Dinesh S. | Technical Program Management Coach

Dinesh S.

TPM turned Director - tips to navigate both careers

Studied at University of Mumbai

Works at Opendoor

Available Sunday at 3:00 PM UTC

Protected by the Leland Experience Guarantee

Available Sunday at 3:00 PM UTC

Questions? Start chatting with this coach before you get started.

Dinesh’s Technical Program Management Qualifications

Experience level: Director

As an ex-TPM, I have led massive programs at companies like IBM, Opentext and have cracked TPM interviews at Nvidia (twice) and Google (once) and also failed one at Meta. I can help you prepare for TPM interviews at big tech, conduct mock interviews, help review your resume. Like most interviews, a lot is about story telling and I can help structure your responses that create the right impact.

Dinesh also coaches for Software Engineering, Site Reliability Engineering, and Leadership Development. View all.

About Dinesh

Hello there! I am technology professional with a penchant for seeking out new challenges with a high degree of curiosity. This has helped me build my career with over 20 years of experience. So by profession, I lead engineering teams at technology companies (both big and small) where I like to build a culture of authenticity, growth mindset and accountability coupled with psychological safety for my teams to thrive and grow. I am here to help to share my learnings and failures to shape and mould careers. Hello there! I am a technology professional driven by curiosity and a passion for tackling new challenges, which has shaped my career over the past 20+ years. Throughout my journey, I’ve had the privilege of leading engineering teams at technology companies of all sizes. My focus has always been on fostering a culture of authenticity, accountability, and a growth mindset—grounded in psychological safety—to empower my teams to thrive and excel. I’m here to share my experiences, including both successes and lessons learned, to help shape and nurture careers.

Why do I coach?

I coach because I genuinely enjoy listening and find fulfillment in knowing that my advice has made a positive difference in someone’s day. My strong sense of empathy allows me to deeply understand and address what my clients truly need. I have had a vast pool of experiences, both good and bad that allow me to provide a tailored guidance with practical examples and actionable plans to help my clients take the next meaningful step in their careers.

Work Experience

Director of Engineering - Infrastructure

Opendoor

January 2023 - Present

Director of Engineering for Infrastructure responsible for strategy and execution for Cloud Infrastructure, Developer Experience and SRE tooling capabilities at Opendoor. Platform Engineering, Microservices and +9 skills

Director of Engineering - Cloud and Developer Tooling

Headspace

November 2020 - December 2022

- Leading Cloud Infrastructure and SRE functions for Headspace and Ginger apps. - Led Developer Productivity team to improve developer happiness by improving release pipelines, provide developer tooling for automated testing. - Led Cloud security and Compliance tactics for Hitrust certification. - Unification of 2 Cloud platforms as part of a merger where I led the strategy and implementation to merge our authentication, accounts, IaaC, observability and incident management tooling. - Migration to serverless compute (Fargate) for our ECS services. - Introducing site-reliability as a function in a product-first organization. Platform Engineering, Developer Experience and +2 skills

Senior Technical Program Manager

OpenText

September 2019 - November 2020

Technical Program Management for building out Opentext's Developer Platform providing a host of services to build or extend your enterprise's information management capabilities. Key tracks managed: - Working with cross functional groups to track, enable, commercialize OpenText's Developer platform (https://developer.opentext.com/) - Migration of Cloud platform from Cloud Foundry to Google Anthos. - Program Management to deliver over 30 services and applications - Integration with APIGee for services metering and billing needs. - Cross functional coordination across Eng; DevOps, CloudOps, Product Management and Commercialization teams. - Implementation of modern CI/CD implementation across the platform. - Storage modernization from SWIFT to S3 - Building out cross functional/BU plans to identify dependencies, risks and milestones. Bringing structure to program and it's objectives. Learn more about OT2 - https://www.opentext.com/products-and-solutions/ot2 Platform Engineering, Cloud Infrastructure and +1 skill

Senior Engineering Manager

IBM

February 2014 - August 2019

- Engineering Manager activities for rollout of Algo Risk Service on Cloud for various clients of IBM. - Engineering Manager activities for Cloud security and compliance activities for 2 of IBM's SaaS offerings in the Risk Analytics space Platform Engineering and Cloud Infrastructure

Engineering Manager

Infosys

March 2012 - October 2013

- Engineering Manager for Manulife Financial's DistributionIS portfolio of services - Key technical domains include Data Transformation, Data Storage, Salesforce and Compensation systems.

Engineering Manager, Engineer

Infosys

June 2003 - February 2012

- Engineering Manager/solution consulting for various Royal Bank of Canada projects - Stakeholder Management for Business Online Banking and Wealth Management groups - Key domains and projects lead - retail trading platform modernization, cash management systems, systems modernization, online banking applications - Managing, hiring, mentoring teams of ICs and tech leads

Dinesh was also given offers to work at