Founding Account Executive Job at Middesk (San Francisco, New York)

Founding Account Executive

Middesk

Location:
United States , San Francisco, New York

Category:
Sales

Contract Type:
Not provided

Salary:

230000.00 - 250000.00 USD / Year

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Job Description:

We’re hiring a Founding Account Executive to launch Middesk’s new agent AI product — a platform built to automate complex workflows that companies currently rely on people to manage. This is a ground-floor role with direct influence over what the product becomes, how we bring it to market, and how quickly it scales. You won’t inherit a playbook. You’ll write it. You’ll be the person who turns early signals into revenue, shapes how customers experience the product, and materially influences Middesk’s next chapter. Your fingerprints will be on everything from our first lighthouse accounts to the early GTM systems that future teams build upon. If you’re motivated by outsized ownership, steep learning curves, and seeing your work translate into real business impact, this role offers a rare chance to build something new alongside a deeply technical, high-output team.

Job Responsibility:

Identify and engage early-adopter segments
use customer discovery to validate problems and sharpen positioning
Run light, fast experiments (messaging, ICP hypotheses, channels, pricing) to learn where the product resonates
Do targeted market research to understand workflows, competitive signals, and where the strongest use cases emerge
Own the full sales cycle — from first outreach through close and onboarding
Build early GTM motions grounded in what you learn from conversations, experiments, and data
Partner closely with Product and Engineering to turn customer insight into roadmap priorities
Create foundational GTM materials: personas, pitch decks, ROI stories, demo flows
Establish the systems, metrics, and playbooks that future AEs will scale

Requirements:

4+ years of quota-carrying experience in B2B SaaS (startup or early-stage preferred) with success selling new products or opening new markets
Experience with AI, automation, or agentic workflow software — you understand how these technologies solve real problems and can speak credibly with technical buyers
A founder mindset: ownership, adaptability, and the ability to create structure without waiting for direction
Bias toward action and experimentation
you move quickly and use customer learning loops to guide decisions
Deep curiosity and pattern recognition
you ask sharp questions and turn feedback into strategy
Product intuition and confidence collaborating with technical teams to shape features and narratives
Full-cycle sales excellence: discovery, solutioning, stakeholder alignment, negotiation, and closing
Cultural alignment: low-ego, high-output, collaborative, and driven by meaningful impact

Nice to have:

Experience in fintech, verification, or data products

What we offer:

equity and benefits

Additional Information:

Job Posted:
February 21, 2026

Employment Type:

Fulltime

Work Type:

Hybrid work

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