Executive Assistant

Upstart

4d•Remote

About The Position

Upstart's Executive Operations team supports senior leadership with a tight operating rhythm, high-quality calendars, meeting operations, travel/expenses, and onsite execution so leaders can stay focused on what moves the business. As an Executive Assistant, you support one or more leaders by owning day-to-day workflows that improve how their time is spent and how work moves forward. You are responsible for managing calendars, meetings, travel, and coordination with increasing independence, using judgment to resolve routine conflicts and keep work progressing without constant direction. You improve how the executive and their team operate by structuring time, meetings, and coordination to enable clear decisions and consistent follow-through. You operate with confidence and independence, making routine decisions within established guardrails, reducing friction for leaders and teams, and ensuring day-to-day operations run smoothly and reliably.

Requirements

4+ years supporting leaders in a fast-paced environment, with demonstrated ownership of calendars, meetings, and coordination across stakeholders
Experience managing multiple priorities, deadlines, and stakeholders in a fast-paced environment
Experience supporting leaders and coordinating across multiple stakeholders or teams
Proficiency in Google Workspace (Calendar, Gmail, Docs, Sheets, Slides)
Demonstrated use of tools or technology (including AI) to streamline workflows, improve efficiency, or reduce manual work
Experience handling sensitive or confidential information with discretion
Demonstrated ability to communicate clearly and professionally with stakeholders, including drafting emails, meeting communications, or coordination messages

Nice To Haves

Experience supporting multiple leaders simultaneously in a fast-paced environment
Curiosity about new tools and technologies, including AI, with demonstrated experimentation to improve workflows
Ability to identify and implement process improvements that increase efficiency or reduce manual work

Responsibilities

Manage executive calendars based on priorities and guardrails, confidently resolving conflicts and protecting focus time
Own recurring workflows such as meeting coordination, action tracking, and follow-ups to ensure work progresses consistently
Ensure meetings are well-prepared and run smoothly, including coordinating logistics, confirming attendees, and sharing materials in advance
Drive follow-through on action items, nudging stakeholders and flagging risks when work is at risk of slipping
Coordinate across stakeholders to gather inputs, schedule efficiently, and keep day-to-day work moving forward
Manage travel and expenses end-to-end with strong attention to detail and efficiency
Communicate clearly and appropriately based on context, including drafting coordination messages and handling sensitive information with discretion
Maintain organized systems and documentation so information is easy to find and workflows are repeatable
Use tools and technology (including AI) to streamline workflows, improve efficiency, and reduce manual work
Identify and implement small process improvements that reduce friction and improve execution over time
Exercise judgment confidently, resolving most day-to-day issues independently and escalating when there is ambiguity, risk, or sensitivity

Benefits

Competitive compensation, including base pay, bonus opportunities, and annual equity grants that vest quarterly
Generous 401(k) plan with Upstart matching $2 for every $1 contributed, up to $15,000 per year
Employee Stock Purchase Plan (ESPP) with discounted stock purchase options for eligible employees
Affordable medical, dental, and vision coverage, with multiple plan options - Upstart covers 90% to 100% of the cost depending on the plans you choose
Health Savings Account contributions from Upstart for eligible plans
Income protection benefits, including company-paid Basic Life, AD&D, and Short- and Long-Term Disability coverage, with options to purchase supplemental coverage
Paid time off, sick and safe time, and company holidays
Paid family and parental leave to support caregiving and major life moments
Family-centered benefits through Carrot and Cleo, supporting fertility, parenthood, and caregiving
Employee Assistance Program (EAP) offering mental health support and life-centered resources
Financial wellness resources, including access to financial planning tools and a financial concierge service
Annual wellness allowance to support your physical and emotional well-being and personal development, based on what matters most to you
Annual productivity allowance to invest in relevant tools and resources you need to do your best work, no matter where you work from
Connection and community through team events and onsites, all-company updates, and employee resource groups (ERGs)
Onsite perks, including catered lunches and fully stocked micro-kitchens when working from one of our four offices, located in the Bay Area, Austin, Columbus, and New York City (opening Summer 2026!).