Executive Assistant (Brokerage)

• 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
• Calendar & Scheduling: Own executive calendars end-to-end, coordinating meetings, protecting priorities, and handling senior interview logistics
• Meeting Support: Keep meetings sharp and productive. Prep materials, capture decisions, and track action items, so nothing falls through the cracks
• Communications: 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
• Executive Materials: Create polished presentations, reports, and documents that reflect the team’s brand
• Vendor & Finance Management: Manage vendor contracts and invoices, process expense reports, and assist with budget oversight
• Confidentiality: Handle sensitive and market-sensitive information with the utmost discretion and professionalism
• Events & Culture: Organize company events, off-sites, and team activities that reflect our unique fintech culture
• Proactive Support: Anticipate needs and solve problems before they escalate, staying two steps ahead

Benefits

• 3 Medical Plans Choice
• Dental & Vision Benefits
• Generous Paid Time Off
• Paid Holidays - All Market Holidays Off
• 401(k) with Company Match
• Generous Parental Leave
• Disability Leave & Disability Insurance
• Commuter Benefits
• Pet Insurance
• Charitable Donation Matching
• Wellness & Mental Health Programs
• Stock Purchase Options
• Performance Bonuses
• Gym Membership Reimbursement
• Subsidized Engineering Training Program
• Healthcare FSA
• Two Paid Volunteer Days Off
• Fully-stocked Kitchen with Snacks and Drinks
• Onsite Gym
• Casual Dress
• Sustainable Work Day
• CTA stop a block away, Shuttle to/from Metra
• Shared rooftop with greenery overlooking the city
• West Loop Location - Chicago’s Tech Center
• Daily Catered Lunch- Self-directed, with sound judgment and strong decision-making skills
• Proficient in Microsoft Office Suite, Concur, and SharePoint, and quick to pick up new tools
• Exceptional organizational skills with the ability to juggle multiple priorities
• College degree preferred
• Brokerage experience a plus but not required
• Flexible and adaptable, including occasional after-hours availability
• Professional, personable, and highly discreet
• Strong written and verbal communication skills
• 3–5 years of experience supporting executive-level leaders
• If you’re excited about this role, but your experience doesn’t align perfectly, we encourage you to apply anyway