Founding Account Executive

About Sybill:

B2B AEs spend only 1.5 hours a day on customer calls—the rest is wasted in back-office admin work. Sybill automates away this drudgery, empowering sales reps to focus on what matters most: building relationships and closing deals.

We don’t just take meeting notes—Sybill automatically creates and manages to-do lists from both calls and emails and then helps auto-execute those tasks using AI. This includes updating CRM, sending follow-up emails, scheduling follow-up meetings, researching information, customizing collaterals (decks, one-pagers, RFPs), and much more. Sybill helps reps to close more while doing less. And we envision that Sybill will enable an AE to close 200% more revenue.

We have raised $15M to make this assistant of the future a reality for AEs. With 750+ happy customers, 70% of our revenue comes from word-of-mouth through our PLG offering.

We have a small and mighty team with some of the sharpest and most driven minds working together. We combine proprietary models and foundational LLMs to power our agentic technology, delivering highly accurate results.
Who Thrives at Sybill?

We're looking for people who:

• Keep things moving and keep them simple: You value speed over perfection. You cut through complexity, focus on what matters, and keep raising the bar—every single day.

• Care deeply about outcomes: You’re driven by real results. Not effort, not activity—impact. For our users, for the business, and for the team.

• Collaborate like we're one team: You share the wins, step up to help, and know that none of us succeed unless all of us do. 

• Say the hard things, and stay open: You believe in honesty, transparency, and learning from every win and every mistake. Challenges don’t scare you—they push you to get creative.

The Opportunity

As a founding Account Executive at Sybill, you will sell a product that you use every day. You will bring magic into the lives of your peers, helping fellow B2B AEs execute faster and crush their quota, while taking less stress. 

You will succeed if you are driven, adaptive, and entrepreneurial. You will own your pipeline end-to-end, engaging directly with decision makers in mid-market accounts. You will use AI creatively to break into accounts, run highly effective sales cycles, and solve problems for your buyers. You are at the frontlines of bringing AI into sales.

You will be surrounded by a team that brings enthusiasm, creativity, and relentless drive to solve the biggest problems in the lives of B2B sellers today. 

What you’ll do:

• Identify potential customers and engage them all the way from prospecting to close. 

• Run exceptional demo calls, helping buyers solve their problems using Sybill and clearly articulating Sybill’s current and expanding unique value propositions.

• Build and manage a robust sales pipeline with unwavering intensity, ensuring a continuous flow of highly qualified leads and opportunities. 

• Leverage Sybill daily, showcasing firsthand how the product elevates your efficiency, buyer engagement, and deal velocity.

• Consistently meet or exceed revenue targets, providing accurate forecasting and proactively managing your pipeline. 

• Collaborate closely with Engineering, Product, Marketing, and Customer Success teams to deliver exceptional buyer experiences.

What we’re looking for:

• 4+ years of experience in a closing role, with at least 2 years in SaaS sales.

• Tenacious about winning deals - multithreading, flipping challenges into opportunities, and breaking through obstacles excites you.

• Comfortable navigating uncertainty and ambiguity, proactively making strategic decisions, and ready to dive in at any level to drive results.

• Passionate about the potential of AI in sales and an active user of tools like ChatGPT. You're resourceful, proactive, and adept at leveraging AI to streamline your day-to-day work.

• Operate with high horsepower, have strong problem-solving skills, are adept at frequent context switching, effectively manage working on multiple projects at once with expansive ownership, and ruthlessly prioritize.

• Possess exceptional presentation and communication skills.

• A proven growth mindset; you learn rapidly, iterate constantly, and proactively adapt to market and competitive shifts.

• Honest, transparent, and collaborative. You embrace giving and receiving direct feedback to continuously improve.

Why Join Us

We believe Sybill should be your biggest career accelerant yet. We'll deliver on this by tackling hard problems together, giving you real ownership, and pushing you to grow beyond your comfort zone. If you're ready to match this ambition with your drive, let’s talk.

Here’s what you can expect:

• Make an Impact: Your work will directly shape our brand presence and business growth. 

• Room to Innovate: We welcome big ideas and give you the freedom to experiment.

• Fast-Paced Environment: We move quickly and learn just as fast.

• Early-Stage Culture: Grow with us, and help build something that can scale globally.

What We Offer:

• Competitive compensation + comprehensive Health/Dental/Vision insurance + equity

• Growth & Autonomy: Small team, big impact—grow alongside us!

• Flexible PTO: We’re big fans of working hard and recharging when needed!

• Company Offsite: Our annual offsite for collaboration and team fun!

Location & Work:

• Remote-friendly, with a preference for hybrid/in-person setups.

• Flexible hours—whatever it takes to close your deals.