--- title: 'Chief of Staff at Middesk' canonical: 'https://feeny.ai/job/chief-of-staff-middesk-new-york-zwbb3g38hcvf' type: 'job' last_seen: '2026-11-07' --- # Chief of Staff at Middesk - **Company:** Middesk - **Location:** New York, NY - **Employment:** full-time - **Work type:** hybrid - **Posted:** 2026-11-05 - **Last confirmed live:** 2026-11-07 - **Apply:** https://jobs.ashbyhq.com/middesk/0a706e5b-e064-4662-ac6e-9cd28b4fa7d8 ## Job description About Middesk: Middesk is building the data and intelligence infrastructure that helps businesses work together with confidence. We started by creating a comprehensive platform for understanding businesses, bringing together authoritative and proprietary data to help customers verify business identities, onboard customers faster, and manage risk throughout the customer lifecycle. Today, Middesk is used by more than 700 banks and fintechs, and in 2025 we verified more than 7 million companies. We've also expanded beyond business verification to help companies form, register, manage, and maintain their businesses, supporting more than 50,000 companies in setting up over 100,000 accounts required to hire employees, run payroll, and stay compliant. Middesk came out of Y Combinator, and is backed by Sequoia Capital, Accel, Insight Partners, and Canapi. We're proud to be named on the Forbes Fintech 50 and Best Startup Employers lists. ## The Role As Middesk grows, the number of important decisions across the company keeps climbing. As Chief of Staff, you’ll work directly with our CEO to advance the company’s most important priorities, strengthen how we operate, and keep leadership focused on the highest-impact decisions and opportunities. This is a highly cross-functional role with exposure to every part of the company, from Product and Sales to Marketing, Operations, Finance, and People. You’ll move between big-picture strategy and hands-on execution, and the scope will evolve as the company’s priorities change. We need someone who can get up to speed on anything quickly, turn ambiguous problems into clear plans, and see the work through to results. What You’ll Do: Drive high-impact special projects - Own strategic initiatives that cut across teams, taking them from ambiguous problems to measurable outcomes. - Step into the company’s highest-priority problems and opportunities wherever extra focus and momentum are needed. - Connect the dots across functions, surface opportunities and risks, and bring the right people together to move work forward. Run the company operating system - Partner with the leadership team on quarterly planning, with clear priorities, owners, metrics, and accountability. - Run the company’s operating cadence, including leadership meetings, reviews, and performance tracking. - Own preparation of the quarterly board memo. - Track key decisions and commitments, flag risks early, and make sure work gets done. - Build lightweight processes and systems that help Middesk operate well as it scales. Be a force multiplier for the CEO - Serve as a trusted thought partner, bringing independent perspective, sound judgment, and a willingness to challenge assumptions. - Represent the CEO in meetings and cross-functional discussions. - Own the details that keep the CEO effective, including calendar, weekly preparation, travel, and meeting follow-ups. What We’re Looking For: - 4+ years of experience in management consulting, business operations, strategy, or a chief of staff role supporting senior executives. - A track record of owning cross-functional initiatives from ambiguous problem to measurable result, ideally in a fast-growing company. - Comfort operating without a playbook, and the ability to learn unfamiliar topics quickly and find a practical path forward. - Clear written and verbal communication, with the ability to challenge ideas constructively and build credibility across functions and levels of seniority without formal authority. - Strong judgment and discretion, including knowing when to act, when to seek input, and when to escalate. - Excellent organization and attention to detail across many projects at once, holding a high standard even when moving fast. - A low-ego, high-ownership approach. You care about the outcome more than the credit, and no task is too small if it moves the work forward. - Based in New York and in the office at least three days a week. ## About Middesk ## Company Overview - **One-liner**: Middesk is a business identity platform that helps companies verify, onboard, and monitor businesses with confidence, replacing slow manual processes with automated KYB (Know Your Business) and compliance infrastructure. - **Entity Type**: Private (Series B, $77.5M total funding) - **Headquarters**: San Francisco, California, USA (with a second office in New York, NY) - **Founded**: 2019 - **Founders**: Kyle Mack (CEO) and Sean Higgins (CTO) ## Core Business - **Primary industry/industries**: Business identity verification, Know Your Business (KYB) compliance, fraud prevention, regulatory technology (RegTech), and financial infrastructure. - **Target customers**: B2B; primarily banks, fintechs, lenders, marketplaces, payroll & compliance platforms, and any company that needs to verify and onboard other businesses. - **Mission or purpose statement**: “We’re building the foundation trust runs on.” The company aims to make business identity reliable, transferable, and usable at scale so trust can move faster across the economy. ## Products & Services - **Middesk Platform (Verification/KYB)**: An automated system that verifies business identity by pulling data from 400+ authoritative sources. It enables auto-approval decisions, reduces manual review, and surfaces fraud signals like synthetic identities and ownership networks. - **Business Registration**: Helps companies register for payroll taxes and ensure compliance with state and federal requirements. - **Fraud Prevention**: Detects synthetic identities, maps ownership networks, and surfaces risk before it becomes exposure. - **Underwriting**: Provides data and insights to support underwriting decisions for lending and financial services. - **Monitoring**: Ongoing business monitoring to ensure compliance and detect changes in business status. - **API & Dashboard**: Modular toolkit that integrates directly into onboarding, risk, compliance, and operations workflows. ## Market Standing - **Valuation/Market Cap**: Not publicly disclosed (private company). - **Key Metric**: Total funding of $77.5M across 3 rounds. Annual revenue estimated at $5.0M (per LinkedIn data). - **Notable Investors/Partners**: Y Combinator (backed since 2018), Sequoia Capital, Accel Partners. Also named to the Forbes Fintech 50 List and cited as an industry leader by Liminal. - **Growth Signals**: - Ranked in the top 20% of the 2025 Inc. 5000 list of America’s fastest-growing private companies. - Named a 2025 Fast Company World’s Most Innovative Company. - Named one of America’s Best Startup Employers 2025. - 120 employees (+26.5% YoY growth). - Over 500 customers across banking, fintech, lending, payments, and marketplaces. - Customers see 30% higher auto-approval rates and 60–70% less manual review. - Verifies and onboards over 5 million businesses annually. ## Competitive Advantages - **Data moat**: Pulls from 400+ authoritative sources (government agencies, credit bureaus, etc.), creating a comprehensive and accurate business identity dataset. - **Automation-first**: Designed to handle the majority of verifications automatically, letting human analysts focus only on exceptions. This drives operational leverage for customers. - **Audit-ready**: Every decision is documented and audit-ready from the start, which is critical for regulated industries. - **SOC 2 Type II compliant**: Rigorous security controls protecting customer-sensitive data. - **End-to-end platform**: Covers verification, fraud, registration, and monitoring in one system across the customer journey, reducing the need for multiple vendors. ## Strategic Focus - **Scaling the platform**: Continuing to expand the number of data sources and the breadth of business identity intelligence. - **Deepening regulated industry presence**: Specifically targeting banks, fintechs, lenders, and platforms where compliance and risk management are paramount. - **Product expansion**: Likely expanding into adjacent areas like enhanced due diligence (EDD), continuous monitoring, and more sophisticated fraud detection. - **International growth**: While currently US-focused, the platform’s infrastructure could expand to support global business verification. ## Why Work Here - **Culture**: Values transparency, ownership, and momentum. Core values include “Embrace ambition,” “Lead with curiosity,” “Win together,” and “Put customers first.” - **Work model**: Hybrid — employees are expected to be in the office at least 2 days per week (in San Francisco or New York). The company values in-person collaboration. - **Perks & benefits**: - Equity (stock options) for all full-time employees. - 3 months paid parental leave. - Annual learning & development budget. - Unlimited PTO (with encouragement to actually use it). - Medical, dental, and vision healthcare coverage. - 401(k) plan. - Pet-friendly offices with free snacks and drinks. - Flexible Spending Account (FSA). - Customized development tracks and promotion policies. - **Engineering culture**: Described as building “high-impact systems” with thoughtful, driven teammates. Roles include Software Engineer, Engineering Manager, Forward Deployed Engineer, Data Scientist, and Lead Data Scientist. - **Recognition**: Named America’s Best Startup Employers 2025, indicating strong employee satisfaction and company health. ## Sources 1. [middesk.com](https://www.middesk.com/) 2. [middesk.com/careers](https://www.middesk.com/careers) 3. [middesk.com/about](https://www.middesk.com/about) 4. [builtin.com](https://builtin.com/company/middesk) 5. [linkedin.com](https://www.linkedin.com/company/middesk) ## Other roles at Middesk - [Growth Lead, Paid](https://feeny.ai/job/growth-lead-paid-middesk-new-york-0pvaasabf5sr) — New York, NY - [Enterprise Account Executive](https://feeny.ai/job/enterprise-account-executive-middesk-new-york-atq1q1xebmth) — New York, NY - [Account Manager, Mid-Market](https://feeny.ai/job/account-manager-mid-market-middesk-new-york-eyv6cv0tjfvc) — New York, NY - [Partner Manager](https://feeny.ai/job/partner-manager-middesk-new-york-4rvvj5fh435v) — New York, NY - [Solutions Engineer, Enterprise](https://feeny.ai/job/solutions-engineer-enterprise-middesk-new-york-0s89t4k5hnfj) — New York, NY - [Growth Engineer](https://feeny.ai/job/growth-engineer-middesk-san-francisco-wfh7fhtyzyz9) — San Francisco, CA - [Account Executive, Mid-Market](https://feeny.ai/job/account-executive-mid-market-middesk-new-york-b2vjnywfqrje) — New York, NY - [Sales Development Representative](https://feeny.ai/job/sales-development-representative-middesk-new-york-bjjyqbk9nnb2) — New York, NY - [Head of Partnerships](https://feeny.ai/job/head-of-partnerships-middesk-san-francisco-jj12tsxcxeg0) — San Francisco, CA - [Data Operations Associate](https://feeny.ai/job/data-operations-associate-middesk-new-york-0kea1x7nwtpr) — New York, NY