Compensation: Competitive base + commission + early-stage equity

About Webless

The way people search for information is changing—rapidly. Search is no longer confined to a box on Google. Buyers now expect answers to surface wherever they are—especially on your website. But most B2B sites aren’t built for this. They’re designed for publishing, not for helping people find what they need.

Webless is built for this new era of search.

We help B2B companies make their websites searchable in a fundamentally smarter way. Using AI and large language models, Webless understands buyer intent and connects visitors to the right content—instantly and contextually—without forcing them to navigate dozens of tabs or menus. It’s not a chatbot. It’s a new layer of intelligence that turns your site into a true source of answers.

From high-growth startups to public companies, customers across industries use Webless to power faster, more relevant discovery on their websites—and to get more from the content they’ve already invested in.

We’re backed by top-tier investors and driven by a simple belief: websites shouldn’t just display content—they should help people find what matters.

About the Role

We’re looking for our Founding Account Executive to join us at a pivotal moment. You’ll work directly with the CEO and co-founder to own the full sales cycle—from outbound and qualification to close and onboarding. This is not just a sales role—it’s a chance to help define our GTM motion, shape the customer experience, and lay the foundation for our sales org. If you're excited by early-stage ambiguity and want to sell a product customers actually love, this is your shot—to join a team reshaping how people find answers on the web, using the next wave of AI-search technology.

What You’ll Do

• Own the full sales cycle: prospect, qualify, demo, negotiate, and close deals
• Partner with the founders to refine messaging, ICP, and sales processes
• Generate pipeline through a mix of outbound, inbound, and partner channels
• Collaborate with marketing and product to create assets, feedback loops, and pilots
• Help build and scale repeatable sales playbooks
• Act as a trusted advisor to prospects—deeply understand their needs and how Webless solves them
• Champion customer outcomes and set up success for post-sales handoff
  
  

What We’re Looking For

• 3–5 years of experience in B2B SaaS sales, ideally in a full-cycle AE role
• Experience in early-stage startups or selling to marketing, product, or growth teams is a plus
• Proven track record of exceeding quota and closing 5–6 figure deals
• Gritty, resourceful, and comfortable with ambiguity
• Excellent communicator and storyteller
• Curious about AI, web tech, and the evolving world of B2B go-to-market
  
  

Bonus Points

• Background as an SDR or BDR and successfully moved into AE role
• Experience with website tech (search, chat, personalization, etc.)
• Familiarity with CRMs (HubSpot/Salesforce), prospecting tools, and demo platforms
• Strong written skills—you may help shape outbound, decks, and sales narratives
  
  

Why Join Us?

• Be part of the founding GTM team and help shape the future of the company
• Sell a product with clear ROI and strong customer love
• Work closely with experienced founders who’ve built and scaled products before
• Earn meaningful equity and grow as we grow
• Help build a category-defining company at the intersection of AI and web experiences

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