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Executive Assistant - Brokerage

United States, Chicago Employment contract 65000.00 - 75000.00 USD / Year · Job Posted May 16, 2026
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Job Description

We're looking for a sharp, highly organized Executive Assistant to provide high-level support to the Head of Brokerage and the Head of Brokerage - tastytrade. You'll be a trusted partner who keeps things running smoothly, anticipating needs, maintaining confidentiality, and managing competing priorities with ease in a fast-paced fintech environment.

Job Responsibility

  • Own executive calendars end-to-end, coordinating meetings, protecting priorities, and handling senior interview logistics
  • Keep meetings sharp and productive. Prep materials, capture decisions, and track action items
  • Serve as a professional first point of contact for the Head of Brokerage, thoughtfully managing incoming correspondence
  • Create polished presentations, reports, and documents that reflect the team’s brand
  • Manage vendor contracts and invoices, process expense reports, and assist with budget oversight
  • Handle sensitive and market-sensitive information with the utmost discretion and professionalism
  • Organize company events, off-sites, and team activities that reflect our unique fintech culture
  • Anticipate needs and solve problems before they escalate

Requirements

  • 3–5 years of experience supporting executive-level leaders
  • College degree preferred
  • Exceptional organizational skills with the ability to juggle multiple priorities
  • Strong written and verbal communication skills
  • Proficient in Microsoft Office Suite, Concur, and SharePoint, and quick to pick up new tools
  • Self-directed, with sound judgment and strong decision-making skills
  • Professional, personable, and highly discreet
  • Flexible and adaptable, including occasional after-hours availability

Nice to have

Brokerage experience a plus but not required

What we offer

  • Performance Bonuses
  • Stock Purchase Options
  • Medical/Vision/Dental Benefits
  • 401k Plan
  • 20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday)
  • 10 Paid Sick Days
  • Gym Membership Reimbursement
  • Commuter Benefits
  • Pet Insurance
  • Wellness & Mental Health Programs
  • Charitable Donation Matching
  • Two Paid Volunteer Days Off
  • Daily catered lunch when in the office
  • Full kitchen with snacks and beverages
  • In-building gym
  • Shuttle to/from Metra

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