Join a high-growth cloud cost management leader transitioning from boutique advisory to a powerful SaaS platform, Skyway. You will own the full sales cycle for enterprise cloud and AI financial tools. Inherit a trusted brand with 35,000+ newsletter subscribers and active demand while building scalable strategies for the AI-native economy.
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Learn about Jack
Enterprise Account Executive at Duckbill
Stop selling tools that customers don't need and join a startup that has already negotiated tens-of-billions in cloud contracts for the Fortune 500. As an early AE, you'll inherit a legendary brand with millions of podcast downloads and a massive subscriber base, giving you an unfair advantage in every conversation. If you are a high-energy closer who thrives on technical curiosity and wants to own a book of business at the intersection of AI and infrastructure, this is your next move.
About this role
Role overview
About the company
Duckbill
Enterprise b2b SaaS15 employees
We are developing a SaaS product called Skyway that simplifies financial planning and analysis of cloud billing data for large enterprises with complex cloud spending requirements.
Duckbill has spent the last seven years helping companies understand, manage, and negotiate their cloud and AI spend. We’ve worked with hundreds of enterprises, negotiated tens-of-billions in cloud and AI contracts, and built one of the best-known brands in the cloud world.
What you'll do
What you will do
- Own the full sales cycle from initial qualification and deep discovery through to managing complex stakeholder groups and closing high-value deals.
- Proactively build a robust pipeline by re-engaging the firm's extensive customer network, referral channels, and outbound efforts alongside consistent inbound interest.
- Collaborate directly with founders and technical teams to translate customer pain points into platform features for the newly launched Skyway product.
Who you are
Who this is a fit for
- Proven closer with 2-3 years of AE experience, ideally with a background in high-volume SDR roles and a desire for true book ownership.
- Technically curious professional who thrives in ambiguity and can navigate decentralized buying groups across engineering, finance, and infrastructure departments.
- AI-native worker who actively utilizes AI tools for research and productivity, with the discipline to maintain accurate CRM data in HubSpot.
Why this role
Why this role is remarkable
- Market Authority: Leverage a massive existing footprint including 5 million podcast downloads and 100k+ followers, ensuring you never walk into a cold room.
- Proven Traction: Backed by Heavybit and Uncork Capital with $7.75M raised and a track record of negotiating tens-of-billions in cloud contracts.
- AI-Forward Culture: Direct impact on a product solving the urgent complexity of Anthropic, OpenAI, and AWS commitments for world-class engineering teams.
Jack & Jill
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Meet Jack
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
How does this work?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If it’s a match and the company wants to meet you, they’ll make the intro. In the meantime, if you’d like, Jack will send you excellent alternatives.