Founding Account Executive

Maestro AI, Inc.; Seattle (WA); Hybrid; USD 120,000 - 160,000; Full time

Benefits offered by this job

Generous early-employee equity

Comprehensive benefits package

Job summary

Maestro AI, Inc. is seeking a Founding Account Executive to lead the sales process. You'll be responsible for managing the entire sales pipeline and collaborating closely with our founders to drive growth.

Ideal candidates have over 4 years of SaaS sales experience, preferably in technical environments. The role offers a competitive salary ranging from $120,000 to $160,000 base, with total compensation expected to reach $220,000 to $280,000.

Qualifications

• 4+ years of experience in closing technical SaaS deals.
• Track record as a top performer in early-stage startups.
• Genuine curiosity about engineering and AI.
• Experience interacting with engineering leadership like CTOs.

Responsibilities

• Own the sales pipeline from prospecting to close.
• Run demos for engineering leaders alongside founders.
• Partner with founders on meaningful deals.
• Document the sales playbook for future AEs.

Skills

SaaS sales

Technical knowledge

Outbound sales

CRM discipline

Hunter mentality

Job description

The way code gets written has changed more in the last year than in the previous twenty. Maestro is the platform engineering leaders use to navigate this transition — helping teams adopt AI deliberately, hold their craft to a higher standard, and turn the moment into a durable advantage instead of a missed one.

As an early-stage, venture-backed startup, joining our team means you’ll play a critical role in shaping our product and company culture. You’ll have the opportunity to design and deliver customer-facing features, address critical customer issues, and contribute to our technical and operational foundations from day one. We are a Seattle-based company, biased toward in-person collaboration, but open to fully remote for the right candidates.

The role

As a Founding Account Executive at Maestro, you’ll be responsible for:

• Own pipeline end-to-end: prospecting, qualification, discovery, demo, negotiation, and close.
• Run demos with engineering leaders, VPEs, and CTOs — alongside the founders. Tell the Maestro story in a way that lands with skeptical, sharp buyers.
• Partner with founders on every meaningful deal. We sell as a team in the early innings, and the closer the AE is to the founders, the faster we learn.
• Carry feedback from the field back into product. The best early AEs aren’t order-takers — they’re the sharpest signal product has about what to build next.
• Build the playbook. The messaging that lands, the objections we keep hearing, the ICP that’s actually closing — document it well enough that the next AE we hire can run it.
• Hit your number. Then beat it.
• Land the next wave of design-partner customers and turn them into reference accounts that pull others in.
• Stand up the first repeatable outbound motion: who we go after, what we say, what works.
• Crack the enterprise pricing conversation: what engineering leaders will actually pay for visibility into how their teams use AI.
• Build the GTM rituals — pipeline reviews, win/loss analysis, deal desk — that we’ll scale into a real sales org.

If this is you, let’s talk:

• 4+ years closing technical SaaS, ideally selling to engineering leadership (VPEs, CTOs, Heads of Platform).
• Track record as a top performer at an early-stage startup. We’re looking for someone who built territory from zero, not someone who inherited it.
• Genuine curiosity about engineering and AI. You don’t need to write code, but you do need to be able to hold an unbluffable conversation with a CTO about how their team uses Claude Code.
• Hunter mentality. Outbound doesn’t scare you; it energizes you.
• Disciplined with the CRM and the forecast. Pipeline hygiene isn’t admin — it’s how you sleep at night.
• Comfortable being wrong in public, in front of founders, and changing your mind fast.
• You’ve been a founding AE before
• Experience selling developer tools, dev infrastructure, or engineering analytics
• Based in Seattle

Compensation

Base salary $120,000–$160,000 plus variable, with OTE $220,000–$280,000. Generous early-employee equity and benefits. Final offer depends on skills and experience. Equity at this stage is a real part of the package, not a footnote.

How to apply

If you’re interested in this role, please say hello and send us your résumé at [e-mail] . We read every application.