Account Executive- Auto Retail

Upstart

9d•$93,700 - $129,800•Remote

About The Position

Upstart Auto Finance is reimagining how dealers structure, approve, and fund auto loans. Our mission is to bring modern technology, AI-driven credit decisioning, and seamless digital workflows to every dealership in America; helping dealers sell more cars, hold more gross, and fund faster. We believe that buying a car should feel as intuitive as shopping online, with the power of AI lending driving faster approvals, better customer experiences, and stronger dealer profitability. We’re expanding our reach in the retail and finance ecosystem, bringing Upstart’s proven AI credit decisioning to dealerships through Upstart Auto Finance (UAF), a first-look lending solution designed to streamline approvals, reduce friction, and unlock profit opportunities dealers didn’t think were possible. As an Account Executive on the Upstart Auto Finance Sales team, you’ll be responsible for introducing UAF to dealerships in your territory and driving new partnerships from first conversation through signed agreement. You’ll act as a consultant, helping dealers understand how AI-driven credit decisioning can improve their approval rates, funding speed, and profitability, while simplifying their operations. You’ll collaborate with internal teams like, Implementation, Dealer Launch, and Dealer Success, to ensure a smooth handoff and successful launch. This is a fast-paced, high-impact role where performance, discipline, and execution drive measurable growth.

Requirements

5+ years of full-cycle sales experience with a leading auto dealership technology provider, lender, or B2B SaaS platform.
Proven ability to meet and exceed aggressive rooftop and adoption targets.
Strong understanding of dealership operations, particularly F&I, credit decisioning, and funding workflows.
Experience selling both in-person and remotely to executive-level dealership stakeholders (Dealer Principal, GM, GSM, F&I Director).
Exceptional communication, discovery, and presentation skills - able to simplify complex ideas for diverse audiences.

Nice To Haves

Demonstrated success working cross-functionally with Dealer Success, Implementation, and Product teams to ensure dealer satisfaction and performance post-launch.
Experience leveraging AI or data-driven technology solutions to improve business outcomes in the automotive or fintech space.
Skilled at managing extended teams, including, DSM/DRMs, and support teams — to ensure a consistent dealer experience.
A consultative selling style with strong discovery instincts, the ability to identify quantifiable pain, and a track record of turning insights into action.

Responsibilities

Engage with dealerships in your assigned territory to introduce Upstart Auto Finance and demonstrate how AI-powered decisioning drives better approval outcomes and faster funding.
Build and manage relationships with Dealer Principals, GMs, and F&I Directors, aligning UAF’s value to their front-end and back-end profit goals.
Lead product demonstrations and discovery discussions that uncover dealer pain points — funding delays, approval gaps, and margin compression, and connect them to UAF’s unique value.
Collaborate with your downstream partners to ensure a seamless transition from signed dealer to active, funded partner.
Consistently exceed monthly and quarterly growth targets by maintaining a strong, consultative pipeline.
Identify expansion opportunities within existing dealer groups, championing UAF across rooftops and brands.

Benefits

Competitive compensation, including base pay, bonus opportunities, and annual equity grants that vest quarterly
Retirement benefits to help you plan for the future, including a 401(k) or Group Retirement Savings Plan with a company match of $2 for every $1 contributed, up to $15,000 annually (USD in the US, CAD in Canada)
Employee Stock Purchase Plan (ESPP) with discounted stock purchase options for eligible employees (US only)
Comprehensive health coverage designed to support you and your family, including medical, dental, vision, and wellness resources for US and supplemental health coverage for Canada.
Health Savings Account contributions from Upstart for eligible plans (US only)
Income protection benefits, including life insurance and disability coverage for added financial security
Paid time off, sick leave, and company holidays, in line with local requirements
Paid family and parental leave to support caregiving and major life moments (duration varies by country)
Family-centered benefits to support fertility, parenthood, and caregiving needs
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 (US Only)
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, all-company updates, and employee resource groups (ERGs)
Onsite perks, including catered lunches and fully stocked micro-kitchens when working from one of our offices in the Bay Area, Austin, Columbus, and New York City (opening Summer 2026!)