Enterprise Account Executive

Who are we?

Whatfix is an AI platform advancing the "userization" of enterprise applications, empowering companies to maximize the ROI of their digital investments. Technology needs adoption. It's no different for AI. As AI reshapes roles, workflows, and human-machine interactions, it also introduces new layers of complexity and user friction. This is where Whatfix plays a pivotal role. A decade old DNA of empowering people to succeed with technology and not replacing them. We call this philosophy Userization: the belief that technology must adapt to the user, not the other way around.

At the heart of userization philosophy is ScreenSense, our proprietary AI engine, which continuously interprets both the context of what users are doing in an application or an AI tool and the intent behind their actions. By combining these signals, Whatfix delivers real-time guidance, nudges, knowledge, and automation directly in the flow of work.

The Opportunity

• Consult with enterprise prospects to understand needs and architect Whatfix's value proposition
• Drive engagement, quantify ROI, and ensure customer success
• Build brand awareness and generate a robust sales pipeline
• Sell a category-leading solution in a vast market
• Work closely with our Co-Founder and CRO for 1:1 mentorship and collaboration

Culture for Sales Experts

• Entrepreneurial, collaborative San Jose office with access to founders
• Partner with sales development, solutions consulting, marketing, and product teams
• Continuous learning and development opportunities
• Leverage our employee value proposition (full perks below)

What You'll Bring

• 7+ years SaaS enterprise sales experience with proven hunting, negotiating, and closing skills (ARR $50K–$500K+)
• Strong executive presence with C-suite relationship experience
• Experience selling to CRM, HR, L&D, Procurement, and IT stakeholders
• Detail-oriented, proactive, and CRM-savvy
• Intellectual curiosity, energy, charisma, and customer-centric mindset
• Willingness to travel 50%+

Perks & Benefits

• Uncapped incentives + equity plan
• Mac shop—work with the latest tech
• Unlimited PTO + paid maternity leave
• Medical, Dental, Vision: Whatfix covers 80% of premiums
• HSA: $1,000 individual / $2,000 family
• Monthly cell phone stipend + daily UberEats lunches
• Learning & Development benefits, team/company outings
• Relocation and sponsorship available

We believe the best ideas come from collaboration. Our teams work in-office 4 days a week to spark innovation, build community, and stay connected. U.S. teams start their days early to stay aligned across time zones, keeping collaboration high and evenings free!

We recognize the importance of flexibility in balancing personal and professional priorities. To support this, employees have the option to work from home up to two days each month.

Cultural Principles

Customer First | Empathy | Transparency | Fail Fast & Scale Fast | No Hierarchies | Deep Dive & Innovate | Trust as the Foundation | Do It as You Own It

Whatfix is an Equal Opportunity Employer and E-Verify participant, complying with all EEO and ADA regulations.