About The Position

The Associate Director, Pre-Sales leads the technical and functional dimension of complex enterprise software sales cycles for Health & Human Services software. The role bridges product expertise with client business needs and owns the solution narrative that supports enterprise deal closure. It combines direct client engagement with partner-led opportunities, individual contribution, and team enablement. The role leads pre-sales engagements from discovery through proposals, demonstrations, and oral defenses; conducts client workshops and proofs of concept; defines solution scope, integration architecture, and deployment approaches; and serves as the primary technical and functional client contact during the pre-sales phase. It also enables channel, technology, and hyperscaler partners; develops reusable sales assets and playbooks; coaches junior team members; represents the business at industry events and client briefings; and maintains records and manages capacity across concurrent opportunities. The position focuses on U.S. Health & Human Services and integrated eligibility markets, including Medicaid, SNAP, TANF, and CHIP. It requires the ability to position benefits management capabilities and modernization approaches, develop business cases, and demonstrate AI-enabled capabilities while preserving deterministic eligibility processing, auditability, and human oversight. Travel may be required, varying from 25% to 100% based on business need and client requirements.

Requirements

  • At least 12 years of experience in pre-sales, solution consulting, or technical sales in enterprise software.
  • At least 12 years of experience with a proven record supporting closure of seven-figure TCV deals in complex, multi-stakeholder environments.
  • Deep expertise in at least one enterprise software domain relevant to the product portfolio.
  • At least 5 years of functional understanding of enterprise architecture, SaaS deployment models, API integration, and cloud infrastructure.
  • At least 5 years of experience developing reusable proposal and demo assets that improve team-wide win rates.
  • At least 6 months of demonstrated experience supporting pre-sales for AI-native software products, with evidence such as delivered demos, RFP contributions, or completed proofs of concept.
  • Bachelor’s degree or equivalent, including a minimum of 12 years of work experience; candidates with an associate’s degree must have at least 6 years of work experience.
  • Exceptional presentation and facilitation skills, with the ability to engage and persuade technical and executive audiences.
  • Knowledge of the U.S. Health & Human Services and integrated eligibility market, including Medicaid, SNAP, TANF, CHIP, and related assistance programs.
  • Understanding of benefits management systems, including eligibility administration, case management, citizen self-service, configurable rules, federal interfaces, and reporting.
  • Ability to articulate product value in modernization, caseworker productivity, citizen experience, program integrity, and policy agility.
  • Experience engaging state agency executives, Medicaid and HHS leaders, State CIO/CTO organizations, procurement, and finance stakeholders.
  • Knowledge of the competitive landscape, including system integrators and ecosystem platform competitors.
  • Ability to position solutions across full-system modernization, modular transformation, and AI-enabled worker experience opportunities.
  • Knowledge of cloud software commercial models, including SaaS, subscription licensing, consumption-based pricing, implementation services, and managed services.
  • Ability to collaborate across product, engineering, implementation, and partner teams.

Nice To Haves

  • Technical certification in a relevant domain.
  • AI certifications, such as Microsoft AI-102, Google Cloud Professional ML Engineer, AWS Certified ML Specialty, or DeepLearning.AI specializations.

Responsibilities

  • Own end-to-end pre-sales engagements for strategic opportunities, from discovery through proposals, demonstrations, and oral defenses.
  • Lead client workshops and proof-of-concept engagements that connect product capabilities to measurable client outcomes.
  • Define solution scope, integration architecture, and deployment approach in line with client requirements and delivery standards.
  • Develop and deliver solution narratives for executive and technical audiences; serve as the primary technical and functional client contact during pre-sales.
  • Partner with sales leads and client account teams to qualify opportunities and define solution approaches early in the sales cycle.
  • Enable channel and technology partners through technical training, demo development, and support for complex partner-led pre-sales engagements.
  • Support partner and hyperscaler co-sell engagements with technical expertise and joint solution framing.
  • Build and maintain reusable pre-sales assets, including demo environments, solution blueprints, RFP response modules, ROI models, and competitive battle cards.
  • Contribute to win/loss reviews and refine the pre-sales playbook for the assigned product cluster.
  • Coach junior pre-sales team members on solution positioning, objection handling, and technical storytelling.
  • Represent the business at industry events and client briefings, deliver tailored demonstrations, engage stakeholders, and share competitive intelligence.
  • Maintain accurate records of pre-sales activities, solution configurations, and proposal inputs in CRM and other relevant systems.
  • Manage pre-sales capacity across concurrent opportunities, prioritizing by deal size, strategic fit, and probability.
  • Collaborate with product, engineering, implementation, and partner teams to shape pursuit strategies and client outcomes.
  • Develop business cases around operational efficiency, risk reduction, citizen outcomes, and total cost of ownership.
  • Position and demonstrate AI-enabled capabilities while maintaining deterministic eligibility processing, auditability, and human oversight.

Benefits

  • Medical coverage
  • Dental insurance
  • Vision insurance
  • Life insurance
  • Long-term disability coverage
  • 401(k) plan
  • Bonus opportunities
  • Paid holidays
  • Paid time off
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