--- title: 'AI Trainer (Part-time) at Kastle' canonical: 'https://feeny.ai/job/ai-trainer-part-time-kastle-remote-gawt2gvp2g56' type: 'job' last_seen: '2026-09-05' --- # AI Trainer (Part-time) at Kastle - **Company:** Kastle - **Location:** Remote - **Compensation:** $30/hr - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-03-10 - **Last confirmed live:** 2026-09-05 - **Apply:** https://jobs.ashbyhq.com/kastle/824fc6f9-b2ff-44ea-bc61-7f6df4ee0515 ## Job description ## ABOUT KASTLE Kastle is building the AI operating system for consumer lending. We partner with some of America’s largest mortgage lenders to transform their contact centers and compliance operations with AI voice agents. Backed by Y Combinator, Commerce Ventures, and executives from Snapdocs, Google, and WePay, we’re redefining how millions of borrowers interact with financial institutions. This is a rare chance to join at the ground floor of a company already plugged into large-scale customers and real production use cases. ## ROLE OVERVIEW We are looking for a part-time AI Trainer with experience operating phones in the mortgage industry. You will help improve our AI system by providing feedback on conversations, annotating data, and testing for quality. If you have worked as a customer service or collections agent for a mortgage servicer, this role is a great fit to use your knowledge to train AI in real-world scenarios. ## RESPONSIBILITIES - Annotate and label data from mortgage-related conversations. - Give feedback on AI responses to make them more accurate and helpful. - Train the AI system to handle mortgage servicing phone calls better. - Test the AI for issues, including response quality, customer experience, explanation quality, and realism. - Work ~10 hours per week on flexible schedules. ## REQUIREMENTS - 5+ years a customer service agent for a mortgage servicing company. - Knowledge of the mortgage industry, including escrow, payment questions, loss mitigation calls, QRPC requirements, servicing transfer questions, and customer conversations. - Strong attention to detail and communication skills. - Reliable internet and computer for remote work. ## PREFERRED QUALIFICATIONS - 3+ years as a Mortgage Customer Service Supervisor. - Familiarity with giving feedback to customer service agents. ## BENEFITS - Flexible part-time hours. - Opportunity to shape cutting-edge AI technology. - Work from home. ## About Kastle ## Core Business - **Primary industry**: Consumer lending / Mortgage servicing technology (Fintech) - **Target customers**: FDIC-insured banks, independent mortgage banks (IMBs), and large consumer lenders (B2B, Enterprise) - **Mission or purpose statement**: To help traditional financial services companies better interface with their customers by automating high-volume phone calls with compliant AI agents. ## Products & Services - **Avery (Servicing Agent)**: AI voice agent that handles borrower inquiries, payment collection, escrow questions, and loss mitigation. Integrates with ICE’s MSP system. - **Collections Agent**: Automates payment reminders, engages delinquent borrowers early, and recovers past-due accounts. - **Compliance Agent**: Monitors and scores every interaction against regulations (FDCPA, TILA, UDAAP, RESPA, TCPA) for 100% QA coverage. - **Loan Officer Assistant**: Qualifies new loan inquiries and automates pre-qualification calls. - **Sentinel (QA & Compliance Agent)**: Real-time monitoring and automated scorecards for borrower calls and servicing documentation. - **Agent Builder**: Allows lenders to turn SOPs into AI agents using natural language, with no-code configuration. - **Platform features**: Omnichannel support (voice, SMS, email, chat), simulation testing, transparent observability, and integration with existing contact center, payment processor, and LMS systems. ## Market Standing - **Valuation**: Not disclosed (private startup) - **Key Metric**: Total funding of $510,000 (Pre-seed round led by Y Combinator, June 2024) - **Notable Investors/Partners**: Y Combinator (lead), ICE Mortgage Technology (integration partner) - **Growth Signals**: - Headcount: 10 employees (+66.7% YoY) - Won LendingTree’s 2024 Innovation Challenge (Nov 2024) - Featured in a16z’s February 2025 fintech newsletter on voice AI - Integration with ICE’s MSP servicing system (April 2026) - Most deployed AI voice agents in the mortgage industry (per website) - Active job postings: 8 positions, with 300% yearly increase in listings ## Competitive Advantages - **Purpose-built for compliance**: Pre-trained on key lending regulations (FDCPA, TILA, UDAAP, RESPA, TCPA) with a proprietary Compliance Engine. - **Enterprise-grade integrations**: Direct connectivity with ICE’s MSP (the dominant mortgage servicing system) and other core systems. - **Fast time to value**: Go-live in days with out-of-the-box agents that map to existing workflows. - **Transparent AI**: All responses are fully explainable with built-in reasoning, enabling audit-ready operations. - **Battle-tested track record**: Claims to have the most deployed AI voice agents in the mortgage industry, with proven metrics (70% lower cost per call, 40% lower handle time, 90%+ CSAT). ## Strategic Focus - Deepening integrations with core mortgage systems (e.g., MSP) to reduce friction for large lenders. - Scaling the AI agent workforce across the full lending lifecycle (origination, servicing, collections, compliance). - Expanding from voice to true omnichannel (SMS, email, chat) and adding more pre-built agent types. - Growing the enterprise customer base among FDIC-insured banks and IMBs. ## Why Work Here - **Culture**: Early-stage YC startup with a small, high-agency team (10 people). Founders have strong product/engineering backgrounds (Redfin, Verkada). Emphasis on building mission-critical AI for a regulated industry. - **Work policy**: Based in San Francisco (185 Channel Street). Likely in-office given the early stage and need for close collaboration. - **Notable perks/engineering culture**: Opportunity to work on proprietary inference technology, compliance engine, and real-time AI systems. Roles span applied AI, forward deployment, and product management. High ownership and impact from day one. - **Growth trajectory**: Rapid headcount growth (66% YoY), multiple open roles, and strong market traction suggest significant career growth potential. ## Sources 1. [kastle.ai](https://www.kastle.ai/) 2. [ycombinator.com](https://www.ycombinator.com/companies/kastle) 3. [linkedin.com](https://www.linkedin.com/company/kastleai) 4. [cbinsights.com](https://www.cbinsights.com/company/kastle) 5. [ycombinator.com/jobs](https://www.ycombinator.com/companies/kastle/jobs) ## Other roles at Kastle - [Head of Sales](https://feeny.ai/job/head-of-sales-kastle-san-francisco-d0xkyqh7a74w) — San Francisco, CA - [Software Engineer - Intern](https://feeny.ai/job/software-engineer-intern-kastle-san-francisco-25ekajcm3kk7) — San Francisco, CA - [Senior Product Manager](https://feeny.ai/job/senior-product-manager-kastle-san-francisco-w8f083jn8y91) — San Francisco, CA - [AI Deployments Lead](https://feeny.ai/job/ai-deployments-lead-kastle-san-francisco-dk0d9gy0kw3b) — San Francisco, CA - [Mortgage Originations Process Specialist](https://feeny.ai/job/mortgage-originations-process-specialist-kastle-san-francisco-cpcar50m80p4) — San Francisco, CA - [Founder's Office](https://feeny.ai/job/founder-s-office-kastle-san-francisco-cfysxyhxtfnp) — San Francisco, CA - [Agent Product Manager](https://feeny.ai/job/agent-product-manager-kastle-san-francisco-2mq46j3a94ka) — San Francisco, CA - [Staff AI Engineer](https://feeny.ai/job/staff-ai-engineer-kastle-san-francisco-pd6as3jgcxct) — San Francisco, CA - [Enterprise Account Executive](https://feeny.ai/job/enterprise-account-executive-kastle-san-francisco-h9mz7tqdf5ww) — San Francisco, CA - [Founder Intern (now and Summer 2026)](https://feeny.ai/job/founder-intern-now-and-summer-2026-kastle-san-francisco-fk1x0epnjmnc) — San Francisco, CA