Founding Account Executive (AE)

About Wispr Flow

Wispr Flow is a voice dictation platform that understands users perfectly on the first try, offering context-aware, personalized experiences. The company aims to build native actions and is currently seeking a Founding Account Executive.

What You’ll Do

• Build the go-to-market strategy alongside the founder
• Convert high-intent users into enterprise agreements through thoughtful discovery, pilots, and nuanced commercial navigation
• Own the full sales motion end to end, including qualification, discovery, POC design, procurement, security, legal, and closing
• Speak fluently with engineering, product, AI, and security stakeholders, serving as a strategic partner rather than a vendor
• Become a subject matter expert on Flow, deeply understanding the product's technical capabilities, roadmap, and its implications for enterprise workflows
• Capture learnings from the field and channel them into product, positioning, pricing, and repeatable playbooks

What Makes You a Great Fit

• 3–7+ years full-cycle AE experience in B2B SaaS
• Proven success in high-volume new business generation in PLG, bottoms-up, or product-led expansion environments
• Comfortable selling to technical personas such as engineering, AI/ML, product, security, or innovation teams
• Experienced in navigating procurement, InfoSec reviews, and multi-threaded enterprise cycles
• Bonus: early-stage or seed-to-Series B experience where you shaped GTM from scratch

Traits That Thrive at Wispr

• High-agency, humble, intellectually curious — builds context, not just pitches product
• Obsessed with users and fluent in their workflows — tests, measures, refines, and moves fast without losing depth
• Analytical and experiment-driven — communicates technical concepts clearly
• Comfortable with ambiguity and energized by building zero-to-one motion with founders and early customers

Compensation Range

$250K - $350K

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