• Engage in sales call activities to school districts • Conduct in-person sales consultations with faculty, curriculum directors, and administrators • Meet or exceed annual sales goals • Drive new business to develop growth within the territory • Provide accurate forecasting and sales activity • Participate in network building opportunities within the territory

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more. Role Description We’re looking for a high-power Founding Account Executive to help us scale our sales motion. You’ll own the full sales cycle—from prospecting to closing—and help us land the next wave of customers fueling our growth. In this role you’ll get the chance to work directly with our CEO to evolve and optimize our sales process: - Test new messaging - Refine outbound strategies - Help shape how Double Nickel goes to market You’ll build pipeline, close deals, and help us lay the foundation to continue scaling. If you love being part of the earliest stages, aren’t afraid to roll up your sleeves, and want to help build a category-defining company—we want to meet you. Qualifications - 2–4 years of full-cycle B2B SaaS sales experience, ideally in a fast-moving startup - Proven track record of exceeding quota and closing SMB and mid-market deals - Experience selling to executive-level buyers with multiple stakeholders involved - Strong outbound prospecting skills - you do not shy away from the phones - Exceptional discovery, demo, and closing skills using consultative sales techniques - Self-motivated, resourceful, and comfortable working independently in a fast-paced environment - Bonus: Experience selling into trucking, logistics, or other foundational industries Requirements - Own the full sales cycle: outbound prospecting, discovery, demo, negotiation, and close - Build relationships with decision-makers and influencers across recruiting, safety, and operations - Run consultative sales conversations that uncover pain and map our solution to their goals - Collaborate with the CEO to refine messaging, outbound plays, and overall sales strategy - Track and manage your pipeline in our CRM with discipline and accuracy - Represent Double Nickel at industry events and conferences - Partner with Customer Success to ensure smooth handoffs and long-term customer success Benefits - Competitive Compensation: $120,000–160,000 OTE + early-stage equity - Comprehensive benefits: Health insurance + 401(k) - Work from anywhere: We are open to remote candidates based in the U.S. - Optional in-person collaboration: Our office is in Brooklyn, NY if you prefer in-office time - Unlimited PTO: Because trust and outcomes matter more than hours logged

• Own and Execute the Full Sales Cycle. • Manage the complete sales cycle from prospecting and discovery to negotiation and close. • Build, maintain, and accurately forecast a high-quality pipeline aligned to revenue targets. • Drive outbound outreach to target accounts and industries; identify and engage decision makers across functional and executive levels. • Respond quickly and professionally to inbound leads, ensuring high-quality discovery, clear qualification, and rapid follow-up. • Work with Sales Engineering resources to determine solution feasibility and how best to demonstrate confidence in outcomes. • Deliver compelling presentations, demos, proofs-of-concept, and ROI/value narratives tailored to customer needs and use cases. • Collaborate with the Delivery Team to scope AI solutions that align with client goals and platform capabilities. • Get to signature. • Support partner-sourced opportunities by providing deal support, co-selling, and ensuring a seamless prospect experience. • Work alongside partners to progress referral-generated pipeline. • Provide feedback on partner engagement quality and deal outcomes to help evolve the partner program. • Work with Product and Delivery to translate customer problems into product feedback and roadmap insights. • Partner with Marketing to refine outbound campaigns, sales assets, and GTM messaging based on front-line buyer interactions. • Support Delivery and Customer Success with clear deal documentation and handoff to ensure seamless onboarding. • Maintain accurate and up-to-date CRM records, pipeline data, and deal documentation. • Follow established sales processes, playbooks, and qualification frameworks. • Track and report on key performance metrics including pipeline coverage, conversion rates, sales cycle length, and forecast accuracy. • Contribute to the refinement of outreach scripts, qualification guidelines, and sales collateral based on what's working in the field. • Develop deep expertise in Contextual's platform, value drivers, customer use cases, and competitive landscape. • Stay current on market trends, buyer personas, and emerging needs across target industries. • Share front-line insights and recommendations that inform GTM strategy, pricing, packaging, and positioning.

• Own and consistently hit clear, ambitious revenue targets • Run the entire sales process: outbound prospecting, discovery, demos, stakeholder alignment, negotiation, and close • Develop deep expertise in amplo’s product, customers, and the insurance ecosystem • Work closely with Product to bring real-world customer and prospect feedback into roadmap discussions • Help define early sales processes, tooling, qualification standards, and forecasting practices • Build trusted relationships with senior leaders at brokerages and agencies • Act as a thought partner to leadership as we evolve our go-to-market strategy and scale