Posted Sep 23, 2026

Sales Development Representative

Apply Now
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 & Responsibilities 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