Vikas Gupta

Who I Am

Technology leader with 25+ years helping startups and enterprises build, scale, and optimize their engineering operations. I bridge technology and business strategy to drive alignment, unblock teams, and accelerate execution.

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25+
Years of Experience

Leading teams through growth, scale, and transformation across diverse industries.

5+
CTO & VP Roles

Built and led teams at high-growth startups through IPO and enterprises with 90+ engineers.

100+
Companies Advised

Fractional CTO engagements spanning fintech, media, healthcare, and SaaS.

What I Bring

🏗️
Strategic Architecture
⚡
Rapid Execution
👥
Team Leadership
📊
Business Alignment
🔍
Deep Diagnostics
🎯
Measurable Outcomes

My Journey

I started as a software engineer, evolved through CTO roles at fast-scaling startups and enterprises, and learned that true leadership means understanding both the code and the business it serves. This dual fluency is my superpower.

My Philosophy

Build for the future while delivering immediate wins. Bridge engineering and business teams. Create clarity, unblock execution, and align incentives. Success is measured by outcomes, not activity.

Capabilities Mosaic

A visual, filterable view of the skills and outcomes I bring to teams.

Product Strategy & Roadmaps

Align outcomes, speed up decisions
I lead discovery and set measurable outcomes — translating strategy into a prioritized roadmap that reduces risk and drives early business value.

Architecture & Platform Design

Practical, evolution-friendly systems
Design resilient, observable platforms that empower teams to iterate safely — focusing on constraints that matter and clear migration paths.

Delivery & Engineering Leadership

From hypotheses to production
I partner with teams to define clear delivery cadences, reduce handoffs, and implement metrics to measure progress and maintain quality.

Hiring & Team Building

Build high-performing teams
I help craft role profiles, interview processes and onboarding flows that increase retention and align hiring to product outcomes.

Operations & Runbooks

Smoother day-to-day ops
Implementing playbooks, SLOs and observability to reduce toil and improve incident response, while supporting growth.

Go-to-Market & Growth Engineering

Connecting product and growth
Help teams instrument experiments, measure funnel improvements, and architect fast experiment cycles to inform product decisions.

My Experience

CT

CTO — TuneCore

High-growth music tech — led platform scaling, reliability & architecture for IPO readiness
TM

CTO — Trusted Media Brands

Led 90-person technology organization across multi-platform media and royalties management
VP

VP Engineering — Viacom

Enterprise media systems and cross-team engineering leadership
  1. 2021–Present: Fractional CTO & advisory engagements — scaling startups and operating teams.
  2. 2016–2021: CTO roles at multiple companies focused on platform, observability and team-building.
  3. 2008–2016: Senior engineering leadership — driving large-scale projects and cross-functional delivery.
  4. 2000–2008: Early career — engineering and architecture roles across web and enterprise domains.

Core Technologies

AWS, GCP, Azure
Microservices, Kubernetes, Docker
Observability: Prometheus, Grafana, Datadog
Data & ML: BigQuery, Redshift, TensorFlow

Selected Achievements

  • Delivered platform scaling that achieved 99.99% uptime for high-volume SaaS.
  • Reduced time-to-market by 60% through team restructuring and process changes.
  • Cut infrastructure costs by 40% via migration and right-sizing initiatives.

Frequently Asked Questions

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