Posted Sep 23, 2026

Sales Development Representative

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Position Summary The SDR researches and engages insurance decision-makers (Owners, VPs of Operations, Underwriting Managers, CIOs), qualifies their operational needs, and books discovery meetings for the Head of Sales — through both digital outreach and industry events/conferences. Essential Duties & Responsibilitie • Identify and research key decision-makers at target firms • Cold call, email, and LinkedIn prospect into target insurance accounts to build qualified pipeline. • Run discovery conversations to uncover pain points in underwriting, policy admin etc. • Qualify leads using BANT and book meetings for the Head of Sales, with clean handoff briefs. • Work industry conferences and trade shows (WSIA, TMPAA, NAPEO, etc.) — pre-event outreach, on-site meetings, and post-event follow-up. • Keep CRM (Salesforce/HubSpot) clean and up to date; report on pipeline activity weekly. Must-Haves • 3–5 years of being a HUNTER and selling insurance operations/BPO. • Working knowledge of the insurance lifecycle — especially Workers' Comp and commercial lines. • Strong communicator who can credibly engage senior insurance executives. • Resilient, organized, self-directed — thrives in a fully remote, high-volume outreach role. • Comfortable working a room at industry events: initiating conversations, qualifying on the spot, and booking meetings. • CRM proficiency (ideally HubSpot). Nice-to-Haves • Experience selling Insurance BPO services. • Track record booking meetings by cold calling and at trade shows/conferences. • Exposure to Workers' Comp underwriting or MGA operations. • Bachelor's degree in Business, Marketing, Finance, or related field