Account Representative Lead focusing on sales growth in the Property & Casualty insurance market. Part of a fast-scaling startup at PEAK6 leveraging technology for innovation and support.
Responsibilities
own the end-to-end sales cycle: prospecting, discovery, solution positioning, negotiations, and closing
drive new business acquisition with enterprise and mid-market accounts
expand existing customer relationships through up-sell and cross-sell opportunities
develop account plans for target accounts and build multi-stakeholder engagement strategies
build trusted advisor relationships with executives, decision-makers, and champions
ensure customer success teams are set up to deliver long-term value post-sale
collaborate with marketing to optimize lead generation, messaging, and campaigns
provide market feedback to product teams to shape roadmap and solution enhancements
help refine sales playbooks, pricing, and positioning to scale GTM execution
consistently meet or exceed revenue, pipeline, and activity targets
maintain accurate forecasting, pipeline hygiene, and CRM discipline
leverage data-driven insights to continuously improve sales effectiveness.
Requirements
5–8+ years of enterprise / strategic sales experience, ideally in SaaS, technology, or data/analytics
proven track record of exceeding quota in high-growth or startup environments
strong hunter mentality with expertise in prospecting and building new logos
comfortable navigating complex buying cycles with multiple stakeholders
exceptional communication, presentation, and negotiation skills
entrepreneurial mindset: scrappy, adaptable, and motivated by building from the ground up.
Benefits
healthcare benefits (medical, dental and vision, EAP)
competitive PTO
401k match
parental leave
HSA contribution match
paid subscription to the Calm app
generous external learning and tuition reimbursement benefits
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