Isha Gupta

Strategic Enterprise Sales @Glean | Enterprise AI | Ex- Zscaler, Zoom , Oracle

Bengaluru, Karnataka, India

About

Ten years ago, I was covering fashion weeks and interviewing actors and designers. Today, I close multi-million dollar deals with Fortune 500 CXOs. The shift wasn't easy. Moving from writing to selling to Fortune 500 companies meant learning an entirely new language - building C-suite relationships, handling objections, understanding procurement cycles, technical validation, legal redlines, and the art of executive alignment. But here's what I brought from journalism that most sellers miss: the ability to tell a compelling story. In enterprise sales, you're not selling software. You're selling a transformation. The best way to do that? Narrative clarity. In just the last year, I have: → Closed multi-million dollar deals → Achieved 519% of quota in Q2 FY24 (Kong) → Achieved over 118% annual quota FY'26 → Closed Kong India's largest deal for FY'26, all before H2 FY'26 → Built and executed GTM strategies for high-value accounts across BFSI, fintech, and public sector At Kong, I help organizations modernize their API infrastructure and drive cloud-native innovation. But my real passion? Helping other sellers navigate the complexity of enterprise sales—especially those making the leap from transactional to consultative selling. What I share here: → Frameworks that help you build and close large deals (not theory) → The mistakes I made (and how to avoid them) → How to build your executive presence And when I have bandwidth, I work with small cohorts of ambitious B2B sellers who want to close bigger deals without the usual grind. 📩 Want my 3-question discovery framework that qualifies $100K+ deals in 15 minutes? DM me "FRAMEWORK" When I am not closing deals, I am exploring the world. 35 countries down, the rest on my list. (Always happy to swap travel recs. with fellow wanderers.) All thoughts here are my own. My DMs are open- let's talk Sales! For brand partnerships/coaching inquiries: [email protected]

Experience

  • Strategic Account Executive at Glean
    Jul 2026 - Present · 1 mo

  • Kong (1 yr 9 mos)
    • Enterprise Account Manager, Named (Strategic Accounts)
      Feb 2026 - Jul 2026 · 6 mos

      - Owning and expanding a portfolio of large strategic enterprise accounts across BFSI, Fintech and Digital Natives. - Driving high-value, multi-stakeholder API infrastructure transformation deals across AI, API infrastructure and modernization initiatives. - Leading complex sales cycles with C-level and senior technical stakeholders - Building and converting strategic pipeline across high-value, multi-year opportunities - Focused on API gateway, AI gateway, and modernization initiatives in large-scale environments

    • Enterprise Account Manager
      Nov 2024 - Jan 2026 · 1 yr 3 mos

      - Achieved 519.68% of Q2 quota, achieved 118 % of Annual quota - clocking the largest win for Kong India for FY'26. - Grew the business for my territory by more than ~ 500% - Closed a multi-million dollar enterprise deal in H1 FY26. - Turned another five-figure renewal into a six-figure deal by identifying growth opportunities and closing on added value. -Driving digital transformation across BFSI, NBFCs, fintech, and public sector units (PSUs) through strategic API infrastructure modernization. - Lead complex, multi-threaded deal cycles with C-level, security, platform, and procurement stakeholders. - Known for precision-led GTM execution and building strong, consultative relationships across technical and business teams.

  • Regional Sales Manager, Large Enterprise at Zscaler
    Oct 2022 - Nov 2024 · 2 yrs 2 mos

    Accomplishments ; - Over 150% quota achievement in Q4 FY'24 - Winner of Cricket World Cup'23 SPIFF FY'23 - Highest number of deals closed in Ent team & new logos acquired in FY'24. - Managed business for large enterprise, selling entire Zscaler platform across various industries like manufacturing, IT & ITES, Emergy, pharmaceuticals & Fintechs.

  • Account Executive | South India & SAARC at Zoom
    Nov 2020 - Jun 2022 · 1 yr 8 mos

    I manage the business for the complete suite of Zoom products for South India, SAARC countries and, all the IIM's in the country. Accomplishment ; * Over 160% quota achievement in FY'22.

  • Regional Manager, South India & Sri Lanka at Autodesk
    Mar 2019 - Nov 2020 · 1 yr 9 mos

    * Closed highest number of large deals (USD 100k+) in India Hub Sales. * First $100k+ deal for India hub sales for the present qtr- Q3, FY'21 (closed amidst the first wave peak of coronavirus pandemic) * Largest BD hub deal - $250k in Q1FY21 * $100K + deal in the very first Qtr here - Q2, FY20 * Awarded Largest Vertical deal award for FY'20 Goal - Expanding the pie for my region and ensuring that our customers are at the center of everything we do.