Deployment Strategist

talentplutoNew York, NY
2d$160,000 - $300,000Remote

About The Position

Our partner is a Series A–stage healthcare SaaS company building an AI-native platform that helps home care agencies deliver care more efficiently. The team operates with a high-velocity, innovation-driven culture and a personable brand that stands out in a legacy-heavy industry. With strong momentum and a lean, high-ownership environment, they are scaling their enterprise motion across the U.S. This Deployment Strategist (Enterprise) role is a full-cycle, field-forward position responsible for taking enterprise opportunities from initial outreach through close. You’ll inherit an active pipeline and also build net-new pipeline, helping scale a repeatable enterprise motion. Enterprise deals are defined as $500K+ and typically involve complex, multi-stakeholder buying processes. You’ll partner closely with the Head of Sales and a small GTM team (currently three people) in a high-agency environment where execution, responsiveness, and strong deal ownership matter. As enterprise expands nationally, this role offers meaningful runway to grow scope and help lead enterprise efforts over time.

Requirements

  • 3+ years of closing experience in a quota-carrying role (SaaS required)
  • Proven success closing complex, multi-stakeholder deals (enterprise-level; $500K+ strongly preferred or equivalent complexity)
  • Strong outbound/prospecting skills and comfort running a true full-cycle motion
  • Clear ability to articulate closed-won deal stories, qualification rigor, and how you drive deals to completion
  • Comfort operating in a fast-moving, high-ownership environment with evolving processes
  • Willingness to travel frequently (~40%) for in-person selling, deployments, and conferences

Nice To Haves

  • Experience selling into healthcare or home care is a plus, but not required

Responsibilities

  • Own the full enterprise cycle: prospecting, discovery, multi-threading, negotiation, and close
  • Take over and advance an existing enterprise pipeline while sourcing and developing new opportunities
  • Lead complex buying processes with multiple decision-makers and stakeholders
  • Execute field-based selling, including customer meetings, on-site visits, and industry events (~40% travel)
  • Collaborate with internal teams to refine enterprise playbooks, messaging, and deployment approach
  • Maintain accurate CRM hygiene, pipeline forecasting, and consistent deal progression reporting
  • Represent the company at conferences and in-market events, building trusted relationships with senior stakeholders
  • Bring structured customer feedback into the organization to strengthen GTM execution and enablement

Benefits

  • Equity/benefits details available during process.
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