Creative Director

About Sybill:

B2B AEs are on customer calls for 1.5 hours a day!!! The remainder of their day goes into back-office admin work. We are automating away that work so they can focus on customer 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 our Creative Director (Social & Video), you’ll shape how the world sees and feels about Sybill, translating our vision into scroll-stopping, share-worthy content. You won’t just build campaigns—you’ll build our brand’s personality, crafting stories that resonate with everyone from first-time viewers to our most loyal customers. This is your chance to work at the intersection of creativity and innovation, turning big ideas into tangible results. If you’re ready to experiment, iterate quickly, and own the entire creative pipeline—from scriptwriting to social posting—join us and help define what Sybill looks and sounds like to the world.

What You’ll Do

• Creative storytelling and copywriting – Craft scroll-stopping content that gets people to pay attention, engage, and share.

• Hands-On Content Creation - Script, direct, and sometimes even star in short-form video content. You won’t just manage—you’ll produce.

• Lead Video & Social Strategy: Own the content calendar across platforms (LinkedIn, YouTube, Instagram, etc.) and develop fresh, engaging video concepts.

• Collaborate with Influencers: Identify and partner with influencers to create share-worthy campaigns that drive growth and brand awareness.

• Thought-leadership – Write compelling posts, thought-leadership pieces, and conversation-starters on LinkedIn to grow brand awareness and engagement.

• Manage Campaigns End-to-End: Plan, execute, and optimize social/video campaigns. Analyze performance metrics and iterate quickly.

• Drive Virality & Engagement: Infuse humor, storytelling, and creativity into every piece, whether it’s a 15-second clip or a full-length branded video.

• Scale Our Creative Engine: Build processes (briefs, style guides, playbooks) so the team can consistently produce top-notch content.

• Customer love – Turn our most passionate users into brand advocates through creative storytelling.

• Stay on the Cutting Edge: Track social trends, new formats, and emerging platforms. Quickly adapt to keep our brand ahead of the curve.

What We’re Looking For

• Creative at Heart: You love telling stories and finding fresh, fun ways to grab people’s attention—especially on video and social media.

• Hands-On Leader: You’re not afraid to film, edit, design, or jump behind the camera to get content shipped.

• Social Media Native: You’re up to date on the latest trends and platform best practices, and you know how to make content that stands out.

• Data-Informed: You understand that creative ideas mean little if they don’t drive real results. You use metrics to refine your approach.

• Influencer Savvy: You’ve managed collaborations before and know how to build relationships that benefit everyone.

• Team Player (and Leader): You can work solo, but also inspire and guide others when the team expands.

We don’t care about “X years of experience.” Show us your portfolio, your work, and your drive—we’ll be excited if you’re the right fit.

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!