About Us

CollectWise is a fast growing and well funded Y Combinator-backed startup. We’re using generative AI to automate debt collection, a $35B market in the US alone. Our AI agents are already outperforming human collectors by 2X, and we’re doing so at a fraction of the cost.

With a team of three, we scaled to a $1 million annualized run rate in just a few months, and we are now hiring a Voice AI Prompt Engineer to help us reach $10 million within the next year.

Role

We are hiring a Voice AI Prompt Engineer to design, optimize, and productionize the prompting and conversation logic behind our voice AI agents, while also supporting the technical systems that power customer deployments.

You’ll work at the intersection of AI quality, product outcomes, and engineering execution—owning prompt development, testing, and iteration loops that improve real-world performance (e.g., identity verification, payment conversion, dispute handling, containment rates), while collaborating closely with the founder, engineering team, and customers to ship improvements quickly.

This role is ideal if you’re highly analytical and business minded, love experimentation and measurement, and can also jump into back-end code and integrations when needed.

Responsibilities

• Own the end-to-end prompting strategy for CollectWise voice agents, including conversation flows, tone, compliance-safe phrasing, and edge-case handling.
• Build and maintain a testing and evaluation framework for voice agent performance (A/B tests, regression tests, conversation QA, KPI reporting).
• Iterate quickly based on performance data and customer feedback to improve outcomes like containment, conversion, liquidation rates, and customer satisfaction.
• Configure and productionize AI agents for each client (prompts, workflows, data transfers), ensuring reliable behavior in production.
• Partner with engineering to implement prompt-related tooling and infrastructure (versioning, rollout strategies, safety checks, monitoring).
• Contribute to client implementations as needed by building or supporting integrations and back-end systems.

Desired Qualifications

• 2+ years of experience in voice AI and/or prompt engineering (LLM prompting, agent design, conversational systems, speech workflows, etc.).
• Highly analytical and business minded—comfortable tying work directly to measurable outcomes and ROI.
• Strong technical background with experience in modern back-end frameworks (e.g., Node.js) and production systems.
• Experience with AWS and SQL.
• Experience building products in a production environment (early-stage startup experience, your own startup, or a meaningful end-to-end project).
• Excellent communication skills and strong work ethic.
• Experience with GPT-5 or other LLMs.

Compensation

• Salary range: $150,000 to $200,000, based on relevant experience and qualifications.
• 0.25% to 1% equity compensation