Senior Account Executive, SMB and B2B

About the Role OfferUp is looking for an experienced Senior Sales Account Executive to lead the charge across our Business Verticals (SMB - small to mid sized businesses and B2B) . This role is pivotal in defining our offering for small to mid-size businesses that sell a physical product, such as auto dealerships, furniture stores, appliance retailers, electronics stores, pawn shops, and more. As well as selling a broad range of solutions built to help those businesses hit their marketing goals. This is a role for a confident self-starter who's comfortable navigating uncharted territory and wants a real hand in shaping sales strategy for the whole company. We treat every Account Executive like the owner of their own small business: you run your territory, you own your pipeline start to finish, and you bring the hunger to get after it every single day. It's a grind and it's genuinely rewarding for the person who wants to build something. What You'll Do • Own the full sales cycle: prospect, pitch, close, and onboard new customers • Sell directly to local business owners and operators across high-growth categories including automotive, furniture, appliances, electronics, and specialty retail etc. • Grow your revenue base from a mix of inbound leads and identifying and closing new business through cold outreach • Bring a hunter mentality, proactively research and prospect new business in targeted regions and categories • Build and manage a robust pipeline, and forecast new business closure rates and revenue booked • Collaborate with Product, Marketing, and Business Operations so learnings from the field shape OfferUp's overall direction • Lead, track, and report on all prospecting and opportunity stage activity and results in Salesforce.com • Work a hybrid schedule, in the office Tuesdays and Thursdays You'll Thrive in This Role If You Have • A demonstrated track record of selling high-dollar marketing/advertising services over the phone • Experience in a short sales cycle, one-call close experience is a big plus • 3–5 years of Business Development, Inside Sales, or Account Executive experience with a tech company serving brick-and-mortar customers • Full fluency in Spanish and English • Competitive drive, optimism, and confidence • Demonstrated proficiency in prospecting and hunting for new clients • The ability to sell to busy, no-nonsense business owners while still building relationships built to last • Resourcefulness and adaptability, you find creative solutions even when they're not “how it's done” in this space • A leadership mindset, you treat your book of business like it's your own company • A Bachelor's degree or equivalent experience Helpful, But Not Required • Knowledge of the automotive dealer industry • Experience selling B2B • Familiarity with the Challenger Sales Methodology • Midmarket Experience Compensation: This role has a base compensation of $96,655 + variable bonus with an expected OTE of $144,655 (if targets are met) OfferUp offers a comprehensive compensation and benefits package where you’ll be rewarded based on your performance and recognized for the value you bring to the business. Individual salaries within our ranges are determined through a variety of factors, including but not limited to education, experience, knowledge, skills, and geography. All roles will receive equity in OfferUp as part of their compensation, the amount of equity varying depending on the individual’s level and experience. Benefits (all US roles): In addition to our compensation package, this role is eligible to enroll in health insurance, healthcare savings and spending accounts, retirement savings benefits (401(k) plan with match), basic and voluntary life insurance, disability benefits, and paid ti