Chief of Staff - NA Sales

Who are we?

Founded in 2014 by Khadim Batti and Vara Kumar, Whatfix is a leading global B2B SaaS provider and the largest pure-play enterprise digital adoption platform (DAP). Whatfix empowers companies to maximize the ROI of their digital investments across the application lifecycle, from ideation to training to the deployment of software. Driving user productivity, ensuring process compliance, and improving user experience of internal and customer-facing applications.

Spearheading the category with serial innovation and unmatched customer-centricity, Whatfix is the only DAP innovating beyond the category, positioning itself as a comprehensive suite for GenAI-powered digital adoption, analytics, and application simulation. Whatfix product suite consists of 3 products - DAP, Product Analytics, and Mirror. This product suite helps businesses accelerate ROI on digital investments by streamlining application deployment across its lifecycle.

Whatfix has seven offices across the US, India, UK, Germany, Singapore, and Australia and a presence across 40+ countries.

Customers: 700+ enterprise customers, including over 80 Fortune 500 companies such as Shell, Microsoft, Schneider Electric, and UPS Supply Chain Solutions.

Investors: Raised a total of ~$270 million. Most recently Series E round of $125 Million led by Warburg Pincus with participation from existing investor SoftBank Vision Fund 2. Other investors include Cisco Investments, Eight Roads Ventures (A division of Fidelity Investments), Dragoneer Investments, Peak XV Partners, and Stellaris Venture Partners.

• With over 45% YoY sustainable annual recurring revenue (ARR) growth, Whatfix is among the “Top 50 Indian Software Companies” as per G2 Best Software Awards.
• Recognized as a “Leader” in the digital adoption platforms (DAP) category for the past 4+ years by leading analyst firms like Gartner, Forrester, IDC, and Everest Group.
• The only vendor recognized as a Customers’ Choice in the 2024 Gartner® Voice of the Customer for Digital Adoption Platforms has once again earned the Customers’ Choice distinction in 2025. We also boast a star rating of 4.6 on G2 Crowd, 4.5 on Gartner Peer Insights, and a high CSAT of 99.8%
• Highest-Ranking DAP on 2023 Deloitte Technology Fast 500™ North America for Fourth Consecutive Year
• Won the Silver for Stevie's Employer of the Year 2023 – Computer Software category and also recognized as Great Place to Work 2022-2023
• Only DAP to be among the top 35% companies worldwide in sustainability excellence with EcoVadis Bronze Medal
• On the G2 peer review platform, Whatfix has received 77 Leader badges across all market segments, including Small, Medium, and Enterprise, in 2024, among numerous other industry recognitions.

Be one of the key Leaders in this awesome journey of building a billion-dollar company!

The Role: Chief of Staff / Strategic Projects Leader - Sales Office:

We’re looking for an exceptional operator to work directly with our Head of North America Sales on high-impact, cross-functional initiatives that will shape the future of Whatfix.

You’ll be responsible for driving strategic, high-stakes projects that don’t fit neatly into existing teams-projects that require agility, ownership, analytical sharpness, and stakeholder orchestration.

Key Responsibilities:

• Own and drive strategic projects that are mission-critical or previously under-resourced.
• Work cross-functionally to gather insights, solve problems, and move initiatives forward.
• Act as an internal consultant—framing problems, structuring analysis, and recommending actions.
• Use data and dashboards to drive clarity, influence decisions, and report outcomes.
• Serve as a force multiplier for senior leadership—anticipating needs, following up, and pushing things over the finish line.
• Adapt to high-context-switching environments with competing priorities and ambiguous situations.

About You: We’re not just hiring a resume-we’re looking for someone who can lead without authority, thrive in ambiguity, and is deeply curious about building at scale.

Must-Haves:

• Startup DNA: Experience as an early-stage team member, operator, founder, or strategy consultant.
• Highly analytical: Strong with numbers, dashboards, Excel/Sheets; you use data to drive decisions.
• Excellent communicator: Sharp, succinct writing and verbal skills. You make things easier, not more complex.
• Hyper-adaptable: Comfortable switching gears across teams, contexts, and problem types.
• Tool-savvy: Quick to learn tools like Salesforce, G Suite, Totango, Highspot, Loom, etc.
• Self-driven: You move without needing constant direction. You’re a doer and a thinker.

Good to have:

• GTM leadership experience is a strong plus-especially if you've played a key role in launching products, crafting positioning, or enabling sales and customer success teams.
• Experience driving or contributing to GTM motions-from strategic planning to execution across sales, marketing, and product-is highly valued.

Logistics & Collaboration

• Work hours: 3 PM – 12 AM IST (to collaborate with global teams)
• Reporting to: Business Unit Leaders (CRO/Global Sales Head)

Why This Role Is Unique

• Zero bureaucracy: Direct access to top leadership and decision-makers.
• High visibility: The projects you lead will directly shape company strategy.
• Growth fast-track: This role is a launchpad into leadership, product, or strategic ops.
• Category leadership: You’re working on defining and scaling a new category (DAP + GenAI).

Culture & Values: At Whatfix, our core principles aren’t just on the walls-we live them:

• Customer First
• Empathy and Trust
• Transparency & Ownership
• Fail Fast, Scale Faster
• Innovate Relentlessly
• Flat Hierarchies

We celebrate diversity and are an equal opportunity employer.

Ready to Build the Future with Us?

Be a strategic driver at a company backed by world-class investors, trusted by global enterprises, and led by a team that believes in bold bets, humility, and hustle. Apply now and own a piece of this journey.