Founding Account Executive

🚀 Join timeOS – The World's First AI OS for Productivity

We’re looking for a Founding Account Executive to take our PLG motion to the next level and drive 10x growth in 2025 and beyond.

At timeOS, we're transforming conversations into workflows, helping individuals and teams reclaim their time. As a fast-growing, early-stage startup, we're building the future of work and time management. In 2024, we’ve launched an AI notetaker that can actually make you smarter, scaled our revenue, and raised a Seed Series from top-tier firms.

Why Join?

• 🌱 Backed by top investors and a thriving community of 50,000+ productivity experts.
• 📈 3000+ paying users, 25% MoM growth – with zero marketing spend.
• 💼 Proven B2B traction: 130 paying businesses, and 86 leads worth $14M in potential revenue.
• 🚀 72.3% growth in team and enterprise accounts in Q4, all driven by organic PLG motion.
  

We’re looking for top talent to help us scale this momentum. If you're a founding AE ready to sell a PLG-powered, high-growth product with real B2B traction, we’d love to chat!

This Role

The Founding Account Executive will take on the entire Enterprise sales function, transitioning from founder-led sales. It will involve everything from both inbound and outbound prospecting of VPs, explaining our product on discovery calls, pilot scoping, security review, to signing the deal.

What You’ll Do:

1. Own the full sales cycle. Engage, qualify, and close deals from our inbound PLG leads while prospecting and developing net-new business.
2. Maximize conversion. Optimize our pilot-to-renewal pipeline by understanding user pain points and demonstrating how timeOS solves them. Identify upsell opportunities to expand customer value and drive revenue growth.
3. Collaborate cross-functionally. Work closely with marketing, customer success, and product to refine messaging and identify expansion opportunities.
4. Build scalable processes. Establish best practices for outreach, follow-ups, and deal execution that will serve as a foundation for our future sales team. Prepare and deliver compelling presentations and product demos to prospective clients.
5. Drive revenue growth. Meet and exceed sales targets, leveraging both individual outreach and timeOS’s organic growth engine. Stay updated on industry trends and market developments in AI sales to inform our sales approach.
6. Be the voice of the customer. Provide structured feedback to our product team to continuously refine our offering and improve user experience. Develop and maintain strong relationships with clients, ensuring customer satisfaction and referenceability.

• 3-5 years of account executive experience in a SaaS, PLG, or B2B tech environment, preferably at an early-stage startup. A proven track record of closing deals and exceeding quotas in a high-velocity sales environment.

• Excellent communicator. You can clearly articulate what you’re thinking and feeling.
• Competitive mindset. You have a history of winning in sales, sports, or games.
• Strong relationship builder. You can engage both executive-level buyers and end-users, adapting your approach to different personas.
• Customer-first approach. You’re comfortable acting as a trusted advisor, helping prospects find the right solution—even if it means a non-linear path to close.
• Experience with CRM tools (Attio preferred) and a strong grasp of sales analytics.
• Founder Mentality. You are a natural builder—whether you create solutions yourself or rally the team to get things done, you make things happen.
  

Bonus Points If You:

• Have experience selling a product-led SaaS solution.
• Have worked in the AI, productivity, or workflow automation space.
• Have successfully built out sales processes from scratch.
• Have experience working with founders or executives at early-stage startups.
  

Commission: 20%, uncapped, we love writing commission cheques.

Why you should work with us:

• We are changing the world of AI productivity. In 2025, we are introducing a new way to interact with time. It's going to be a big year for us and for our enterprise sales.
• Build from the ground up. As our first AE, you’ll shape our sales playbook, influence our go-to-market strategy, and establish key processes to drive revenue.
• Blend inbound & outbound sales. You'll engage with leads from our thriving PLG funnel while also identifying and closing new opportunities.
• High-impact role. Your contributions will directly shape our 2025 growth trajectory and beyond.
• Work with top minds. Collaborate with a seasoned founding team, including productivity experts and experienced AI entrepreneurs.
• Remote-first culture. We embrace async work, minimal meetings, and autonomy, giving you the flexibility to thrive.

Freedom to do your best work:

• 🏠 Setup your home office
• ⛩ Access to co-working space
• 👨‍💻 Decide when to work

Looking after your present-self:

• 🏝 Generous Paid Time Off
• 🧘🏼‍♂️ Sleep & wellness programs

Taking care of your future self:

• 💰 Stock options
• ⛑ Health insurance
• ✨ Personal growth roadmap

An IT stack to make your friends jealous:

• 💻 Latest MacBook Pro
• ⚡️ Premium productivity tools