HARSH GUPTA

CTO

Gurgaon, Haryana, India9 yrs 4 mos experience
Highly StableAI Enabled

Key Highlights

  • Built an AI assistant for digital content organization.
  • Led AI/ML initiatives in fintech for over 8 years.
  • Thrives in zero-to-one environments with fast iterations.
Stackforce AI infers this person is a Fintech and SaaS expert with strong leadership in AI-driven product development.

Contact

Skills

Core Skills

LeadershipTechnical LeadershipArtificial Intelligence (ai)Start-up Leadership

Other Skills

Algorithm AnalysisAlgorithm DesignAmazon Web Services (AWS)AngularAngularJSApache KafkaBack-End Web DevelopmentBig Data AnalyticsC#ChatGPTComputer VisionData StructuresDatabase DesignDistributed TeamsElasticSearch

About

🚀 I'm a builder at heart — Built Second Brain in my nights and weekends, an AI assistant designed to help users organise, retrieve, and interact with digital content using semantic search and LLMs. What started as a side project to solve my own frustration — forgetting useful content across LinkedIn, blogs, and newsletters — is now growing into a product with real potential to become everyone’s personal second brain. 🧠 My background spans 8+ years of building and scaling fintech platforms at Pluang, where I currently lead AI/ML initiatives, global trading products, and platform engineering. I've led lean teams to ship high-impact AI systems (like feedback analyzers, financial advisors, and customer support agents), architected distributed systems for real-time trading at scale, and built robust internal tooling to improve engineering velocity and security posture. 💡 I thrive in zero-to-one environments — combining a strong product sense with deep technical execution. I enjoy fast iterations, building internal frameworks, and helping teams ship fast without breaking things. 🔍 Actively exploring opportunities to collaborate with founders, product-led teams, or investors in the AI infra and productivity tooling space. Always up for a chat on LLMs, vector DBs, infra scaling, or anything you're building at the edge of what's possible. Let’s connect.

Experience

9 yrs 4 mos
Total Experience
2 yrs 9 mos
Average Tenure
1 yr
Current Experience

Holiday tribe

Head of Engineering

Jun 2025 – Present · 1 yr · Gurugram, Haryana, India · On-site

Second brain

Founder

Jun 2024 – May 2025 · 11 mos · Gurugram, Haryana, India · On-site

  • I started Second Brain to solve a simple but personal problem: I couldn’t remember or reuse the digital content I was consuming — blogs, newsletters, LinkedIn profiles and posts, or useful links. Bookmarks just weren’t enough.
  • With Second Brain, you save once and recall forever — powered by AI.
  • Built a personal AI assistant that organizes and retrieves your digital knowledge using LLMs, semantic search, and contextual recall.
  • Integrated with LinkedIn and newsletters to automatically surface relevant insights, people, and content when needed.
  • Tech: Python, Langchain, Langgraph, Milvus, Microk8s, Redis, LLaMA 3.1, PostgreSQL.
  • Focus: product–market fit, fast iteration, user-centric feedback loop.
  • "Your memory, upgraded. Never lose a useful idea again."
Artificial Intelligence (AI)PythonNatural Language Processing (NLP)Large Language Models (LLM)Next.jsStart-up Leadership

Pluang

3 roles

Engineering Manager

Promoted

Jun 2021 – Jun 2025 · 4 yrs

  • As an EM, I have been spending my most of the time in ->
  • Building different teams and Hiring Processes
  • Conducting regular 1<>1s with the team to mentor them for their growth.
  • Work with the product team to build product roadmaps and resource allocations to ensure sustainable growth.
  • Identifying the problems, the engineering team might face in future with increase in scale and team size, and build processes and frameworks in advance.
  • Goal Setting for everyone in the team.
LeadershipTechnical VisionKubernetesPostgreSQLJavaTechnical Leadership+11

Lead Software Engineer

Jan 2021 – Jun 2021 · 5 mos

  • Stack: [ Java, Node.js, PostgreSQL, Redis, RabbitMQ, Elasticsearch, Kibana, Python, Spring Boot, MongoDB ]
  • Crypto and Global Stock Indexes Squad
  • I lead the design and development of Crypto and Global Stock Indexes Products.
  • I have been tracking the performance of the microservices involved in my project regularly and ensuring quality metrics like Average Response Time below 30-40ms, no slow query logs, etc.
  • I have been tracking user growth and user retention in our products and building features to improve conversions by using insights from user activity metrics.
  • I am currently working in a cross-functional squad with people from different teams to create better visibility around the growth of our product by identifying business metrics.
  • I have designed a product development process for the engineering team keeping the balance of code quality and delivery speed in mind.
  • I have created a centralized Hiring Process for the Engineering team.
  • I have been performing Resource Planning and Product Roadmap Planning at the start of every quarter for the squad.
  • I have been mentoring the young engineers within my team and pushing them in the right directions based on their interests by conducting regular one-to-one sessions.
  • I have taken multiple initiatives within my organization to promote upscaling, one of them is by creating different communities each focusing on learning a different tech stack.
LeadershipTechnical LeadershipApache KafkaDistributed TeamsTeam LeadershipData Structures

Senior Software Engineer

Jun 2019 – Dec 2020 · 1 yr 6 mos

  • Product Team
  • Designed a data migration framework for migrating data from MySQL to PostgreSQL.
  • Contributed to the code migration from legacy monolith to microservices architecture.
  • Contributed to the centralized event-driven microservice to process all the asynchronous tasks like email, push notifications, data syncing using message queues.
  • Owned a few microservices of the system and continuously worked to improve them in agile development in terms of code quality, test coverage, and performance.
  • Helped B2B partners like Gojek and Dana in the integration of our backend services.
  • I have created a system that does trades on crypto exchanges to minimize the risk during high volatility.
  • Built an awesome engineering culture within my team to ensure everyone is learning, growing, and pushing their limits.
  • Platform Team
  • Developed monitoring dashboards and alerting system for a microservices backend system using Kibana.
  • Performed load testing to assess the need for code optimization and/or additional resources in infrastructure.
  • Implemented a centralized logging system that performed the tracking of server statistics, distributed tracing of requests, and API performance statistics using EFK stack.
  • Implemented Security best practices like password rotation for critical data stores.
  • Helped the team to identify and resolve the issues that occur only at a high scale. Developed monitoring dashboards and alerting system for a microservices backend system using Kibana.
  • Performed load testing to assess the need for code optimization and/or additional resources in infrastructure.
  • Implemented a centralized logging system that performed the tracking of server statistics, distributed tracing of requests, and API performance statistics using EFK stack.
  • Implemented Security best practices like password rotation for critical data stores.
  • Helped the team to identify and resolve the issues that occur only at a high scale.
Apache KafkaData Structures

Ziploan

2 roles

Senior Software Engineer

Promoted

Oct 2018 – Jun 2019 · 8 mos · New Delhi Area, India

  • Worked closely with the business team and developed the loan management system that helped in the tracking of loan repayments, asset management, and portfolio analytics.

Software Engineer

Jun 2017 – Oct 2018 · 1 yr 4 mos · New Delhi Area, India

  • Designed and developed the Sales Analytics Dashboard to track the efficiency of different sourcing channels and Operations.

Maq software

Software Engineering Intern

Jan 2017 – Jun 2017 · 5 mos · Mumbai, Maharashtra, India

  • Project - Software Asset Management Compliance (SAMC by Microsoft)
  • Stack: { C#, LUIS, Node.js, Angular }
  • I built a monitoring system to track long-running ETL jobs and the health of remote servers.
  • I created a support chatbot to automate the resolution of the customer service queries.

Pixvera

Research Intern

May 2016 – Jul 2016 · 2 mos · Greater Delhi Area

  • Trademark Finder **
  • A search engine to look for similar trademarks before trademark registration to prevent trademark infringement. The matching algorithm used different image metrics to measure the difference between images.

Education

Nirma University

Bachelor of Engineering (B.E.) — Computer Science

Jan 2013 – Jan 2017

St. Conrad's Inter College

High School

Jan 1999 – Jan 2011

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