Founding Account Executive: Launch Our Enterprise Sales

Proaction, Inc.; San Francisco, Northern (CA, KY); Hybrid; USD 150,000 - 230,000; Full time

Benefits offered by this job

Health coverage

Flexible PTO

Equity

Learning budget

Quality equipment

AI tool budget

Job summary

Proaction, SF-based AI-native fleet management startup, is hiring the first Account Executive to define and own the enterprise sales motion from prospecting to close. This role mandates hands-on selling, building relationships with fleet leaders, and turning early conversations into repeatable deals.

You will work directly with the founders, shape the sales playbook, and move opportunities without relying on a mature pipeline.

Qualifications

• Experience closing complex B2B software or technology-enabled-services deals with mid-market or enterprise customers.
• Early-stage startup experience, moving from founder-led selling to a repeatable motion.
• Strong product instincts to understand offerings and articulate value.

Responsibilities

• Own end-to-end sales cycle across large mid-market and enterprise fleet accounts.
• Build pipeline and qualify opportunities with fleet leaders and executives.
• Collaborate with growth and business development teams to accelerate deals.
• Segment opportunities by fit and focus on high-potential accounts.
• Develop and refine early sales playbooks, discovery frameworks, and qualification standards.
• Maintain disciplined pipeline visibility without over-processing.
• Help identify and onboard future sales hires as the motion scales.

Skills

Closing complex B2B software deals

Startup experience

Hunter mindset

Fleet operator selling

Cross-functional collaboration

Job description

Proaction, SF-based AI-native fleet management startup, is hiring the first Account Executive to define and own the enterprise sales motion from prospecting to close. This role mandates hands-on selling, building relationships with fleet leaders, and turning early conversations into repeatable deals.

You will work directly with the founders, shape the sales playbook, and move opportunities without relying on a mature pipeline.