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Deployment Strategist

Owns post-sale client lifecycle for AI government contracting platform, managing onboarding, training, strategic advisory, and expansion to drive adoption and ROI. Requires 4+ years in CS/Professional Services at B2B SaaS startups with technical aptitude for APIs and enterprise workflows.

100k – 150kNew York, NYCustomer SuccessHybrid4+ YOE

About the role

Key Responsibilities

Client Onboarding & Activation

  • Own end-to-end onboarding from signed contract through go-live—you are the single point of accountability
  • Conduct discovery sessions that map client workflows, success criteria, and internal politics
  • Build tailored deployment plans that account for each client’s org structure, procurement processes, and compliance requirements
  • Coordinate cross-functional resources (engineering, product, sales) to unblock deployments and hit timelines

Training & Enablement

  • Design and deliver training programs tailored to diverse user personas—from analysts to executives
  • Create account-specific playbooks, documentation, and enablement materials that drive self-sufficiency
  • Develop internal champions within client organizations who become your force multiplier
  • Run recurring office hours and check-ins that keep adoption on track and surface issues early
  • Identify process improvements within client workflows that increase their win rates using our platform

Account Growth & Expansion

  • Map client organizations for expansion opportunities—new teams, new use cases, new budget lines
  • Partner with Sales on growth strategies that are rooted in demonstrated value, not just pitch decks
  • Surface upsell and cross-sell opportunities based on actual usage patterns and deployment depth
  • Drive renewals through ROI that’s documented, measurable, and obvious to the client’s leadership

Operational Excellence

  • Build additional deployment playbooks and scalable processes that don’t exist yet—this function is yours to create
  • Maintain account plans and health scores that give leadership real-time visibility into client risk and opportunity
  • Identify cross-account patterns that inform product development, pricing, and go-to-market decisions

Required Qualifications

  • 4+ years in Customer Success, Professional Services, Solutions Architecture, or Account Management at a high-growth B2B SaaS company
  • Startup experience required—you’ve operated where the playbook didn’t exist and built one anyway
  • Proven ability to manage complex enterprise accounts with multiple stakeholders, competing priorities, and long timelines
  • Strong process orientation: you can map a client’s workflow, spot the gaps, and design a deployment plan around them
  • Executive-level communication skills—you’re credible and composed in front of C-suite and senior government officials
  • Data-driven analytical mindset: you measure success in adoption metrics and expansion revenue, not just NPS scores
  • Proficiency with CRM and client success tooling (HubSpot, Gainsight, or similar)

Bonus: Government contracting or GovTech experience. If you know what a SAM.gov registration looks like or can explain the difference between a GSA schedule and a BPA, you’ll ramp faster.

Compensation & Benefits

  • Base Salary: $100,000–$150,000 plus performance bonus
  • Equity: Meaningful stake in a well-funded, fast-growing startup
  • Benefits: 100% employer-paid medical, vision, and dental
  • Unlimited PTO

Skills

HubSpotGainsightCRMCustomer Success ToolingAPIsData FlowsPlatform ConfigurationSam.GovGsa ScheduleBpa

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