Unlock Your Potential as an Enterprise Account Executive at Whatfix

Are you a seasoned sales hunter with a track record of landing and expanding major enterprise deals? Do you thrive on the thrill of cracking complex sales cycles and delivering game-changing solutions? Join Whatfix, a leading data-driven digital adoption platform, and be part of our mission to maximize the ROI of software for organizations worldwide.

At Whatfix, we live by the motto "Hustle Mode ON." As a Federal Account Executive, you'll operate at the forefront of our growth, selling directly to Fortune 500 companies across North America

Here's what you can expect:

The Opportunity to Build Something Outstanding

• Identify, nurture and close deals with Federal government prospects
• Deeply understanding needs and designing high-level solutions leveraging Whatfix's value proposition
• Drive high engagement and quantify ROI to ensure customer success
• Build brand awareness and leverage your network to generate a robust sales pipeline
• Sale a category-leading solution in a new and vast market potential
• Gain intimate 1:1 access to our founder and Chief Revenue Officer and CO-Founder to learn, collaborate, and strategize

An Ideal Culture for Sales Experts

• Join our tight-knit San Jose office, enjoying an entrepreneurial environment with direct access to leadership.
• Collaborate cross-functionally with sales development, solutions consulting, marketing, and product teams.
• Continuously upskill through learning and development opportunities.
• Capitalize on our outstanding employee value proposition (see full benefits below)

What You'll Bring

• 5-6 years of field sales experience in U.S. Government contract sales, including both prime and subcontracting opportunities
• Proven track record of closing $1M - $1.5M+ annual deals with U.S. federal and state agencies, military, or other federal organizations over the past 2-3 years
• Familiarity with government procurement portals such as GSA Advantage, SAM.gov, and state-specific systems to track and identify new opportunities
• Strong knowledge of U.S. Government contracting vehicles, such as GSA Schedules, IDIQ, and BPAs, and a demonstrated ability to leverage these for business growth
• Deep understanding of federal and state government ethics and compliance rules, including restrictions on gifts, lobbying, and political contributions
• Track record of success in responding to RFPs, RFQs, and RFIs in federal sales, including leading the proposal development process and managing cross-functional teams
• Experience with government compliance regulations, including ITAR, DFARS, NIST, and other relevant frameworks
• Deep understanding of government budget cycles and procurement timelines, allowing for effective sales timing and pipeline management
• Familiarity with socioeconomic programs (e.g., HUBZone, 8(a), VOSB, WOSB) and how they can be leveraged in federal contracting
• History of cultivating relationships with key decision-makers within federal, state, and local government agencies, with an understanding of their funding streams and procurement motivations
• Military or federal affiliation is a plus but not required (e.g., military spouse, dependent, DoD civilian, former service member, DoDEA, or former federal employee)
• Must possess a valid driver’s license and pass a background check (security clearance is not required but would be beneficial)
• Experience with CRM systems (e.g., Salesforce) to track government sales cycles, manage opportunities, and monitor contract renewals
• Intellectual curiosity, proactivity, and a passion for continuous learning
• High energy, charisma, gravitas, and a customer-centric mindset
• This role requires 50% or more travel, without exception

Perks / Benefits

• Uncapped incentives
• Equity plan
• Mac shop, work with the newest technologies
• Unlimited PTO policy
• Paid maternity/paternity leave
• Monthly cell phone stipend
• Paid UberEats lunches daily
• Medical, Dental, and Vision coverage (Whatfix pays 80% of the premium for individuals and their families; for the HSA, Whatfix contributes $1,000 for individuals and $2,000 for a family)
• Team and company outings
• Learning and Development benefits

At Whatfix, we value collaboration, innovation, and human connection. We believe that working together in the office five days a week fosters open communication, strengthens our community, and drives innovation, helping us achieve our goals more effectively.

To facilitate global collaboration, our US teams start and end early, while our India teams start and end late. US teams do not have any evening meetings. Relocation and Sponsorship offered.

We strive to live and breathe our Cultural Principles and encourage employees to demonstrate some of these core values - Customer First; Empathy; Transparency; Fail Fast and scale Fast; No Hierarchies for Communication; Deep Dive and innovate; Trust is the foundation; and Do it as you own it.

Whatfix is an Equal Opportunity Employer and an E-Verify participant. All activities must comply with our Equal Opportunity Laws, ADA, and other regulations, as appropriate.

We are an equal opportunity employer and value diverse people because of and not in spite of the differences. We do not discriminate on the basis of race, religion, color, national origin, ethnicity, gender, sexual orientation, age, marital status, veteran status, or disability status.

The salary range for this position is 200K-280K OTE 50:50 split with an uncapped incentive plan +equity package. Compensation will be determined by factors such as level, job-related knowledge, skills, and experience.

Due to our company's global nature and our hiring committee's span of different time zones, the interviews for this role will be recorded for those not in attendance to review.