CollectWise

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 five, we scaled to a $2 million annualized run rate in just a few months, and we are now hiring an AI Agent Engineer to help us reach $10 million within the next year. About the role CollectWise is hiring an AI Agent Engineer to build the infrastructure, prompting systems, and core architecture behind our voice AI agents. You will work at the intersection of AI infrastructure, prompt engineering, conversational design, and product development to build voice agents that power millions of consumer interactions. This is a highly technical role for someone who is equally comfortable building production-grade systems, writing and refining prompts and conversation flows, and designing rigorous testing frameworks to maximize real-world performance. You should be analytical, business-minded, and motivated by measurable outcomes. What you’ll do Build our voice AI infrastructure in LiveKit Design and own the architecture of our real-time voice agent systems, including orchestration, state management, latency optimization, prompting and reliability. Own the end-to-end prompting strategy for CollectWise voice agents, including conversation flows, tone, compliance-safe phrasing, guardrails, and edge-case handling. Build and maintain testing and evaluation frameworks for voice agent performance, including A/B testing, regression testing, conversation QA, benchmarking, and KPI reporting. Write, expand, and improve our core AI prompting to cover more real-world scenarios. Continuously iterate based on performance data, call outcomes, and customer feedback to improve containment, conversion, liquidation rates, and customer satisfaction. Optimize ASR, STT, TTS, turn-taking, interruption handling, and state transitions to improve voice quality and agent performance. Build scalable systems and tooling to support millions of voice interactions. Migrate client implementations from legacy voice AI infrastructure to the latest systems you build, while preserving client-specific customizations and workflows. Develop prompt and agent tooling, including versioning, rollout strategies, monitoring, safety checks, and debugging workflows. Work closely with product, operations, and leadership to translate business goals into high-performing voice agent behavior. What we’re looking for 2+ years of experience in voice AI, conversational AI, prompt engineering, speech systems, or related agentic workflows. 3+ years of experience in platform, infrastructure, or backend engineering. Strong experience with Node.js, AWS, and SQL. Experience building and shipping production systems in a startup or similarly fast-paced environment. Experience with voice orchestration platforms or agent frameworks such as LiveKit. Strong prompt writing instincts and the ability to design clear, effective, and resilient conversational flows. Strong analytical skills and comfort tying technical work directly to business outcomes and ROI. Excellent communication skills, high ownership, and a strong work ethic. Nice to have Experience with SIP trunking, telephony infrastructure, and production voice systems. Experience working with real-time audio pipelines, call routing, and carrier or telephony integrations. Familiarity with speech infrastructure in production environments. Compensation Salary: $200,000 to $300,000, depending on experience and qualifications Equity: 0.25% to 1%

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 five, we scaled to a $2 million annualized run rate in just a few months, and we are now hiring a Founding Account Executive to help us reach $10 million within the next year. Why Now For the past year, our founder has personally run every single sales call—hundreds of them. We’ve closed millions of dollars in revenue, and demand has remained overwhelming throughout. This is not a sales problem. It is a capacity problem. We are now ready to bring on a Founding Account Executive to help us catch up and scale forward to $10M ARR. What You’ll Do Own the full sales funnel from first touch through close Run a high volume of demos and sales calls with qualified prospects while still building significant pipeline yourself Consistently exceed quota and close large, high-ACV deals with a strong command of value-based, consultative selling Attend conferences, trade shows, and industry events to generate leads, build relationships, and create pipeline Manage the sales process end-to-end, including lead generation, follow-ups, demos, stakeholder coordination, objection handling, and closing Generate pipeline through outbound prospecting, relationship-building, email outreach, and creative hunting Lead compelling, high-conviction product demos that clearly communicate ROI and move buyers toward close Work directly with the founder to refine messaging, positioning, pricing, and demo flow so we can build a repeatable sales process as quickly as possible Navigate complex sales cycles across multiple stakeholders, including executives, operators, legal, compliance, and procurement, while helping drive implementations and escalations to get customers live. Who You Are 3+ years of experience as a front-line seller in enterprise or complex B2B sales You have closed millions of dollars in deals and ideally $5M+ in ARR at a SaaS, fintech, or AI company in an adjacent industry A proven track record of consistently exceeding quota, not just hitting it You have helped scale a company from roughly $1M or less in revenue to $10M or more You have experience selling at a startup or in a similarly high-growth environment You can run 8 to 12 demos a day without losing energy or sharpness You can build pipelines and expand GTM strategies. You want to build the playbook, not just follow one You are strong at consultative, ROI-driven selling and know how to sell outcomes, not just features You are ready to work hard because you are ambitious, hungry, and want to win Bonus Points If You Have experience selling in the ARM or debt collection industry Have experience selling into collection agencies, financial institutions, BPOs, or health systems Have built and scaled an end-to-end enterprise sales motion Have generated meaningful pipeline through conferences, events, and relationship-driven selling What You Get A chance to be a foundational sales hire at a fast-growing AI company High commission upside for a top performer Direct access to leadership and real influence over the company’s sales motion and growth Meaningful equity with real upside $200,000 to $300,000 OTE

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 five, we scaled to a $2 million annualized run rate in just a few months, and we are now hiring a Senior Forward Deployed Engineer to help us reach $10 million within the next year. Role We are hiring a Senior Forward Deployed Engineer to lead customer implementations end-to-end. You’ll work at the intersection of engineering and operations, building the integrations and technical systems that bring clients into production. This role blends software engineering with hands-on customer work. You’ll thrive here if you enjoy ambiguity, love shipping quickly, and can translate business requirements into robust, testable systems. This is a highly visible, high-ownership role working closely with the founder and clients. Responsibilities Build and maintain custom integrations with client systems. Configure and productionize AI agents for each client (prompts, workflows, data transfers). Develop and implement client solutions using modern back-end frameworks. Translate vague customer requirements into clear technical specs and ship solutions quickly. Build internal tools to make implementations faster and more repeatable. Desired Qualifications Experience with Node.js, React.js, AWS, SQL, and GPT-5 or other LLMs. Experience building products in a production environment (your own startup, working at an early-stage startup, or a meaningful project from scratch). Very strong communication skills and work ethic. Experience or interest in voice AI. Versatility across disciplines. Compensation Salary range: $240,000 to $300,000, based on relevant experience and qualifications. Significant equity compensation.