Account Executive – Mid-Market & Enterprise

Location Type: On-site

 

#1 on ProductHunt. Over 10,000 AI agents generated worldwide in just 3 months since launch – that’s our voice AI agent platform “Omakase.ai.”

Our motto: Always Be Launching. Elite global team, Work Super Hard, AI-driven development. Through these principles, we’ve achieved extraordinary growth at breakneck speed.

We’ve finally launched monetization and can see ARR on track to exceed $100K in our first month – we’re confident we’re on the trajectory for global domination. This is why we’re hiring elite engineers to fight alongside us from Japan. Let’s conquer the world together with a Japanese-born AI product!

About Omakase.AI

Omakase.AI is a Voice AI Agent that transforms how customers discover products and information online.

Instead of forcing users to click through menus, filters, and static pages, Omakase enables brands to offer a conversational AI experience – where customers can talk or type with an AI agent that understands the brand’s entire site, product catalog, and voice. The agent guides customers through discovery, answers questions, and helps them find the right product – just like a knowledgeable in-store associate, but online.

We work with brands that care deeply about customer experience, conversion, and making complex product catalogs feel simple and human.

The Role

We’re hiring an Account Executive – Mid-Market & Enterprise to own the full sales cycle for Omakase.AI. This role is ideal for a consultative seller who thrives in ambiguity, enjoys selling emerging technology, and wants to help define how a new category of Voice and Conversational AI is brought to market.

You’ll work closely with founders, product, and customer success to guide prospects from early discovery through close – and ensure a strong foundation for long-term customer success and expansion.

Responsibilities

• Own the full sales cycle for mid-market and enterprise customers – from prospecting and discovery through solution design, negotiation, and close
• Lead consultative discovery conversations to understand customer goals, product complexity, and conversion challenges, and position Omakase as a strategic solution for product discovery and customer experience
• Educate prospects on the value of Voice AI and conversational commerce, helping them envision new customer journeys and buying behaviors enabled by AI
• Run complex, multi-stakeholder sales processes involving ecommerce, digital, product, CX, marketing, and executive teams
• Partner closely with Customer Success during late-stage deals, onboarding handoffs, and expansion planning to ensure continuity, trust, and long-term value
• Build and maintain a healthy, predictable pipeline through a mix of inbound leads, outbound prospecting, and strategic account development
• Clearly articulate ROI and business impact through demos, storytelling, and commercial proposals tied to conversion, engagement, and customer satisfaction metrics
• Collaborate with Product and Engineering to surface customer feedback, objections, and market insights that influence roadmap and positioning
• Contribute to the development of early sales playbooks, messaging, qualification frameworks, and go-to-market strategy as the sales function scales
• Maintain accurate CRM data, forecasting, and pipeline hygiene to support revenue planning and leadership visibility

Qualifications

• 5+ years of experience in B2B SaaS sales, with ownership of full-cycle deals in mid-market and/or enterprise segments
• Proven ability to sell consultative, value-driven solutions – especially products that introduce new workflows or customer behaviors
• Comfort selling technical or AI-powered products, with the ability to translate capabilities into clear business outcomes for non-technical buyers
• Experience leading complex sales cycles with multiple stakeholders and long-term deal momentum
• Strong communication and storytelling skills, with confidence presenting to executives and functional leaders
• Ability to operate independently in a fast-moving, early-stage environment and help define scalable sales processes
• Experience partnering cross-functionally with Customer Success, Product, and Engineering teams
• Bachelor’s degree or equivalent practical experience

Nice-to-Haves

• Experience selling into e-commerce, DTC, retail, or digital experience teams
• Familiarity with conversion funnels, product discovery, PDPs, search, personalization, or on-site experimentation
• Prior experience with conversational AI, voice interfaces, generative AI, or automation platforms
• Experience selling into founder-led or high-growth startup environments
• Comfort selling a category-defining product where education and vision-setting are part of the sales process

Why This Role Matters

This role is about more than hitting quota. You’ll help define how brands adopt conversational AI for product discovery – shaping not just deals, but how customers interact with businesses online.

You’ll work directly with leadership, influence product direction, and play a foundational role in building Omakase’s go-to-market engine.

Why You’ll Love Working Here

• Impact: Your work will shape the growth trajectory of a global AI product.
• Speed: We iterate fast – no red tape, no bureaucracy.
• Culture: A team that values curiosity, ownership, and relentless execution.
• Global Reach: Work with a product scaling globally while rooted in Japan’s ‘OMOTENASHI’ spirit.

READ about our story HERE