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Castle Island Ventures
Castle Island Ventures

Executive Assistant, GTM Team

Location

Remote restrictions apply
See all remote locations

Salary Estimate

N/AIconOpenNewWindows

Seniority

N/A

Tech stacks

Payment systems
Infrastructure
Data
+8

Permanent role
a day ago
Apply now

About Us

ⓘ View potential timezone restrictions

OpenFX is on a mission to move money as freely as data, unrestricted by time zones, banking hours, or legacy systems. We are building the infrastructure that will power the next generation of cross-border payment systems for institutions. Our stellar early team brings experience at companies such as J.P. Morgan, Goldman Sachs, FalconX, PayPal, Affirm, Kraken, Nium & others. We're backed by Accel, Lightspeed, NfX, and other top-tier investors.

About The Role

As Executive Assistant, GTM, you will be the strategic and administrative partner to OpenFX's Head of Go-To-Market and the operational owner of our Brickell, Miami office - roughly 70% executive support, 30% office operations. Your job is to multiply the Head of GTM's capacity: you own their calendar, meeting preparation, follow-through, travel, and event logistics, so their time can focus on the revenue-critical work only they can do, and you keep the office running smoothly even when they are on the road.

This is a role for a force multiplier, not a booking queue: you anticipate needs from business context, protect time diplomatically, and close every loop without supervision, with trust and discretion at the core of everything you do.

What You'll Do

  • Own the Head of GTM's complex, multi-time-zone calendar and inbox by vetting requests, prioritizing meetings, triaging inbound requests, and recommending trade-offs so time stays protected for the highest-impact revenue work.
  • Prepare briefing documents ahead of every external meeting - attendees, context, objectives, open items, and recommended talking points - so the Head of GTM never walks in cold.
  • Build and run the follow-through system that supports executive relationships, board and investor deadlines, and weekly action items, so commitments are tracked, chased, and closed.
  • Use Claude AI daily for meeting prep, summaries, and first-draft communications, and build reusable AI workflows that speed up the whole GTM operating rhythm.
  • Draft routine external communications - scheduling, follow-ups, introductions - that go out under the Head of GTM's name with light-touch edits.
  • Coordinate logistics for leadership hiring - interview loops, candidate travel, and onsite hosting - so searches keep moving at pace.
  • Own travel and event execution end-to-end, from itineraries to executive dinners and side events, anchored in flagship industry events like Money 20/20.
  • Run the Brickell office - vendors, facilities, supplies, building relations, and continuity planning (including hurricane preparedness) - so the office runs to standard even during executive travel.
  • Host clients, partners, and investors visiting the office, and make every new hire's first day seamless, from desk and equipment to accounts and badge.

What You Should Bring

  • 3-5 years supporting C-suite or senior executives in fast-paced, high-growth environments.
  • Anticipation grounded in business context: you read the pipeline, the board calendar, and org priorities, not just the calendar.
  • Independent judgment and diplomatic gatekeeping: you know which escalations outrank an internal sync, and you redirect requests to the right owner rather than blocking.
  • Ownership and follow-through: you close loops without supervision, drive open commitments to done, and hold yourself to measurable outcomes.
  • Outstanding written and verbal communication, with drafts strong enough to ship under an executive's name.
  • A high degree of trust and discretion with confidential material - customers, pricing, fundraising - in a regulated fintech.
  • Expert command of Google Workspace, Slack, and Notion, plus daily working fluency with AI tools like Claude.
  • Executive presence with board members, investors, and C-level partners, and a warm front-of-house presence for anyone visiting the Miami office.
  • Comfort coordinating vendors, purchasing, and facilities workflows with accuracy and timeliness.
  • Comfort with ambiguity and iteration, a bias for action and urgency, and the instinct to build strong relationships across GTM, People and Recruiting, Finance, and Legal.

Even Better

  • Experience in fintech, payments, or financial services.
  • Experience combining executive support with office management at a startup.

What We Offer

  • Competitive salary and benefits package
  • Equity in a rapidly growing company
  • Opportunity to make a significant impact on the global financial infrastructure
  • Collaborative work culture with emphasis on personal and professional growth

We are committed to building a diverse and inclusive workplace. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

About Castle Island Ventures

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