Chief of Staff

About the role

Uptech handles tolls, violations and transponders for rental, leasing and fleet companies, and plans to open a shared services office in Costa Rica in 2027. The Chief of Staff is the CEO's right hand and multiplier: working alongside the CEO on top priorities, taking projects from idea to done and owning them end to end. The role starts remotely and becomes hybrid once the office opens; it is full time.

Key responsibilities

• Work side by side with the CEO on top priorities and turn decisions from meetings into action.
• Be the first point of contact for team members, candidates, partners and vendors, resolving issues and escalating when needed.
• Support commercial activities: track deals and follow-ups, prepare for customer and partner meetings and keep sales communication organised.
• Help shape how the team works together as the company grows.
• Run complex projects with many moving parts such as vendors, shipments and events.
• Take on other operational and people-related matters as they arise.
• In the first 90 days own a set of the CEO's projects; by six months own day-to-day people operations and help plan the Costa Rica office.

Required profile

• 5+ years in operations, chief of staff, executive operations or a similar role, ideally at a startup.
• Based in Costa Rica, available during US Eastern business hours.
• Discreet, able to handle sensitive information confidentially, and writes short, clear emails.
• Comfortable in a fast-paced, challenging environment, with a high level of written and spoken English (mandatory).
• Nice to have: experience in SaaS, fleet, mobility or transportation; Spanish; experience opening an office or setting up operations in Costa Rica.

To apply, send a resume and a short note on a complex project run from start to finish, with "Chief of Staff" and your name in the subject line.