About Hamilton AI
Hamilton AI is creating the operating system for business aviation. Unlike commercial aviation, business aviation lives in the dark ages, think emails, phone and spreadsheets that run most of the operations of operators from 2 aircraft to 1,000 aircraft.
Hamilton is here to change that. We offer a fully vertically integrated platform that runs business operations at our customers. Our AI agents are the first point of contact for quote requests and we run these quote requests from A to Z. Think quoting, flight scheduling and optimization, route planning, aircraft tracking, payment processing, and back-office invoicing and payroll.
Team
Hamilton AI is founded by Wouter Witvoet, who previously founded Secfi.com ($1.5bn AUM) and went on to take his second business public called DeFi Technologies, listed on the NASDAQ under DEFT with a market cap of $1.2bn. Other members are ex-Dropbox, Square, Airlabs, PagerDuty, Playbook, Walt Disney, Getaround, and NASA JPL.
Where we’re at
From January to March 2025, we took part in HF0 Residency—one of the world’s most exclusive programs for repeat founders, backed by Google, Andreessen Horowitz, and visionary investors like Naval Ravikant. In just 90 days, we made a year’s worth of progress—both in product development and real-world results.
Concretely:
We went from $150K to $1.5MM in ARR with both small and large enterprises.Raised $7.2M across two rounds most recently February 2025
Funded by leading VCs, including Bling Capital, TTV Capital, Cambrian VC, FJ Labs, Correlation VC, HF0, Mintaka Ventures, Weekend Fund
Where will we be in three months? That’s up to us. At Hamilton, you won’t just watch the future unfold—you’ll shape it.
Role
Hamilton AI is hiring its first Senior Customer Success Manager to own post-sale execution and help define how Customer Success operates at the company.
This is a foundational role. You will be responsible for onboarding, adoption, retention, and expansion across customer accounts. You will work directly with operators, brokers, and Hamilton leadership to ensure customers realize measurable value from the platform.
This is not a support or ticket-driven role. It is hands-on, operational, and outcome-focused.
What You’ll Do
- Own end-to-end customer onboarding from sales handoff through successful go-live
- Configure customer accounts, workflows, and data in partnership with the CEO and Head of Sales
- Lead live training sessions for operators and brokers to drive fast time-to-value
- Own customer health, usage, retention, and expansion outcomes
- Proactively identify adoption risks and intervene before churn becomes an issue
- Drive deep product adoption across operational workflows
- Act as a primary signal pipeline into Product and Engineering
- Separate signal from noise in customer feedback and write clear problem statements
- Influence product roadmap priorities through data and operational insight
- Turn successful customers into references, case studies, and long-term advocates
What You Bring
- 5+ years experience in Customer Success, Account Management, or a similar post-sale role at a B2B SaaS or technology company
- Proven ownership of onboarding, adoption, retention, and expansion outcomes
- Experience operating autonomously in early-stage or ambiguous environments
- Strong operational judgment and attention to detail
- Ability to engage credibly with senior customer stakeholders
- Clear, direct written and verbal communication skills
Bonus points
- Experience at a Seed or Series A startup
- Experience helping define or scale a Customer Success function
- Comfort working in complex, data-driven or AI-powered products
- Technical fluency across product configuration, workflows, and data
- Background in aviation, logistics, operations, or regulated industries
Why Hamilton AI?
🚀 Impact: Work on cutting-edge technology transforming a massive industry.
🌍 Mission-driven: Help solve some of the world’s biggest optimization challenges.
💡 Innovation: Join a highly technical, fast-moving team pushing the boundaries of AI and enterprise software.
💰 Competitive Compensation: Market-leading salary and equity options.
