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David Phipps

@davidphipps

CTO at Generation Tux, where I shipped agentic LLM systems and improved garment processing and shipping efficiency.

At Generation Tux, I introduced Claude Code and built initial agentic LLM models to analyze customer-support calls against written procedures. I also helped the company reach four-nines uptime across 30+ services and improved per-garment warehouse processing and shipping efficiency.

Before Generation Tux, I held engineering leadership roles at Raydiant, Anova Culinary, Symantec, Oracle, and other companies. My work has included shipping cloud platforms, integrating acquired teams and products, delivering connected devices, and contributing to patented technology.

Experience

Work history, roles, and key accomplishments

Current

Chief Technology Officer

Current

Generation Tux, Inc.

Aug 2022 - Present (4 years 3 months)

Lead software, warehouse, product, UX and financial systems for a VC-backed tuxedo and suit rental e-commerce business. Introduced AI-native engineering practices and achieved four-nines uptime across 30+ services.

AI RFID Warehouse Robotics Claude Code Agentic AI Next.js GraphQL React SOC2 ISO 27001 CCPRA ADA

VP of Engineering

Raydiant, Inc.

Jan 2019 - Aug 2022 (3 years 7 months)

Grew engineering team from 1 to 30 across six countries and shipped 50+ features per year. Led technical due diligence on three acquisitions and integrated AI facial-analysis systems.

Engineering Management AI Facial Analysis Salesforce CPQ SOC2 GDPR SSO

VP of Engineering

Anova Culinary

Nov 2017 - Jan 2019 (1 year 2 months)

Delivered iOS and Android apps and improved WiFi connectivity rates from 50% to 82%. Built and shipped the Nano and Precision Cooker Pro devices, achieving 95% sous-vide market share.

IoT Mobile Development iOS Android MQTT Protobuf WiFi Digital Marketing Segment Amplitude

VP of Cloud Engineering

Symantec

Nov 2015 - Nov 2017 (2 years)

Shipped Common Cloud platform used by every Symantec Enterprise product on OpenStack and led migration to AWS. Integrated 57 IT services into Zuora and led identity team for global SSO.

Cloud Engineer OpenStack AWS Kubernetes Docker Zuora SSO OAuth OpenID Private Equity

Sr. Director of Cloud Engineering

Oracle

Mar 2013 - Nov 2015 (2 years 8 months)

Delivered Oracle's first cloud products to market and re-architected WebCenter Portal, reducing page-load time from 12 seconds to 500 ms. Trained 5,000+ engineers in Agile and delivered 20+ products for the 12c release.

Cloud Engineer Agile WebCenter Nimbula OpenStack Product Management

Sr. Director of Engineering

SAY Media

Jan 2012 - Jan 2013 (1 year)

Overhauled ad servers to scale to 650M unique users per day and cut Hadoop beacon-processing time by 50%. Delivered $50M in annual ad revenue.

Ad Server Hadoop Ad Optimization Scaling

Sr. Engineering Manager

A2Z/Amazon.com

Jan 2011 - Jan 2012 (1 year)

Delivered highly-performant HTML5 music player with 500 ms page-load time across four platforms. Expanded Amazon Digital Music from one country to five and integrated payments systems.

HTML5 MediaPlayer Payments ERP MP3 Fulfillment Kindle

Director of Engineering

OpenTable

Jan 2008 - Jan 2011 (3 years)

Delivered three major ERB releases and shipped OpenTable's first iOS app. Scaled installed base from 5,000 to 25,000 restaurants and patented FlexMode technology.

iOS Windows ERB PCI Sarbanes Oxley IPO Table Management