Skip to content
#OpenToWork FDE · Staff Engineer Open Source · nselib Intraday Trader

Staff Engineer · Forward Deployed Engineer

Abhishake
Gupta

12+ years building distributed systems — embedded across 35+ enterprise clients, coordinating 10+ engineers, and owning incident response end-to-end. I establish AI-native engineering standards, not just use AI tools: context engines, PII safety hooks, and LLM-orchestrated release automation that delivered a 99% latency reduction and a 5–7× compound productivity edge.

Python AWS FastAPI LangChain · RAG TypeScript · Next.js Docker / K8s Claude SDK · MCP
12+ Yrs
Experience
5–7×
AI Productivity
35+
Clients
Abhishake Gupta

What I bring

End-to-end ownership · AI-native workflows · Systems that hold up in production.

Recognition & Honours

Stack Overflow

3,090 Reputation · Top ~5%

1 gold · 29 silver · 36 bronze badges. Contributions across Python, Django, REST APIs, and distributed systems.

View profile

Feb 2026 · BPIT

Jury Member — Algo-Rush 2026

Evaluated 20+ projects at my alma mater, mentored final-year developers on architecture and industry-readiness, and spoke on AI, career growth, and financial literacy.

Oct 2025 · BPIT

ECE Orientation & Induction — Guest Speaker

Honored to speak at the ECE orientation 13 years post-graduation, sharing career insights and experiences with the incoming batch.

View post

About Me

Staff-level Software Architect and Forward Deployed Engineer with 12+ years building distributed systems and AI-native engineering platforms. Embedded across 35+ enterprise clients at Checkmate — scoping per-client requirements, coordinating 10+ engineers on features and integrations, and owning incident response end-to-end on a multi-tenant platform.

AI-Native Engineering: I don't just use LLMs — I establish org-wide AI engineering standards. I built do-ai-context, a shared AI context layer governing Claude Code usage across the engineering team: domain context files, PII/secrets safety hooks, and LLM-orchestrated release workflows. The result: triage costs cut ~$4,600/yr and release prep accelerated 5–7×.

🚀 Forward Deployed Engineering

Embedded across 35+ enterprise clients — scoping per-client requirements, leading cross-functional teams, rapid prototyping, and translating domain problems into working software without waiting for perfect requirements.

🤖 AI-native engineering

Context engines, LLM-orchestrated release workflows, Slack-triggered AI debug agents with PII guardrails. Org-wide AI standards that cut triage costs ~$4,600/yr and compounded a 5–7× productivity edge.

⚡ Performance & backend systems

99% latency reduction (40m → 3s) via Redis caching. TDD/BDD. Docker, K8s, CI/CD, full observability with ELK / Datadog. Multi-tenant SaaS, webhook hardening, OAuth2/JWT — built to survive production.

Skills & Tech Stack

Technical expertise across languages, frameworks, databases, and DevOps.

Languages

Python (Expert) TypeScript JavaScript Node.js Golang

Backend Frameworks

FastAPI Flask Django Express

Frontend

React.js Next.js Tailwind CSS HTML5

Async & Messaging

RabbitMQ Celery Kafka

Databases

PostgreSQL MySQL MongoDB Redis Oracle

Quant & Data

nselib Pandas NumPy SciPy Scikit-learn Matplotlib

Market Feeds

ICICI Direct Interactive Brokers Zerodha Bloomberg Markit

Payments

NMI FreedomPay Omnitokens Razorpay Worldpay

Third Party Integrations

Uber Eats Doordash Relay Onfleet OneSignal SparkPost Como Punchh Sparkfly

Cloud & Infrastructure

Docker Kubernetes Git Jenkins Autosys

AWS

EC2 S3 RDS (PostgreSQL) VPC Subnet Route53

Monitoring & Logging

ELK Stack Splunk NewRelic Datadog Zabbix

AI & LLM

Claude SDK LangChain Ollama RAG MCP AI Agents Context-Engine Design AI-Augmented SDLC

How I build in 2026

AI-Native Toolkit

I don't just use AI tools — I build context engines around them. Here's the stack that gives me a 5–7× edge.

Claude

Anthropic

My primary AI partner for architecture reviews, code generation, security audits, and documentation. Claude in Cowork + Claude Code for end-to-end agentic workflows.

Windsurf

Codeium

AI-first IDE for flow-state coding. Cascade agent handles multi-file refactors while I stay focused on architecture and business logic.

Cursor

Anysphere

For deep codebase conversations — codebase-aware chat, symbol search, and inline edits. Great when I need to reason about a whole service at once.

Context Engine

My method

A structured, living knowledge base — architecture diagrams, API contracts, security runbooks, ADRs. Feeds every AI tool with precision context so outputs are production-grade, not generic.

"I don't just prompt — I engineer the context that makes AI output trustworthy."

Experience

More than a decade of professional experience across backend systems, microservices, and DevOps.

Senior Backend Engineer (FDE · Embedded Technical Lead)

Checkmate · Full-time · Remote

All-in-one platform for restaurant brands — digital ordering, admin panel, loyalty, and delivery orchestration.

Jul 2023 — Present

  • Embedded technical lead across 35+ enterprise clients — scoped per-client requirements, coordinated 10+ engineers on features and integrations, and owned incident response end-to-end on a multi-tenant platform.
  • Established AI-native engineering standards adopted org-wide: built do-ai-context — a shared Claude Code context layer with domain files, PII/secrets safety hooks, and LLM-orchestrated release workflows — cutting triage costs ~$4,600/yr.
  • Built PageIndex, a codebase navigation index reducing AI triage steps by ~75%; automated release workflow cross-referencing Asana, GitHub, and cherry-pick history via LLM orchestration.
  • Built Slack-triggered AI debug agent (Claude SDK + Celery) with brand-scope isolation and PII guardrails.
  • Drove 99% reduction in menu sync latency (40m → 3s) via distributed Redis caching across 35+ restaurant brands.
  • Led multi-provider delivery orchestration (DoorDash, Uber Eats, Relay) with unified abstraction layer for quoting, dispatching, and tracking; designed real-time failover mechanism reducing order cancellations.
  • Hardened inbound webhooks with HMAC signature verification, timestamp checks, replay protection; owned OAuth2/JWT auth for internal and external APIs.
  • Owned security hardening — reduced audit cycles from 30+ hrs to 6 hrs via AI-assisted tooling; shipped admin 2FA, per-brand password rotation, login audit trail, and breach incident response.
  • Led Flask 1.x → Flask 3 + Connexion 3 (ASGI/uvicorn) migration and shipped ML-powered recommendations v2.

Stack: Python Flask · Redis · React · Docker · JWT · Datadog · Claude SDK · NMI · FreedomPay · Celery

Senior Software Engineer

Bluetick Consultants Inc. · Full-time · Remote

Aug 2022 — Jun 2023

  • Built a Python-based Aviation Resource Optimization System — leveraged heuristic algorithms to model complex operational and regulatory constraints, generating compliant, cost-efficient flight and crew plans.
  • Built data pipelines (Python, Pandas, Redis) to ingest schedule, crew, and resource data; optimized outputs reduced reliance on third-party vendors and lowered fuel and operational costs.
  • Built Golang/Fiber microservices to manage hierarchical data structures and CRUD workflows.
  • Worked API-first: kept OpenAPI/Swagger docs in sync and used Postman collections for contract-driven testing.
  • Containerized components with Docker and deployed on Linux-based environments; collaborated in a 4-member cross-functional team.

Senior Software Developer III

Rackspace Technology

Nov 2019 — Aug 2022

  • Enhanced a Flask-based platform for enterprise storage hardware data collection and analysis across multiple vendors.
  • Reduced API latency by 60% via RabbitMQ and Celery automation.
  • Designed data models and access controls with clear tenant boundaries for customer-facing workflows across multiple accounts.
  • Migrated monolithic application to Kubernetes-based microservice architecture; refactored frontend to React SPA.
  • Developed internal CLI tooling to reduce support SLAs by streamlining common operational workflows.

Senior Software Engineer (ETL)

Gemini Solutions

Dec 2017 — Nov 2019

  • Designed a customer support/ticketing history microservice using Node.js, Express, and Kafka (event-driven ingestion, auditability, and replay-safe processing).
  • Developed Django REST APIs for healthcare analytics (descriptive and predictive analysis of patient vitals).
  • Built internal CLI tools for FTP/SFTP access scheduled via Autosys.
  • Automated GoldenGate replication delay calculation and reporting from Sybase to Oracle.

DevOps Engineer

Global Analytics

Aug 2016 — Nov 2017

  • Partnered with developers to implement a monitoring/observability tool API in Django for faster incident triage.
  • Integrated with Zabbix for automated alerts and issue tracking.
  • Reduced manpower required for issue identification and escalation by 80%.

Senior System Engineer (Ops)

Infosys

Feb 2014 — Jul 2016

  • Developed Flask-RESTful backend APIs for an automated ticketing proof-of-concept serving a mobile frontend.
  • Provided L2 support for server applications using Splunk, ELK, and Oracle Siebel CRM.
  • Collaborated with cross-functional teams on automated ticketing system implementation.

Education

B.Tech in Electronics & Communication

BPIT, Rohini (GGSIPU), Delhi

2013 | 76%

Senior Secondary (XII)

Bal Bharti Public School, CBSE, Delhi

2009 | 80%

Higher Secondary (X)

J.M. Senior Secondary School, CBSE, Delhi

2007 | 87%

Certifications & Courses

Professional certifications and continuous learning.

AI & Generative AI

  • Claude Code in Action — Anthropic (Mar 2026)
  • Generative AI: Introduction and Applications — IBM (Feb 2026)

Trading & Quant

Backend & APIs

DevOps & Cloud

Product & Business

Foundational

  • Open Sources & Systems Training, Infosys (May 2014)
  • Verilog Training, Electronics for You (Jun 2012)
  • MATLAB Training, DRDO (Jun 2011)

Major Projects

Selected projects showcasing end-to-end ownership, AI-native engineering, and cross-domain system design.

FoodTech · Multi-tenant SaaS

Direct Ordering Platform — Checkmate

Embedded technical lead across 35+ enterprise restaurant brands. Scoped per-client requirements, led 10+ engineers, and owned incident response end-to-end.

  • Drove 99% reduction in menu sync latency (40m → 3s) via distributed Redis caching.
  • Architected do-ai-context — org-wide AI context layer with PII hooks and LLM-orchestrated release workflows, saving ~$4,600/yr in triage costs.
  • Built PageIndex reducing AI triage steps by ~75%; automated releases cross-referencing Asana, GitHub, and cherry-pick history.
  • Built Slack-triggered AI debug agent (Claude SDK + Celery) with brand-scope isolation and PII guardrails.
  • Delivered integrations: Loyalty (Sparkfly, Punchh), Delivery (DoorDash, Uber Eats, Relay), Payments (NMI, FreedomPay Omnitokens).

Stack: Python Flask · Redis · React · Docker · JWT · Datadog · Claude SDK · Team: 10+

Fintech · Self-initiated

Real-Time Algorithmic Trading System

Full-stack ownership from architecture to execution — real-time quote processing, automated order execution, and an LLM reasoning layer for trade signals.

  • Engineered real-time quote processing and automated order execution (Bracket, Trailing Stop-Loss, Target) via IBKR and ICICI Direct REST APIs.
  • Built LLM reasoning layer using LangChain + RAG (locally-hosted Ollama models) to contextualize trade signals against historical patterns and generate human-readable rationale before execution.

Stack: Python · Pandas · LangChain · Ollama · RAG · Docker · Socket Programming · ICICI · Team: 1

Fintech · ETL

Enterprise ETL Market Data Feed Handler

Production ETL aggregating Bloomberg and Markit API/FTP feeds into a unified schema for downstream trading and risk applications.

  • Designed normalization layer handling disparate protocols, timestamp alignment, and corporate action adjustments.
  • Built with TDD from the ground up for production-grade reliability across financial data pipelines.

Stack: Python · TDD · Docker · Bloomberg · Markit · Team: 1

E-Commerce · MVP

JioMarket Seller Central — FMCG Portal

High-concurrency event-driven backend for Reliance’s FMCG merchant ecosystem. Cut time-to-market by 50% through clean API design and async-first architecture.

  • Designed backend using Python (Sanic) and Kafka for real-time inventory updates and order processing across the merchant ecosystem.
  • 50% reduction in time-to-market through clean API design and async-first architecture.

Stack: Python · Sanic · Redis · Flask · Kafka · Docker · JWT · Client: Reliance · Team: 4

Cloud Infrastructure · Rackspace

StorageCenter & WidgetBoss — Rackspace

Modernized a legacy enterprise storage management monolith into Kubernetes microservices, and built CLI tooling that cut client-facing SLAs by 70%.

  • Reduced API latency by 60% via asynchronous ETL (RabbitMQ + Celery) and migrated monolith to Kubernetes-based microservices.
  • Built CLI automation tool for storage backup management, cutting client-facing SLAs by 70%.

Stack: Python · React · Kubernetes · Docker · ELK · Splunk · RabbitMQ · Team: 6

Open Source

Public work — libraries, tooling, and educational resources freely available on GitHub.

Library · Maintainer
1

nselib

Python library for comprehensive access to NSE market data — real-time and historical equities, derivatives, India VIX, indices, and corporate filings. Built for quant traders and data engineers working with Indian markets.

Python NSE Market Data Apache 2.0
View on GitHub
DevOps · Tooling

my-workstation-setup

Ansible playbooks that auto-provision full dev environments on Ubuntu, Debian, and EC2 in one command — Zsh, Docker, Nginx, Portainer, Uptime Kuma, Tailscale/WireGuard, UFW, and GitHub Actions CI/CD.

Ansible Docker Ubuntu / EC2 GPL-3.0
View on GitHub
Education · Curriculum

quant-systems-roadmap

16-week curriculum for Staff-level expertise in trading systems and fintech architecture — exchange mechanics, low-latency system design, SEBI compliance, and risk management engines focused on NSE/BSE.

Quant Finance System Design NSE / BSE CC BY 4.0
View on GitHub

Posts & Publications

LinkedIn

Featured articles on LinkedIn.

New

How I Built an AI Code Reviewer That Never Gets Tired (And Caught 5 Real Bugs)

How I stopped reviewing code manually and built an AI-powered reviewer that caught a production bug on the first try.

Read post
New

Why I Stopped Looking at Price and Started Looking at Volatility

Whether debugging a distributed system or trading a 15-minute chart — noise is your biggest enemy. How volatility changes the game.

Read post
New

I Got Tired of Setting Up Servers Manually — So I Automated Everything with Ansible

Every fresh Ubuntu setup meant hours of the same steps. Here's how I automated Zsh, tmux, Docker and more with Ansible.

Read post

Comfort Zone: Where Your Dreams Go to Die Quietly

Reflections on breaking out of comfort zones to pursue meaningful growth.

Read post

Unlocking Alpha: Your Guide to Feature Engineering for Trading

A deep dive into feature engineering techniques for quantitative trading strategies.

Read post

Quants Workflow

An overview of the quantitative analyst workflow from data to deployment.

Read post

Medium

Featured articles on Medium.

What if I had bought NIFTY50 every day since 2000?

A practical exploration of long-term investing behavior using NIFTY50 as a baseline.

Read post

MacOS Setup: Homebrew, iTerm2, Zsh, Oh My Zsh

A clean developer setup guide for macOS tooling and terminal productivity.

Read post

Learn and Implement Candlestick Patterns (Python)

A hands-on guide to identifying and coding candlestick patterns for trading analysis.

Read post

Python File Format Conversion: RPT to CSV

Automating reporting workflows by converting legacy RPT data into CSV files using Python.

Read post

Let's Build Something

Open to new roles, freelance projects, or just a good engineering conversation. Drop me a line.