Head of AI Enablement

Our Story:

Unlocking the Ageless Revolution for Patients and Practices:

With 1.5 million users, over $1 billion in revenue, and ranking among the Top 200 apps globally, RepeatMD is leading the charge.

Fresh off our Series A, we're expanding into new verticals.

Today, as a B2B SaaS company in the Aesthetics and Wellness Industry, we proudly serve 3,000+ clients across all 50 states—and we're just getting started on going global.

We are looking for those who are passionate to join our mission!

About the Role

This strategic and execution-focused role will lead our AI Enablement roadmap, initially focusing deeply on improving our Client Experience and Product departments through robust AI integrations and automation. You'll leverage best-in-class AI tools and AI agents to dramatically increase employee productivity, drive down operational costs, and enable our teams to deliver faster, better outcomes at scale.

Your goal: build RepeatMD’s foundation for an AI-enabled future, implementing AI-driven workflows, automation, and AI agents throughout the organization—beginning with CX and Product teams.

Your Responsibilities

• Strategic AI Roadmap: Lead RepeatMD’s AI Enablement strategy, prioritizing Client Experience (Support, Onboarding, Client Success), Sales/Marketing, and Product teams to achieve maximum initial impact.
  
  
• AI Tool & AI Agent Selection: Identify, vet, and implement cutting-edge AI solutions, automation tools, and AI agents within targeted teams
  
  
• End-to-End Implementation: Own integration, training, documentation, and enablement of AI agents and tools, ensuring rapid adoption and measurable productivity gains.
  
  
• Productivity & Cost Reduction: Deliver measurable results including significant reductions in customer support costs, increased CX team capacity, accelerated product development cycles, and improved client experiences.
  
  
• Performance Management & Optimization: Define clear KPIs, track performance closely, and iterate rapidly to continuously improve AI-driven workflows.
  
  

🎯 How We Define Success (Key Metrics):

Client Experience (Support, Onboarding, Success)

• Operational Cost Savings: Reduce CX operational expenses through AI automation.
  
  
• Employee Productivity: Increase the number of cases handled per CX team member via AI-driven workflows.
  
  
• Client Satisfaction (CSAT, NPS, eNPS): Improve client satisfaction scores by delivering faster, more accurate support and proactive client success management via AI tools.
  
  

Product & Engineering

• Accelerated Product Development: Achieve 20%+ reduction in feature development timelines through AI-assisted documentation, development, and testing.
  
  
• Improved Product Quality: Leverage AI code-review tools and documentation agents to reduce bugs/errors and improve quality outcomes.
  
  

Internal AI Agent Adoption

• Achieve an 80%+ AI adoption rate within CX and Product departments within the first 90 days.
  
  

🌟 Who You Are

• 7–10+ years of experience driving technology enablement, operations, or business efficiency, ideally within fast-growing SaaS organizations.
  
  
• Proven track record selecting, implementing, and optimizing advanced AI tools and agents within CX, Product, and Engineering workflows.
  
  
• Strong operational mindset and proven ability to translate strategic business goals into practical AI-driven solutions.
  
  
• Excellent communication skills to effectively align internal stakeholders, manage change, and drive AI adoption at scale.
  
  

Why RepeatMD?

• Competitive salary + significant equity + performance bonus
  
  
• Comprehensive benefits (healthcare, dental, vision, 401k, unlimited PTO)
  
  
• Significant opportunity for impact—owning AI enablement at a high-growth, innovative SaaS brand
  
  
• Collaborative and ambitious leadership team committed to technology-driven excellence

RepeatMD is an Equal Opportunity Employer. We highly value diversity of thought and experience at our company and encourage people of all backgrounds, experiences, abilities and perspectives to apply. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or other protected characteristics.