Chief Product & Technology Officer

Direct Recruiters Inc.
Cleveland, OH

Client Summary

  • Purpose-Driven Focus: A mission-oriented technology startup bringing Agentic Engagement Technology to market.
  • Product Offering: An AI-native, multichannel communication platform designed to increase engagement and outcomes.
  • Target Customers: Includes healthcare providers, insurance plans, educational institutions, and government agencies.
  • Social Impact: Supports individuals across Social Drivers of Health (SDoH) in accessing critical resources.
  • Operational Efficiency: Streamlines workflows and reduces friction for employees serving end users.
  • Mission: Reimagines access to public and private benefits through a trustworthy, secure, and user-driven platform.
  • Technical Vision: Transitioning from LLM-heavy systems to a transparent, rules-based architecture.

Position Responsibilities

  • Partner with the CEO to translate vision into a clear product roadmap and prioritized execution plan
  • Lead product and engineering teams, establishing architecture, standards, and scalable development practices
  • Drive execution by breaking down initiatives, ensuring consistent delivery, and maintaining visibility across progress
  • Align cross-functional teams, bridging leadership vision with day-to-day execution and driving clarity on priorities and tradeoffs
  • Build and scale product and engineering organizations, improving processes and operating cadence in an early-stage environment
  • Ensure development of secure, reliable, and well-architected systems with strong data and workflow principles
  • Present progress and strategy to leadership, board members, and key stakeholders
  • Evolve the organization into a scalable, repeatable product and engineering function while building and mentoring teams

Experience & Skills

  • Deep understanding of modern software architecture, especially data platforms and API-driven systems
  • Strong product instincts and a user-centered mindset
  • A nuanced understanding and experience with AI systems—their strengths, limitations, and appropriate use cases
  • Comfort working directly with founders and executive leadership
  • The ability to operate effectively in ambiguity without becoming reactive or chaotic
  • Calm, credible leadership that earns trust across both technical and non-technical teams

Compensation

Compensation: $240k-$250k

Benefits

  • Remote work environment with monthly Work-Life Wellbeing Reimbursement of $150
  • Stock Option Plan
  • Unlimited PTO
  • Paid company holidays
  • Medical, dental, and vision plans
  • Life insurance, long-term disability, and short-term disability paid by the company
  • 401(k) retirement plan
  • Paid subscription to Wellness Coach for personal and professional growth and support includes 2, monthly individual coaching sessions
  • Company-sponsored professional training and certifications
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Posted 2026-08-12

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