Senior Conversational AI & Prompt Engineer
Summary
Fully remote senior engineer who designs, debugs, and optimizes prompts for voice and chat AI agents serving a U.S. telehealth client's GLP-1 weight-loss patients. Core stack is Retell AI, Vapi, LangChain/OpenAI Assistants API, and SSML, with work hours aligned to 9 AM–5 PM EST.
This role is open to candidates based in LATAM, Africa, and Eastern Europe. Please note that as this role supports U.S.-based clients, candidates must be available to work during U.S. business hours aligned with the client’s time zone.
Our client is a pioneering telehealth company specializing in personalized weight loss programs using GLP-1 medications. They deliver medically supervised, data-driven solutions designed to help individuals achieve sustainable health outcomes through innovation, safety, and continuous patient support. By combining healthcare expertise with technology, they are reshaping the weight management experience through personalized digital care.
Location
Fully Remote (Work from Home) | 9 AM – 5 PM EST
Role Overview
The Senior Conversational AI & Prompt Engineer will design, optimize, and maintain conversational experiences across voice and chat-based AI systems, ensuring natural, accurate, and clinically aligned patient interactions. This role requires deep expertise in prompt engineering, voice AI platforms, and conversational logic, with a strong focus on creating seamless digital experiences across multiple patient touchpoints in a telehealth environment.
Key Responsibilities
Prompt Engineering & Optimization
Design, develop, and refine high-performance prompts for Voice AI agents and chatbots, ensuring clarity, engagement, and alignment with the brand’s clinical voice.
Debug and optimize prompts to improve response accuracy, natural language flow, and user satisfaction across both text and voice interactions.
Manage context continuity so AI systems maintain patient history and conversational state across chat-based and voice-based interactions.
Platform & Technical Execution
Use Retell AI and Vapi for real-time voice interactions, focusing on low-latency responses and natural conversational turn-taking.
Utilize orchestration tools such as LangChain, OpenAI Assistants API, or similar frameworks to build logic-driven conversational experiences.
Implement SSML and phonetic optimization for voice applications, while using Markdown and structured data for chat interfaces.
DTC Strategy & Patient Experience
Apply direct-to-consumer experience to tailor conversational flows for telehealth users, balancing empathy, medical guardrails, and conversion objectives.
Maintain a consistent AI persona across SMS, web chat, and phone interactions to create a unified concierge-style patient experience for GLP-1 users.
Collaboration & Reporting
Partner with clinical, product, and engineering teams to align AI behavior with medical protocols and business goals.
Generate performance reports, analyze transcripts and call logs, and recommend improvements based on user feedback and behavioral data.
Market & Trend Analysis
Monitor trends in speech-to-text, text-to-speech, and LLM reasoning to identify opportunities for innovation and competitive differentiation in telehealth.
Qualifications
Experience
5+ years of experience in prompt engineering across voice AI and text-based conversational systems.
Proven experience with Retell AI and Vapi.
Experience with chat orchestration frameworks such as LangChain, Intercom, OpenAI Assistants API, or custom LLM wrappers is highly preferred.
Direct-to-consumer experience, particularly in health-related support or high-intent customer journeys.
Experience running A/B testing on prompts to optimize conversion and information accuracy.
Skills
Strong analytical ability to evaluate conversational performance and optimize outcomes.
Deep understanding of conversational design differences between spoken and written language.
Ability to troubleshoot technical constraints related to real-time voice latency.
High attention to detail and creativity in designing natural user experiences.
Proactive problem-solving mindset within regulated telehealth environments.
Adaptability in fast-moving product and healthcare settings.
What Success Looks Like
Voice and chat agents deliver a unified, seamless patient journey that feels like one cohesive clinical assistant.
User satisfaction and retention improve through empathetic and well-designed AI interactions.
Hallucination rates and latency continue to decrease, supporting safe and efficient medical workflows.
Opportunity
This role offers the opportunity to shape conversational AI experiences at the forefront of telehealth innovation. The Senior Conversational AI & Prompt Engineer will directly influence how patients interact with digital care systems, working closely with cross-functional teams to build clinically responsible, scalable AI experiences in a rapidly growing health technology environment.
Application Process:
To be considered for this role these steps need to be followed:
Fill in the application form
Record a video showcasing your skill sets
Skills
As published by ashby · 25 questions · 3 written answers
Basics
Full Name:, Email:, Resume:, What country will you be working from?
Short answers (3)
- Phone Number:
- What's your expected monthly compensation in USD for a 40h/week (full-time) role?
- What's your expected monthly compensation in USD for a 20h/week (part-time) role? optional
Pick from a list (19)
- How many years of experience do you have in prompt engineering for conversational AI systems (voice and/or chat)?
- How do you prioritize between "conversion optimization" and "medical accuracy" in a telehealth setting?
- Which of the following voice AI platforms are you most proficient in?
- Which of the following LLM orchestration tools or frameworks have you used professionally?
- Which of the following conversational AI responsibilities have you handled?
- Do you have experience designing conversational flows for regulated or high-stakes user journeys such as healthcare, finance, or similar environments?
- Have you worked with both voice and chat conversational systems within the same product or user journey?
- Are you available to work 9 AM - 5 PM EST?
- Work Management & Collaboration Tools
- CRM Tools
- Design, Marketing & Content Tools
- AI Tools
- Programming Languages & Tools
- Did you submit your video using the same email you are entering in this application form?
- Which of these industries do you have professional experience in?
- What is your level of English proficiency?
- Do you have any friends, family members, or personal connections currently working at Scale Army or involved in any of our projects?
- Which newsletter would you like to subscribe to?
- Are you comfortable with us using your video for marketing purposes (ex: social, web, email, etc.) to help more hiring managers see your application?
Written answers (3)
- Describe a time when you designed or optimized a prompt for a voice AI system that significantly improved user engagement or accuracy. What was your approach and what results did it achieve?
- How do you ensure context continuity when users move between chat and voice interactions, especially in environments where accuracy and compliance are critical?
- Were you referred by a current Scale Army contractor? If yes, please add their full name. optional
