SaaS Account Executive

External Job Title: Enterprise Account Executive – SaaS Position Summary The Enterprise Account Executive is a high-energy, customer-focused individual contributor responsible for driving new customer acquisition and revenue growth for Digital Fleet. This is a full-cycle SaaS sales role with direct ownership of prospecting, pipeline creation, opportunity strategy, commercial negotiations and close. As an early member of the Digital Fleet sales team, this role requires a self-starter mentality and will play an important role in not only generating revenue, but also helping establish the go-to-market motion.. The Enterprise Account Executive partners closely with the Customer Experience team to ensure new customers transition smoothly from signed contract to successful onboarding and adoption, protecting early retention and setting the foundation for long-term revenue expansion. The Enterprise Account Executive will engage fleet, operations, finance and executive stakeholders to understand complex operational challenges, quantify business impact and demonstrate how Digital Fleet can help customers gain greater visibility and make better informed decisions across their fleet. This role requires a true new-logo seller who combines disciplined SaaS sales execution with curiosity, business acumen and the ability to navigate complex buying organizations. Major Responsibilities Prospecting & Pipeline Development • Build and own a qualified pipeline of new-logo opportunities within an assigned territory, market or account segment. • Develop pipeline through direct prospecting, executive outreach, referrals, industry events, marketing programs and other targeted account-development strategies. • Prioritize inbound and outbound leads based on defined ICP fit, business need, buying readiness and potential customer value • Research target accounts and develop thoughtful account strategies based on the customer's business, fleet operations, potential challenges and organizational priorities. • Identify and engage the appropriate operational, technical, financial and executive stakeholders within prospective customers. • Partner with Marketing to leverage campaigns, content, and demand generation programs to supplement outbound efforts Value Selling & Sales Execution • Own the full-cycle SaaS deals from initial engagement and discovery through close, including needs assessment, customized demos, nosiness case development, proposal development, and contract negotiation • Lead consultative discovery conversations that uncover operational challenges, current processes, business priorities and measurable opportunities for improvement. • Translate Digital Fleet value messaging to specific customer challenges into clear business outcomes including fleet visibility, operational cost reduction, and telematics integration • Deliver product demonstrations that are relevant to the customer's priorities and advance the buying decision rather than relying on feature-led presentations. • Lead commercial discussions including pricing, packaging, negotiation and contract progression. Effectively position Digital Fleet within a competitive market and communicate meaningful differentiation based on customer needs. Customer Handoff & Expansion • Partner closely with the Customer Experience team to ensure a smooth, high quality handoff from signed contract to onboarding; ensuring expectations, business objectives, success measures and commitments established during the sales process transition clearly into the implementation. • Maintain appropriate executive relationships to support to help establish strong early customer partnerships and identify future growth opportunities. • Collaborate with Product, Customer Experience, Marketing and other internal teams to ensure customer feedback and market insight inform broader business decisions. Pipeline Management & Forecast Discipline • Maintain accurate, up-to-date opportunity records, activity logs, and pipeline data in HubSpot • Participate in weekly pipeline reviews with Sales Leadership, providing accurate forecasts based on customer evidence and defined sales stage criteria. • Take ownership of individual performance against new-logo and recurring revenue objectives Qualifications • 5+ years of successful B2B SaaS, technology or complex solution sales experience, with significant experience acquiring net-new customers. Demonstrated history of meeting or exceeding revenue or ARR targets in a quota-carrying role. • Proficiency in CRM tools (Hubspotpreferred) and sales engagement platforms • Fleet management, transportation, logistics, telematics, maintenance, asset management or related industry experience is a plus. Strong communication, discovery, and presentation skills • Comfortable selling to mid-market and enterprise buyers including Operations, Finance, and C-suite stakeholders • High energy, coachable, competitive, and self-motivated with strong time management skills • Bachelor's degree or equivalent professional experience preferred Success Metrics • New annual recurring revenue (ARR) and quota attainment • New customer acquisition • Creation and progression of qualified pipeline • Conversion of qualified opportunities to closed-won customers • Sales cycle velocity and deal quality • Forecast accuracy and pipeline discipline • Development of strong, referenceable customer relationships Contribution to a scalable and repeatable Digital Fleet sales motion Compensation: $100-180K plus commission Exact compensation may vary based on several factors, including skills, experience, and education. Benefit packages for this role will start on the 31st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.