Regional GM - Boston; Remote

Lead enterprise sales across a regional market, winning major customers and building the sales approach in an early-stage environment. You’ll take technical AI and machine-learning capabilities to senior business and technology leaders, then develop customer relationships into long-term accounts. The role is remote and based in Boston, Massachusetts.

• Manage complex sales involving multiple decision-makers in regulated sectors such as financial services, healthcare, manufacturing, and retail.
• Create a sales pipeline from the ground up and identify strategic enterprise prospects.
• Explain technical AI and machine-learning offerings in terms of business value for executive buyers.
• Develop multi-year account expansion plans and relationships across IT, product, and innovation teams.
• Work with sales leadership and company founders to refine enterprise strategy and inform product direction.

• At least eight years of enterprise software sales experience, including consistent quota over achievement with Fortune 500 customers.
• A record of closing deals worth $1 million or more in annual contract value in early-stage settings.
• Experience selling complex technical solutions to CIO organizations.
• Background in AI or machine learning platforms, digital transformation, enterprise data platforms, or management consulting.
• Ability to work independently through ambiguity and build new sales efforts from scratch.
• Experience selling into highly regulated industries with demanding compliance needs.

• Experience in regulated sectors and success at an early-stage company.

• Remote role based in Boston.
• Uncapped compensation with accelerators tied to sales performance.
• Equity is offered. The role works directly with sales leadership and founders on go-to-market strategy.
• Customer evaluations may include a tailored proof of concept delivered in days, with no data sharing or upfront charge.