3-5 years of B2B SaaS sales experience, preferably in insurtech, fintech, or AI.
Experience selling to operations or customer service leaders at mid-market or enterprise companies.
Strong understanding of the complete sales process including discovery and closing.
Exceptional written and verbal communication skills.
Consultative sales approach with a focus on listening and trust-building.
Growth mindset with a desire to learn and excel in enterprise sales.
Resilience and ability to manage long sales cycles with multiple stakeholders.
Proficiency in HubSpot and CRM best practices.
Responsibilities
Drive new business with VPs of Operations, Claims, and Sales in the insurance sector.
Conduct discovery meetings and demos to identify and address inefficiencies.
Map organizational structures and build relationships at multiple levels.
Collaborate with product and engineering teams to relay customer feedback.
Maintain a high-velocity sales pipeline in HubSpot with accurate forecasts.
Close deals that enhance service scalability and reduce costs.
Act as a trusted advisor to help clients transition to AI automation.
Benefits
Top-of-market salary and uncapped OTE.
Meaningful equity stake with potential for upside.
Medical, dental, and vision insurance.
Gym membership.
Full Job Description
A Day in the Life
As an Enterprise Account Executive at Strada, you'll own the sales process end-to-end, from discovery to close, with some of the most respected brands in the insurance space.
Your day will include:
Driving new business with Operations, Claims, and Transformation leaders at large insurance carriers, brokers, wholesalers, and TPAs.
Running discovery and consultative demos that uncover inefficiencies in claims handling, customer service, and quote intake.
Mapping complex org structures and building multi-threaded relationships with both technical and business leaders.
Collaborating with product and engineering to communicate customer feedback and influence roadmap priorities.
Managing a clean, high-velocity pipeline in HubSpot with precision forecasting.
Closing deals that help insurance leaders scale service, reduce costs, and delight policyholders.
Acting as a trusted advisor, not a vendor, guiding customers through the path from manual service to AI automation.
You Bring
5+ years of B2B enterprise sales experience, with a proven track record of exceeding quota.
Experience selling technical products to operations leaders, preferably in the insurance industry.
A strong understanding of complex sales processes with 6-figure to 7-figure ACVs.
A consultative approach and meticulous attention to detail, simplifying complexity, and earning trust.
A growth mindset, hungry to learn, iterate, and drive to perfect your GTM strategy.
Grit, resilience, and the ability to navigate long cycles and multiple stakeholders.
Bonus Points For
Experience selling enterprise software to the insurance industry.
Founding sales team or early-stage startup experience.
Who You Are
You're a business athlete, competitive, coachable, and relentless.
You thrive in ambiguity and early-stage environments.
You're a natural relationship builder and establish rapport by understanding your prospects through diligent preparation.
Our Investment in You
Top-of-market salary and uncapped OTE
Meaningful equity stake with significant upside.
Comprehensive medical, dental, and vision insurance.
