Technical Chief of Staff

Help us solve fraud asap with Casap , where we’re building the world's first AI-native disputes automation and fraud prevention platform. Our mission is to create a future where trust is a given and fraud is rare by empowering financial institutions to automate disputes, eliminate first-party fraud, and turn manual back-office workflows into loyalty-building moments for customers and members. We’re a Series A startup founded by product leaders from Robinhood and Chime , and we’ve raised over $30M from Emergence, Lightspeed, Primary Ventures, SoFi, and others. We have incredible product market fit, an exceptionally ambitious and kind culture, and our CEO, Shanthi, was recently named to Inc. Magazine’s 2026 Female Founders 500 . Over the past 12 months we’ve more than 10x’ed revenue and we’re just getting started. Location(s) This is a hybrid role based out of our San Francisco, CA or New York, NY office. Our team works in-office time on Mondays, Wednesdays, and Fridays. About the Role Casap is looking for a Technical Chief of Staff to keep our most important initiatives on track and to own the programs that let us sell to and operate with the largest financial institutions in the US. As the Technical Chief of Staff, you will sit next to the founders and run the connective tissue of the company. You will track progress on the initiatives that matter most, drive our due diligence responses with prospective and existing clients, and own the compliance programs that make Casap enterprise ready. This is a high-context, high-ownership role. You will move between roadmap reviews, security questionnaires, audit evidence, and vendor conversations on the same day. Success looks like nothing slipping, every commitment having a clear owner and date, and our banks trusting us because our documentation and controls hold up under scrutiny. What You'll Do Progress Tracking on Key Initiatives Maintain a single source of truth for company initiatives across three tracks: new experiences, foundational investments, and client focused initiatives. Run recurring reviews with engineering, product, and go-to-market leads to surface status, risks, and blockers before they become escalations. Translate ambiguous goals into scoped workstreams with owners, milestones, and success criteria. Report progress to the founders and the broader team with clear signals on what is on track, what is at risk, and what needs a decision. Due Diligence Program Own the end-to-end diligence process for banks, fintechs, and credit unions evaluating Casap. Manage diligence responses including security questionnaires, vendor risk assessments, and architecture reviews. Build and maintain a reusable answer library so responses get faster and more consistent over time. Coordinate subject matter experts across engineering, security, and legal to close out requests on deadline. Compliance Drive our SOC 2 program including evidence collection, control ownership, auditor coordination, and remediation tracking. Support PCI compliance requirements and keep scope, documentation, and attestations current. Manage certificates of insurance, including renewals and client-specific requests. Keep policies, records, and audit artifacts organized and ready to produce on request. Monthly Security Reviews Run monthly security reviews with engineering and leadership covering access, vulnerabilities, incidents, and open findings. Track remediation items to closure and escalate when timelines slip. Maintain reporting that gives clients and internal stakeholders confidence in our security posture. What You’ve Done 3+ years in chief of staff, technical program management, security compliance, or a similar cross-functional role, ideally at a startup or in fintech. Working knowledge of compliance frameworks such as SOC 2 and PCI DSS, and comfort managing an audit cycle. Enough technical depth to hold a credible conversation about APIs, data flows, infrastructure, and access controls without needing an engineer in the room. Experience responding to enterprise security questionnaires or vendor due diligence, especially with banks or regulated institutions. Exceptional written communication and documentation habits. You default to writing things down. Comfort with ambiguity and a bias toward owning the unowned. Compensation The base pay range for this role is $140,000 – $220,000 per year. Casap's compensation package includes a competitive base salary benchmarked against real-time market data, as well as equity for all full-time roles. We also offer exceptional benefits, as well as bonuses and commission plans for applicable roles. The listed US-based compensation range is a guideline and may be modified. Final compensation will vary based on market conditions, geographic location, and candidate qualifications, including relevant knowledge, skills, and experience assessed during the interview process. 📈 Start-up equity 🦷 Full health, vision & dental coverage 🏦 401K with match 🩺 One Medical membership 🍽️ Stocked kitchens + weekly lunches 🚍 Commuter benefit 🚠 Team building events & happy hours 🌴 Flexible PTO 💻 Apple equipment + annual home office budget Casap is an equal opportunity employer that supports workplace diversity and does not discriminate on the basis of race, color, religion, gender identity/expression, national origin, age, military service eligibility, veteran status, sexual orientation, marital status, physical or mental disability, or any other protected class. Casap is committed to working with and providing reasonable accommodation to applicants with physical and mental disabilities.