Executive Assistant - Brokerage

tastylive•Chicago, IL

1d•$65,000 - $75,000•Hybrid

About The Position

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.

Requirements

3–5 years of experience supporting executive-level leaders
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 Haves

College degree preferred
Brokerage experience a plus but not required

Responsibilities

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, so nothing falls through the cracks.
Serve as a professional first point of contact for the Head of Brokerage, thoughtfully managing incoming correspondence, exercising sound judgment to respond, prioritize, or escalate with the right context and appropriate urgency.
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, staying two steps ahead

Benefits

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