Outbound Account Executive

We are seeking a motivated and coachable Outbound Account Executive (OAE) to join our sales team. Reporting to the Lead OAE, this is a full-cycle, net-new sales role designed for an early-career sales professional looking to build foundational skills in consultative B2B selling within the InsurTech space. The OAE works closely with the Lead OAE and broader sales team to prospect, develop pipeline, and close new business — with structured support, coaching, and development along the way.

Key Responsibilities

• Generate new business through outbound prospecting via email, phone, and social selling — with guidance and support from the Lead OAE
• Follow up promptly and professionally on inbound leads generated by Marketing, advancing them through the sales funnel
• Own the full sales cycle from first contact through discovery, demo, negotiation, and close — with coaching support on complex deals
• Deliver clear, compelling sales presentations and product demos to business owners and department leaders
• Build consultative, trust-based relationships by understanding each prospect's business challenges and tailoring solutions accordingly
• Collaborate with Marketing on outbound campaigns to drive demand and improve funnel performance
• Research and qualify prospects using trade publications, industry resources, and social platforms
• Prepare sales service agreements and pricing proposals in collaboration with the Lead OAE and VP of Sales
• Maintain accurate pipeline, forecasting, and activity records in the CRM
• Participate actively in weekly sales meetings, training sessions, and coaching calls
• Travel to customer sites and industry events as needed (anticipated up to ~20%)
• Required to perform other duties as requested, directed, or assigned

Performance Expectations

• Year 1 new business target: $400K in closed-won revenue, with ramp support and structured coaching from the Lead OAE

Requirements and Qualifications

• Bachelor's degree in Business, Marketing, Communications, or a related field, or equivalent professional experience
• 0–2 years of experience in B2B sales, business development, or a customer-facing role
• Surplus Lines / Non-Admitted Insurance experience a plus but not required
• SaaS or InsurTech sales experience a plus but not required
• Strong research skills with curiosity about prospects' businesses and industries
• Strong verbal and written communication skills with a willingness to develop and refine your sales voice
• Coachable and receptive to feedback with a genuine growth mindset
• Comfortable working in a fast-paced, goal-oriented environment
• Experience using CRM tools preferred; HubSpot experience a plus

Perks

• Health, dental, and vision plans
• Amazing work-life balance with 4 weeks of Paid Time Off
• 10 Paid Company Holidays with 2 floating holidays
• 401K Programs with employer match
• Personal assistance programs for support in a healthy personal and work life

Why InsCipher?

At InsCipher, you'll join a team of disruptors, innovators, and forward-thinkers. We're not just changing the game; we're creating a new one. We offer a dynamic, inclusive work environment where your ideas are valued, and your contributions lead to real change. With us, you'll have the opportunity to:

• Work on cutting-edge projects that are reshaping an industry
• Collaborate with a team of passionate, like-minded professionals
• Enjoy a culture that values flexibility, innovation, and personal growth

Compensation Range: $75k/yr + Commission

We are proud to be an equal-opportunity employer. We are committed to providing equal opportunities to all qualified applicants, regardless of race, color, religion, sex, national origin, disability, or any other legally protected characteristics. 

If you need accommodation, please let us know during the interview process.