Account Executive

Drivepoint is a fast-growing B2B AI & SaaS company that provides financial modeling and forecasting solutions for eCommerce and omnichannel brands. Our platform is the financial system of record for consumer brands looking to unlock profitable growth, improve capital access, and strengthen valuations.

We’re on a mission to help retail leaders achieve better outcomes, with a goal of powering 25% of global retail GMV by 2030. Built by seasoned strategic finance experts, Drivepoint is designed for clarity, speed, and insight, not complexity.

Leading eCommerce founders and CEOs use Drivepoint to analyze business performance, model future scenarios, and make critical decisions. With strong customer feedback, inbound momentum, and fresh Series A funding ($7M, July 2025), we’re scaling rapidly.

Account Executive

Mission: Own the full-cycle sales process, driving net new revenue, while playing a crucial role in accelerating Drivepoint's next phase of growth.

Location: Boston / Hybrid (1-2 days in office per week) | Full-Time

Team: Sales / GTM

Compensation: Competitive package including base salary + commission, based on experience.

The Role

Drivepoint has achieved strong product-market fit and is scaling rapidly with high-growth consumer brands. As one of the first Account Executives on the team, you’ll play a key role in building and executing our mid-market and enterprise sales motion.

You’ll run disciplined, consultative sales cycles by leading discovery, delivering outcome-focused demos, and closing complex, multi-stakeholder deals. You’ll partner closely with marketing to convert inbound demand while generating your own pipeline through thoughtful outbound. We believe in honest discovery, mutual qualification, and always leaving conversations with a clear next step.

This is a high-ownership role with meaningful career upside. As the company grows, you’ll have opportunities to take on larger enterprise accounts, help shape our sales process, and grow into senior or leadership roles.

What You’ll Do

• New Business Generation: Consistently achieve or exceed monthly and quarterly sales targets through sourcing and closing net new opportunities.
• Complex Deal Navigation: Effectively engage with CEOs, finance leaders, and other senior decision-makers to navigate multi-stakeholder sales cycles and close complex deals.
• Pipeline Management: Accurately track opportunities, forecast pipeline, and capture key account details (use cases, decision timelines, next steps) in HubSpot.
• Cross-functional Collaboration: Partner closely with Customer Success to ensure high satisfaction and retention, and with Product and Marketing to provide customer-driven feedback.
• Inventive & Adaptable: Comfortably test and iterate on messaging, outreach, and deal approaches in a fast-moving, early-stage environment.

Success in this role is defined by consistently exceeding sales targets for new business (ARR), while helping establish the foundational sales processes for a world-class revenue organization.

• Ramp to productivity within your first 3 months
• Build and effectively manage a pipeline remaining at or above a 3x coverage
• Consistently meet or exceed monthly and quarterly targets (ARR)
• Collaborate closely with peers and cross-functional teams to improve all aspects of our GTM motion

• Minimum 3 years of B2B SaaS sales experience and exceeding targets in a quota-carrying, closing role.
• Experience selling into consumer brands, eCommerce, and/or CPG is a plus.
• Experience developing the required technical acumen to effectively navigate complex deal cycles (FP&A, CDP, Data & Analytics, Data Infrastructure, etc.)
• Strong executive presence and ability to sell into the C-suite (CEOs and finance leaders).
• Self-starter who takes full responsibility for pipeline and revenue outcomes.
• Builds strong relationships by understanding customer pain points and aligning Drivepoint’s value.
• Thrives in an early-stage, high-growth environment where playbooks are still being written.

• Foundational Role: Play a foundational role in shaping our go-to-market strategy and sales organization.
• Impact: Be a key driver of revenue growth at a high-growth, Series A, product-driven company.
• Work with Executives: Engage directly with founders and executives at high-growth consumer brands.
• Mission-Driven Team: Be part of a mission-driven team building a category-defining product.
• Culture: Remote-friendly, collaborative culture with room to grow.
• Compensation: Competitive salary + commission, excellent benefits, and meaningful equity opportunity.

Competitive, based on experience. We also offer a comprehensive benefits package and opportunities for career growth.

Drivepoint is an equal opportunity employer. We celebrate diversity and are committed to building an inclusive environment for all employees.