Support the founders of an AI-native law firm by managing their schedules, communications, and travel in a fast-paced environment.
Posted by employer 1 day ago
First seen on Joblaze 23 hours ago
Last verified on the company career page 23 hours ago
What you'll build
- Own the calendars of both founders
- Manage inboxes
- Run meeting prep and follow-through
- Book and manage domestic and international travel
- Handle expenses and reimbursements
Must have
- 5+ years supporting founders or C-suite executives
- Exceptionally organized
- Excellent written communication
- Comfortable making judgment calls
- Discreet by instinct
Practical constraints
- Work in person, five days a week
AI in the day-to-day
Fluent with modern tools and genuinely curious about AI — we expect you to use it to make yourself faster.
Requirements
- Experience
- 5+ years
Not disclosed in this posting: compensation, visa sponsorship.
Benefits
Joblaze summary
The Executive Assistant to the Founders at Crosby plays a crucial role in managing the calendars, inboxes, and travel arrangements for both the CEO and CTO, ensuring that high-priority meetings are well-prepared and executed. This position requires strong organizational skills, excellent written communication, and the ability to make informed judgment calls in a fast-paced environment. Ideal candidates have over five years of experience supporting executives in high-growth settings and are comfortable handling sensitive information discreetly. The role is integral to the company's operations, providing direct insight into its strategic direction.
Joblaze insights
- Listed today — first seen on Joblaze September 25, 2026. Last confirmed on Crosby's careers page September 25, 2026.
Quick facts
- Is the Executive Assistant to the Founders role remote?
- No — this is an on-site role in New York City, United States.
- How much experience is required?
- At least 5 years of relevant experience for this Executive Assistant to the Founders role.
- Where is the role based?
- Crosby is hiring for this position in New York City, United States.
- What seniority level is this role?
- Crosby targets senior candidates for this position.
- Is this full-time or contract?
- Full-time for this Executive Assistant to the Founders role at Crosby.
From the original posting
About the role
Our two founders run very different halves of the company — Ryan on the legal and go-to-market side, John on product and engineering — and their time is the company's scarcest resource. This role exists to protect and scale it.
As Executive Assistant to the Founders, you'll own the calendars, inboxes, and travel of both the CEO and CTO, and you'll be the person who makes sure the highest-leverage meeting happens on the right day with the right prep in hand. You'll operate with real judgment and real context: you'll know what matters this quarter, who the important clients and candidates are, and what can wait. This is a craft role for someone who takes genuine pride in doing it at the highest level, with a direct line into how the company is run.
What you'll do
Own the calendars of both founders — triaging competing priorities, protecting deep work, and making the call on tradeoffs without needing to ask.
Manage inboxes: triage, draft replies in each founder's voice, flag what needs their attention, and make sure nothing important goes quiet.
Run meeting prep and follow-through — agendas, briefing notes, background on who's in the room, and clean notes and action items afterward.
Book and manage domestic and international travel, and rebuild plans quickly when they change mid-trip.
Coordinate client, investor, and candidate scheduling with care — often the first impression someone has of Crosby.
Handle expenses, reimbursements, and vendor and subscription logistics for both founders.
Support offsites, board meetings, and leadership sessions end-to-end, from logistics to materials.
Be the trusted holder of sensitive information across legal, financial, personnel, and client matters.
Who you are
5+ years supporting founders or C-suite executives, ideally at a high-growth startup or a firm where the pace and stakes were high.
Exceptionally organized and fast — you close loops the same day and never need a second reminder.
Excellent written communication. You can draft on someone else's behalf and have it sound like them.
Comfortable making judgment calls with incomplete information, and comfortable saying no on a founder's behalf.
Discreet by instinct. You've handled confidential material and treated it as a given, not a burden.
Fluent with modern tools and genuinely curious about AI — we expect you to use it to make yourself faster.
Excited to work in person, five days a week, alongside a team that values precision and pace.
Benefits & Perks
Unlimited PTO
Dental insurance
Vision insurance
One Medical membership
401(k) match
In-office desk setup stipend
Standard company text repeated across Crosby's postings is omitted here.