Sajal Gupta

Engineering Management

Seattle, Washington, United States

About

Engineering leader with 10 years of experience in software development, including ~5 years in engineering management. Led teams of up to 15 engineers across Backend, UI, and Android, driving impactful initiatives across SaaS, fintech, travel-tech, and e-commerce sectors. Key achievements include: * Postman (SaaS): Leading a multi-year transformation of an 80TB mission-critical MySQL database on AWS RDS and extended capacity runway from <12 to 40+ months with near-zero downtime. * Navi (Fintech): Built an in-house omni-channel re-engagement platform with 20M customer reach in 60 minutes—replaced MoEngage (3P Platform), saving $1M annually and driving 20–30% uplift across businesses. * OYO (Travel-tech, E-commerce): Scaled pricing and ordering systems to $2M/hr in transactions and 0.2M req/min, migrated China stack globally saving $5M/year, and modernized infra. * People & Talent Leadership: Built and mentored cross-geo teams, filled critical roles via 200+ interviews, and fostered a culture of ownership and continuous improvement. Resume: https://resume-sajal-gupta-em.tiiny.site/

Experience

  • Director of Engineering at Deep Sync
    Mar 2026 - Present · 5 mos

  • Postman (2 yrs)
    • Engineering Manager
      Apr 2025 - Feb 2026 · 11 mos

    • Engineering Manager
      Mar 2024 - Apr 2025 · 1 yr 2 mos

      - Leading the team behind Postman Collections, a core system used by millions of developers. - Scaled and stabilized the system as we approached AWS RDS limits, avoiding service disruption. - Drove architectural improvements for performance, availability, and cost-efficiency.

  • Associate Engineering Manager at Navi
    Sep 2022 - Mar 2024 · 1 yr 7 mos

    - Created in-house MoEnagage similar customer re-engagement omni channel platform from scratch, with a reach of 20M customers in less than 60 minutes, using a decision rule engine. This has increased business revenues from 20% to 30% across businesses. - Managed complete health insurance journey end to end. - Managed charters of Communication, New Initiatives, Experimentation. - Leading team size of 15 talented SDE 1s/ 2s/ 3s/ UI 1s/2s/3s.

  • OYO (2 yrs 11 mos)
    • Engineering Manager
      Nov 2021 - Sep 2022 · 11 mos

      - Leading highly available and scalable Ordering plaform at OYO. - Managing and mentoring team of 15+ talented SDE1s/ SDE2s.

    • Engineering Manager
      Jan 2021 - Nov 2021 · 11 mos

      - Leading worldwide Dynamic Pricing, Revenue Management Engineering initiatives at Oyo. The services are high rpm services with minimal latency. All the initiatives are carried out across geographies. - Working with a team of talented data scientists, software engineers and machine learning engineers to build world class intelligent software systems. The teams are located across India (Gurgaon, Bangalore, Hyderabad), US (Seattle), Netherlands (Amsterdam) and China. - Helped the company in transitioning from monolith systems to microservices. - Responsible for core services for yield management at Oyo worldwide. The services use dynamic algorithms for management of Average Room Rent and Occupancy.

    • Senior Software Engineer (Backend)
      Nov 2019 - Dec 2020 · 1 yr 2 mos

  • Housing.com (2 yrs)
    • Senior Software Developer(Backend)
      Apr 2019 - Nov 2019 · 8 mos

      Joined Housing Demand team and started creating features that revolves around user journey on housing website. - Worked on User Profiling, User Segmentation based on his events to enhance overall engagement of user. - Created Property Recommendation system based on user's journey on platform. - Created and Owning Housing Campaign Service to re­engage users targeting email, sms, notification channels resulting in 15% upliftment in conversions.

    • Software Developer(Backend Development)
      Dec 2017 - Apr 2019 · 1 yr 5 mos