Prashant TR Rao

CEO

San Jose, California, United States24 yrs 10 mos experience
Highly StableAI Enabled

Key Highlights

  • Founded profitable fintech platform in under 60 days.
  • Led engineering teams of over 150 engineers.
  • Pioneered scalable systems at Yahoo! for high throughput.
Stackforce AI infers this person is a Fintech and SaaS expert with a strong focus on AI-driven solutions.

Contact

Skills

Core Skills

Business StrategyArtificial Intelligence (ai)

Other Skills

Operational StrategyBusiness Growth StrategiesStrategic ConsultingProduct StrategyEntrepreneurshipBusiness GrowthAI InfrastructureAlgorithmic OptimizationMarket SignalsCompetitive EdgeAI FeaturesCustomizable SystemsAutomationRetail TechnologyFractional CTO

About

Founder & CEO/CTO, retailtrader.ai Lead Partner, Unconventional Strategy Partners I’m a 25+ year distributed systems architect, former engineering leader and executive, and strategic innovator who sees structural problems early and flips them into viable, high-impact opportunities. Background & Proven Track Record - Pioneer on early Yahoo! Ads, Data, Sponsored Search & Cloud teams — built foundational systems at extreme scale - Engineered large-scale data systems that shaped modern paradigms (pre-Hadoop, pre-Kafka) - Managed billion-user databases, high-throughput proxy servers, eventual-consistency key-value stores (before open-source equivalents), and messaging systems - Led 150+ engineers while staying hands-on through high-stakes crises - Founded and bootstrapped retailtrader.ai end-to-end — specialized trading/AI platform — profitable in under 60 days - Mathematically proved the unsustainability of high-breadth fashion subscription models - Co-created novel retail concepts (Prime Prime membership, user-owned P2P, BNPL + lifetime care) that anticipated circular trends - Rapid ideation-to-viability: detailed, model-backed writeups in 1–2 hours under pressure Approach I thrive in high-bandwidth environments — translating data insights into business-model flips and competitive advantages. I move seamlessly between execution and strategy, focusing on what matters to the business core. My thinking is deliberately unconventional and draws from multiple mental models: - Inversion models — reverse-engineering failure to avoid traps and uncover opportunities - Lateral models — remixing concepts from unrelated domains for novel solutions - Asset and liability models — treating business components as balance sheet items to identify hidden value and risks - Rapid viability assessment — producing detailed proofs in 1–2 hours under pressure These allow me to spot flaws others miss, flip assumptions, and deliver fast, high-impact outcomes. Open To Fractional CTO / advisory, strategic consulting, or deep-dive conversations in: - Retail tech & circular economy - Fintech, trading & behavioral economics - AI infrastructure & derisking - Subscription, marketplace & business-model innovation - Large-scale systems architecture & optimization Originally from Bangalore and in Silicon Valley since the early 2000s; I routinely travel between both countries and have a genuine, lifelong feel for how both ecosystems have evolved. For full case studies & models: https://unconventional-strategy.com

Experience

24 yrs 10 mos
Total Experience
6 yrs
Average Tenure
1 yr
Current Experience

Unconventional strategy partners

Multi-Disciplinary Strategic Advisor

Mar 2026Present · 1 mo · San Francisco Bay Area · Hybrid

  • We build high-velocity systems for complex markets.
  • As founder of retailtrader.ai, I architected a platform that bridges AI-driven strategy and execution—bootstrapping it to a proven, third-party verified track record.
  • We focus on stripping away operational friction so mid-size companies can leverage AI for direct competitive advantage — not just efficiency.
  • What we bring:
  • Velocity: Turning complex R&D into executable, scalable product models—fast.
  • Validation: Applying the same rigorous, data-first mindset that produced a $100k real-money Kinfo track record: https://kinfo.com/p/retailtrader.ai
  • Unconventional Edge: Optimizing operations by removing the noise that kills growth.
  • We work with a very small number of partners where we can personally move the needle.
  • Availability: Mornings are dedicated to building at retailtrader.ai. Open for high-level advisory discussions after 1 PM PT. If you are looking to integrate high-impact, AI-native strategy into your operations, message me—let's discuss if my methodology aligns with your objectives.

Retailtrader.ai

Founder, CEO/CTO

Apr 2025Present · 1 yr · San Francisco, California, United States · On-site

  • Founded and bootstrapped retailtrader.ai end-to-end — an AI-driven fintech platform empowering retail traders with professional-grade market signals and competitive edge over institutional investors. Achieved profitability in under 60 days with zero external investment through disciplined execution, algorithmic optimization, and targeted marketing.
  • Key achievements & technical contributions:
  • Designed and deployed highly specialized neural networks (CNN-LSTM hybrids, gradient boosting, polynomial/non-linear regressions) optimized for high-noise, low-signal time-series data in trading environments
  • Built multi-step detection + ranking engine selecting top daily trades (long/short) with probability-based risk management and capped portfolio exposure
  • Reduced platform operating costs >80% via efficient model design and transition from heavy LLM inference to lightweight AI/ML pipelines
  • Engineered scalable AWS infrastructure (Amplify, ECS/EKS, Lambda, Aurora Serverless, API Gateway) with production-grade CI/CD and back-testing
  • Published insights on trading psychology, signal-noise models, and behavioral economics (blog.retailtrader.ai & LinkedIn)
  • The platform continues to run largely on autopilot, demonstrating robust design and sustainable economics.
Business StrategyOperational StrategyArtificial Intelligence (AI)Business Growth StrategiesStrategic ConsultingProduct Strategy+2

Caastle

3 roles

Vice President II Of Engineering / Head of Engineering

Jan 2024Jun 2025 · 1 yr 5 mos · Mountain View, California, United States · On-site

  • Led and built the engineering team at CaaStle Inc. from the ground up to 150+ engineers, overseeing diverse functions including Storefront (web/mobile, iOS/Android), Backoffice (logistics, marketing, segmentation, incentives, merchandizing, accounting), Backend Infrastructure, and Exploratory Technologies.
  • Drove significant platform advancements, including building a highly customizable multi-tenant system and a fully automated provisioning system that onboarded retailers in less than 24 hours. Decreased development time of internal tools by 80% using Appsheet and proprietary architecture.
  • Delivered impactful AI-powered features for enhanced product discovery (AI Collections, search) and enriched product cataloging through AI extracted imagery features. Empowered the development team by rolling out co-pilot and other AI tools.
Business StrategyOperational StrategyArtificial Intelligence (AI)Business Growth StrategiesStrategic ConsultingProduct Strategy

Vice President of Engineering

Promoted

Jan 2021Dec 2023 · 2 yrs 11 mos · Mountain View, California, United States · On-site

  • Established the Engineering Infrastructure team to oversee broad engineering objectives including observability, kubernetes deployment, database/data systems strategies, migration to real time infrastructure and increasing fault tolerance and reliability of operational systems decoupling them from third parties such as Salesforce Marketing Cloud and Netsuite.
  • Strategized and built out a multi-tenant marketing platform on top of Salesforce Marketing Cloud.
  • Built out highly scalable, fully automated and customizable provisioning system to onboard tenants in less than 24 hours from time of request.
  • Delivered No-Shopify platform to scale multi-tenant retailer front ends for pennies on the dollar.

Senior Director of Engineering

Jan 2018Dec 2020 · 2 yrs 11 mos · Mountain View, California, United States · On-site

  • Championed systems and tools for buying and visual merchandizing. Migrated payment systems from Braintree to Stripe. Oversaw the development of Storefront and Backend systems and built out the mobile apps team.
  • Delivered a new product "Borrow" over the COVID period while navigating the team through several challenges during the COVID period.
  • Cut down cost of logistics operations by over 60% by streamlining process and developing customized tools.

Gwynnie bee

2 roles

Director of Engineering

Jan 2014Dec 2017 · 3 yrs 11 mos · On-site

  • Spearheaded the development of a number of projects in logistics, marketing, segmentation, incentive management systems and customer service tools. Established underlying foundational services including user, product and inventory systems.
  • Built out critical multi-tenant SaaS platform for retailers to be able to onboard into rental platforms and drove significant revenue increase (~$25M)
  • Started the data engineering team and was acting head of data team until the team was fully established.

Principal Engineer and Architect

May 2012Dec 2013 · 1 yr 7 mos · On-site

  • Joined among the first engineers in the Mountain View office. Established development processes, QA methodologies, API strategy and architectural patterns.
  • Shipped v1 of Subscription rental product.

Yahoo!

8 roles

Senior Engineering Manager and Architect

May 2010May 2012 · 2 yrs

  • Managed the Structured Storage and Messaging platform group (object store, User/Login Database, replication and cloud messaging). Responsible for delivering (and architecting) solutions to a variety of problems in messaging/data store areas with very high throughput and latency needs.
  • Optimization of costs across compute, storage and network in various systems.

Principal Engineer/Architect

Mar 2009Aug 2010 · 1 yr 5 mos

  • Worked on a large scale, distributed, reliable, publish-subscribe based messaging layer for the company as a part of the cloud communications team. This product is used as a backbone by Sherpa, a distributed small-object datastore. As a part of the messaging team, I conceived and developed a template based structured data storage library to optimize the cost of serialization and deserialization of transactions stored on disk.
  • In addition, I also worked on and supported one of the most widely used messaging and replication platforms at Yahoo! used by hundreds of teams and deployed on over fifty thousand machines.

Senior Engineering Manager

Promoted

Jan 2007Mar 2009 · 2 yrs 2 mos

  • Managed a team of highly skilled and energetic senior engineers that work in a consulting mode for projects within Yahoo! as a whole. The projects are chosen by the executive management in the company and are strategic to the company. Some of them include Sponsored Search Serving, Content Match and mobile search.
  • Previously worked as a senior engineer in the Adsystems and Data Solutions departments to develop near real time logs processing platform, job control frameworks and a variety of analytical reports for external advertisers and internal users.

Technical Yahoo!, Sr.

Jun 2005Dec 2006 · 1 yr 6 mos

  • Worked on near real time logs processing platform for generating various low level input data sets from raw access logs. The data was being used by many teams to enable various data mining techniques, by Adsystems team for revenue recognition and various other related teams. The system cut down the processing time from 2-3 days to close to 25 minutes with a continuous stream of 5 minute real time data sets. This was a huge effort and the team won the Superstar award at Yahoo!
  • Developed a generic job control system based off the principles used in the design of the logs processing system and also marketed to many teams internally. Filed 4 patents on locking, job control, transactions and error recovery aspects which were a part of my work.

Technical Yahoo! Mainstream

Promoted

Jan 2004May 2005 · 1 yr 4 mos

  • Worked on the Campaign Snapshot product that gives the advertisers a very unique view of their campaign on the network. I was responsible for the delivery of the project and setting expectations to the marketing/sales/analyst teams about the product features.

Technical Yahoo!

Apr 2003Dec 2003 · 8 mos

  • Moved to Sunnyvale headquarters.
  • Maintained end to end logs processing system and pushing of data to public site buzz.yahoo.com.
  • Worked on tools to enable ad-hoc support to internal users and business analysts.

Technical Lead

Promoted

May 2002Apr 2003 · 11 mos

  • Hired, built and led a team of highly energetic and enthusiastic software engineers working on various analytical data processing, reporting and behavioral targeting.
  • Worked on analytical tools for the data research team.

Software Engineer

Oct 2001Apr 2002 · 6 mos

  • Developed and maintained the end to end responsibility for Full Service reports, one of Yahoo!'s key offerings to large partners. This included high performance logs processing, database performance tuning and front end for the reports on the advertiser center. Also partially responsible for dealing with any customer service queries regarding the reports.
  • Also responsible for delivering ad-hoc reports that drive critical business deals with large partners.
  • Played a key role in hiring and expanding the Bangalore office from 15+ engineers to over 200+ engineers.

Adp

Member - Technical

Oct 2000Oct 2001 · 1 yr

  • Worked on interface adapters to handle SWIFT and CHESS messaging for online transactions and other clearing agencies.

Education

Bangalore University

B.E. — Computer Science and Engineering

Jan 1996Jan 2000

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