We are seeking a driven and results-oriented Outbound Account Executive (OAE) to join our sales team. Reporting to the VP of Sales, this is a full-cycle, net-new role responsible for independently prospecting, selling, and closing InsCipher's products and services. The OAE owns the entire sales process-from initial outreach through close-and plays a critical role in driving new customer acquisition.
Successful candidates can clearly articulate InsCipher's subscription-based, software-enhanced services and are comfortable building and managing their own pipeline. This role blends company-sourced leads with independent outbound strategies, requiring strong prospecting skills, disciplined follow-up, and confident deal execution. With aggressive growth goals ahead, ambition, focus, creativity, and hustle are essential for success.
Key Responsibilities- Consistently generate and close new business to exceed individual and company revenue targets
- Independently prospect into new accounts using outbound email, phone, social selling, and research-driven strategies
- 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
- Deliver clear, compelling sales presentations and product demos to business owners and department leaders
- Confidently answer detailed questions about InsCipher's offerings and clearly communicate customer value and ROI
- 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 VP of Sales and Legal
- Maintain accurate pipeline, forecasting, and activity records in the CRM
- Participate actively in weekly sales meetings to review goals, pipeline health, and performance
- 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: $500K in closed-won revenue
- Success is driven by consistent outbound activity, disciplined pipeline management, strong discovery, and effective closing execution
Requirements and Qualifications- Bachelor's degree in Business, Marketing, Communications, or a related field, or equivalent professional experience
- 2-5 years of experience in consultative B2B sales
- 2+ years of Surplus Lines / Non-Admitted Insurance experience preferred
- SaaS or InsurTech sales experience preferred but not required
- Strong research skills with the ability to understand a prospect's business and speak at their level
- Exceptional verbal and written communication skills, with the ability to clearly articulate InsCipher's value proposition
- Consultative selling mindset-able to listen actively, ask strong questions, and guide productive conversations
- Comfortable working autonomously, taking initiative, and learning the business quickly after onboarding
- Coachable and receptive to feedback, with a growth-oriented mindset
- Experience using CRM tools; HubSpot experience is 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
Compensation Range: $100k/yr + Bonus and Commission