The Challenge

Longevity Health’s mission is to help people live longer, healthier lives through proactive, personalized guidance. Their coaching approach centers on understanding a person’s deep motivations, health background, and life goals.

But offering high-touch, high-quality coaching at scale is tough.

Health journeys are nuanced. Static forms often miss the context needed to build real insight. Human coaches can’t be everywhere at once. And patients often drop off before they receive meaningful support.

The team needed a way to scale coaching—without losing the personal feel that defines their brand.

The Solution: Jesse

To meet this need, Puppeteer developed a custom AI agent named Jesse—a digital health coach built to reflect Longevity’s structured, human-centered approach.

Jesse leads users through a personalized, conversational coaching experience that includes:

• Interactive onboarding: Welcomes users and walks them through the coaching agreement
• Context-aware intake flow: Adjusts in real time to gather meaningful insights about health goals
• Testing recommendations: Suggests relevant labs and screenings based on goals and history
• Weekly health plan: Generates a clear, actionable roadmap covering diet, exercise, sleep, and more
• “Why → How → What” coaching framework:
  • Why: Understand the user's long-term motivation
  • How: Identify key strategies to get there
  • What: Recommend next steps the user can take today

Results

Pilot Size: 24 users

Engagement:

• 16 completed the full flow
• Average: 52 messages per session
• 2 rescheduled and resumed later
• No users requested to speak to a human

Medical Info Shared:

• 19 users provided detailed health background
• 14 shared a personal “Why”
• Topics included: family history, diet, exercise, sleep habits, and chronic risk factors

User Feedback:

Users described Jesse as helpful, focused, and easy to talk to. Many said the experience felt more like a coaching session than a survey.

Bonus win:

Jesse helped reinforce Longevity Health’s value as a tech-enabled, human-first brand—without sacrificing warmth or depth.

What’s Next

• Phone number recognition for returning users
• Follow-up flow for plan adjustments and test results
• Auto-resume if the user drops off before completing their plan

Takeaways

• Small design choices—like naming the agent Jesse—reinforced the company’s identity while still making it clear the assistant was virtual.
• The “Why → How → What” model helped users reflect, engage, and move to action.
• High comfort sharing sensitive info showed that a well-designed AI can build real trust.