburgh, PA / Remote
Director of Sales, New Business January 2025 - Present
  • Lead a newly formed new-business organization: six enterprise sellers, a business-development manager, and a five-person SDR/MDR team.
  • Built the operating rhythm for a new-business motion the company had not previously run. Closed significant new-logo volume in the first year across all industries.
  • Built and promoted AI-assisted workflows for account research, outbound prioritization, meeting preparation, business-case generation, reporting, and call coaching.
Manager, Enterprise Sales January 2024 - January 2025
  • Managed six enterprise sellers across Life Sciences, Healthcare, Financial Services, and Insurance.
  • Team exceeded combined annual quota at 125%+ attainment against a multi-million-dollar growth target.
Account Manager / Pod Captain / Player-Coach, Enterprise Sales November 2018 - December 2023
  • Joined as Posit’s first dedicated enterprise seller for Life Sciences & Healthcare; built the segment’s GTM playbook around adoption of a code-first analytics platform in highly regulated organizations, and was promoted to Pod Captain in 2021.
  • Directly managed and grew a majority of Posit's largest enterprise accounts, including Novartis, Roche, Novo Nordisk, Johnson & Johnson, GSK, AstraZeneca, BMS, Biogen, Highmark, and Kaiser Permanente, turning them into multi-year seven-figure ARR strategic relationships.
  • Organized customer-led public stories and webinars that turned account success into market proof, including Novo Nordisk’s first R-based FDA submission and Johnson & Johnson’s multi-year open-source transformation.
  • Supported FDA engagement through architectural onsite whiteboarding, enablement, and leadership meetings, creating a viable path for open-source data science in regulated submissions.
  • Contributed to cross-industry open-source initiatives including Pharmaverse and R/Pharma; partnered closely with AWS Life Sciences, Databricks, Snowflake, and Microsoft account teams to align Posit with customers' broader data platform strategies.
  • Performance highlights: 125% attainment in 2019, 159% in 2021, 127% in 2022, 229% in 2023 (top seller at the company as a player-coach).

TrademarkVision (acquired by Clarivate Analytics)

Remote
Director of Government Partnerships July 2018 - November 2018
  • Led government partnership activity for an AI and image-recognition company serving public-sector brand protection and visual search use cases.

SAS Institute

Pittsburgh, PA
Account Executive - Field April 2014 - January 2018
  • Managed a multi-state territory across healthcare, manufacturing, and retail, selling analytics, data management, BI, and machine learning platforms.
  • Achieved 145% to plan in 2017, earned Commercial Business Unit Rookie of the Year in 2015, and was named 2014 MVP for the SAS Visual Analytics field team.
  • Closed multi-year, multi-million-dollar analytics and data management programs with enterprise health system customers.

Earlier roles

2011 - 2014
  • Comcast Business · Enterprise Account Executive
  • AT&T Business Solutions · Account Executive, Mid-Market
Education

Penn State University
B.A., Telecommunications, Highest Distinction