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Shishir Sandeep

Senior Software Engineer · Vancouver, Canada

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Shishir Sandeep

About Me

Engineer. Builder. Forever Red.

I'm a Senior Software Engineer based in Vancouver, Canada, originally from Bangalore, India. I studied Electronics & Communication Engineering at Birla Institute of Technology, Mesra (2010-2014) and have spent 11+ years building systems that scale.

My journey has taken me from fintech at Oracle, to building BI tools, to owning hosting infrastructure at Newfold Digital, co-founding Qwackly during the pandemic, leading supply chain orchestration at Udaan, and most recently building AI voice-agent integrations at MonkeyMedia Software in Vancouver.

Right now I'm deep into agentic AI — building ManU4U, a multi-agent sports intelligence platform for Manchester United fans and content creators, and exploring Spring AI for Java-based AI applications. When I'm not coding, you'll find me watching the Red Devils, playing tennis, or listening to the Lex Fridman podcast.

11+
Years Exp
5
Companies
1
Startup Founded
∞
MUFC Fan Since

Career

Experience Timeline

Click on any role to see details and tech stack.

Sr. Software Engineer Jan 2023 - Oct 2025
MonkeyMedia Software (formerly ezCater)
Vancouver, Canada
  • Re-engineered Authentication Server v2 with Spring Boot 3, OAuth2, OpenId Connect, and Azure Key Vault for 100+ partner integrations
  • Designed secure agent orchestration layer enabling LLM-driven voice agents to perform real-time tool calls with production APIs
  • Built RAG-inspired context enrichment pipelines combining order history, menu data, and store metadata to satisfy 90% of user queries
  • Developed evaluation and monitoring framework to assess response quality, tool selection accuracy, and hallucination rates
  • Contributed to platform modernization with OpenTelemetry, Terraform IaC, and RBAC-based managed identity integrations
Java 17Spring Boot 3OAuth2AzureLLMRAGTerraformOpenTelemetry
Lead Product Engineer Sep 2021 - Oct 2022
Udaan.com
Bangalore, India
  • Architected backend services for capacity modelling and SLA promise accuracy across multiple fulfillment categories for 3M+ users
  • Designed breach detection and automated communication systems, reducing customer support call rates from 25% to 10%
  • Built operational dashboards with Kotlin, Redis, and React, reducing operational costs by 30%
JavaKotlinReactAzurePostgreSQLRedisCosmosDBKubernetes
Co-FounderFounder Jan 2020 - Aug 2021
Qwackly Private Limited
Bangalore, India
  • Built a celebrity-fan engagement platform from scratch — 50+ celebrities onboarded, 10,000+ user signups, 2,000 peak DAU
  • Full-stack development: React JS front-end, Spring Boot back-end, payment gateway integration, cloud hosting
  • Wore all the hats: market research, customer interviews, wireframing, investor pitch, social media marketing, Google Ads
ReactSpring BootAWSPaymentsProductMarketing
Senior Software Engineer Sep 2017 - Aug 2021
Newfold Digital (Endurance Group)
Bangalore, India
  • Developed backend services powering Linux and Windows virtualization platforms using Openstack Compute for APAC data centers
  • Owned provisioning layer revamp with containerization, caching, async queues, and centralized logging for zero-downtime deployments
  • Multiple Employee of the Month awards; Runner-Up at Global Hackathon 2019
JavaSpring BootOpenstackKafkaDockerK8sOpenshift
Software Engineer Jan 2016 - Aug 2017
Eka Software Solutions
Bangalore, India
  • Built a Power BI-like Business Intelligence tool from scratch for Commodity Analytics Cloud
  • Developed PnL web app providing real-time insight into client's realized and unrealized PnL
JavaMongoDBMySQLExtJSHighcharts
Technical Analyst Aug 2014 - Dec 2015
Oracle Financial Services Software
Bangalore, India
  • Technical support for Core Banking Platform (FCUBS) and Investment Banking/Mutual Fund Platform (FCIS)
JavaSQLPL/SQLFintech

Projects

What I'm Building

Side projects where I explore ideas, build in public, and push boundaries.

⚽
Featured · Active

ManU4U

A multi-agent AI system for sports intelligence — your one-stop shop for everything Manchester United. Built for content creators and super fans. Uses tool-based reasoning over live APIs for fixtures, events, and statistics. Includes RAG pipelines, vector embeddings, and guardrails for factual grounding. Extensible to other teams and sports. Also available as an MCP for universal agent integration.

Agentic AILangChainRAGVector DBPythonMCP
☕
Active

Spring AI Blog Series

A series of deep-dive articles on building AI-powered Java applications using Spring AI. Covering integration patterns, tool orchestration, and practical examples. First article live: Navigating AI for Developers with a Java Background.

Spring AIJavaLLMsMediumTechnical Writing
🌟

Qwackly

Co-founded during the pandemic. A celebrity-fan engagement platform enabling personalized video messages. Onboarded 50+ celebrities, grew to 10K+ users with 2K peak DAU. Full-stack build from scratch — product, engineering, marketing, everything. Follow on Instagram.

ReactSpring BootAWSStartupProduct

Writing

Blog & Articles

Thoughts on AI engineering, Java, and building in public.

Agentic AI

Building ManU4U: A Multi-Agent Sports Intelligence System

How I designed tool-based reasoning and RAG pipelines to deliver real-time Manchester United insights with factual grounding.

Coming soon on Medium
Spring AI

Navigating AI for Developers with a Java Background

A practical guide for Java developers stepping into the AI world — covering frameworks, integration patterns, and how to leverage your existing skills.

Published on Medium
Engineering

From Monolith to Voice Agents: My AI Engineering Journey

Reflections on 11 years of software engineering and the pivot to building AI-native systems in production.

Coming soon on Medium

Tech Stack

Skills & Technologies

11 years of accumulated tools, languages, and platforms.

💻
Languages
Java 17+PythonGoKotlinNode.jsJavaScriptReact
⚙
Frameworks
Spring BootSpring SecurityHibernateFlaskGinJUnit
☁
Cloud & DevOps
AWSAzureKubernetesDockerTerraformJenkinsOpenTelemetryCI/CD
🗂
Data & Messaging
PostgreSQLMySQLRedisMongoDBCosmosDBKafkaRabbitMQAzure Service Bus
🤖
AI & ML
Agentic AILangChainRAGOpenAIClaudeMCPVector DBsPrompt EngineeringSpring AI
🛠
Tools
GitHubClaude CodeCopilotCursorIntelliJ IDEAVS Code

Get in Touch

Let's Connect

Always happy to chat about engineering, AI, startups, or Manchester United.

Whether you have an opportunity, a collaboration idea, or just want to talk about the latest Old Trafford drama — drop me a line.

✉ shishirsandeep7@gmail.com 👥 linkedin.com/in/shishirsandeep 💻 github.com/Shishir07 ✎ medium.com/@shishirsandeep7