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Wheelbase - Sales Development Representative (SDR)

Outdoorsy - San Francisco, CA, United States - Hybrid

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Salary: USD 90,000 - 110,000 / annual

Wheelbase, part of The Ride Platform Inc., is seeking a Sales Development Representative to drive pipeline growth for its fleet management SaaS platform. The Ride Platform operates multiple businesses serving the operator economy: Outdoorsy and Ride (marketplaces), Wheelbase (enterprise SaaS for fleet management), and Roamly (InsurTech). Wheelbase is the operating system for auto rental, carshare, RV, and mobility fleets, with embedded real-time commercial insurance through Roamly. As an SDR, you will be the tip of the spear for sales growth, engaging prospect fleet owners and booking qualified meetings for Account Executives. Key responsibilities include driving outbound pipeline through cold calls, personalized emails, and LinkedIn outreach to fleet owners; conducting discovery calls to evaluate prospects' fleet sizes, current software stacks, and business needs; scheduling high-quality product demos; developing deep product knowledge of Wheelbase and the outdoor travel industry; and maintaining accurate CRM records in Salesforce/HubSpot. You should be based in or relocating to San Francisco and excited about working in a collaborative, in-office environment. Ideal candidates have 1–2 years of sales, business development, or customer-facing experience (SaaS experience is a plus). You need excellent verbal and written communication skills, comfort with phone outreach, a resilient and high-energy mindset with a track record of meeting targets, and genuine curiosity about tech, SMB software, or the outdoor travel space. Compensation includes on-target earnings (OTE) of $90–$110K with uncapped commissions, equity compensation, comprehensive health and welfare benefits, 401(k) match, and flexible PTO. The company offers a lively office atmosphere with snacks, happy hours, catered lunches, and team building events, plus RV rental discounts and a culture valuing work-life balance.

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