Jesse Lennon
I build AI products and enablement systems that bridge product, operations, and engineering.
With 10+ years designing and scaling operational and AI systems across CX, quality, and automation, I lead CX technology and AI at Tools for Humanity’s World App, a global product serving nearly 39 million users. I support a 500+ BPO agent network and deliver AI-driven support systems with ~90% containment, owning the Zendesk platform end-to-end across bots, automation, QA, WFM, and cross-platform integrations.
I build production AI systems that turn real user behavior into automation, experimentation, and decision-making loops. My work includes designing event-driven platforms, multi-agent workflows, and mobile-integrated systems, including provisioning infrastructure for 800+ agents with 95% error reduction, and production-safe experimentation frameworks with full CI/CD and localization pipelines.
Previously at Coinbase across NFT Marketplace, Institutional Custody, and Prime Brokerage, I developed a deep understanding of how systems fail and how to design products that perform under real-world pressure.
I specialize in modular, observable AI systems that enable safe scaling, rapid experimentation, and continuous product improvement across teams, workflows, and user-facing products.
See what I'm buildingCurrently Building
Gestalt Labs In Development
AI-Powered Security Company
AI security company built on a multi-agent ensemble architecture. Multiple specialized AI agents analyze targets from different angles, each seeing something different. Together, they see everything. The platform powers multiple security products through a shared engine with three-tier model routing and six specialist agent types. Flagship product WalletGuard.ai is a five-product wallet security suite: contract auditing, real-time monitoring, emergency response, inheritance planning, and on-chain legal entities. Expansion path into general code security, API testing, compliance automation, and AI model security.
- Next.js 15
- Turborepo
- Multi-Agent Audit
- Claude API
- Neon Postgres
- Drizzle ORM
- Solidity
- Hardhat
- Browser Extension
Chancy Testing
Sweepstakes Aggregator + Launchpad
Sweepstakes platform on World Chain. Brands launch draws through a 5-step dashboard wizard using four template contracts (Standard, Multi-Winner, Cadence, Instant Win) deployed via EIP-1167 minimal clones. 3-layer geo-fence registry for compliance. Stripe checkout for fiat entry. Security-audited smart contracts on World Chain Sepolia testnet.
- Solidity
- Next.js 15
- World Chain
- EIP-1167 Clones
- World ID
- Stripe
- Vercel Postgres
- MiniKit SDK
Shipped Projects
Canopy Live
Market Intelligence Mini-App
Built from empty repo to live in 5 days. A crypto market intelligence mini-app for World App (30M+ users). AI-generated market briefs, verified-human conviction polling, curated news feed, educational learn system, and gamification through voting badges and accuracy tracking. World Chat integration for viral sharing. 500+ users, 100K+ impressions. Internationalized across 6 languages with on-chain USDC payments.
- Next.js 15
- TypeScript
- Neon Postgres
- Drizzle ORM
- Claude Batch API
- World ID
- i18n (6 langs)
- USDC Payments
Silvic V3 Live
AI Trading Desk
AI trading desk on Arbitrum + Base. An Analyst and Portfolio Manager (both Sonnet, tool-use) make real-time decisions against a rules-based playbook. WebSocket OMS handles stops, trailing, and conditional entries. Weekly Strategist reviews on Opus tune the playbook. Hard-coded risk guardrails keep AI autonomy within bounds.
- Python
- Claude Sonnet/Opus
- Tool-Use Agents
- Uniswap V3
- WebSocket OMS
- Redis
- Docker
- Hetzner VPS
Experience
Program Manager, CX Technology and AI
Tools for Humanity
- Led the implementation of Zendesk's advanced AI bots for a global support org. Ran a 5% live traffic test, used real user flow data to rebuild the bot from scratch with structured use-case management. Drove containment from ~55% to a peak of 88%, sustaining ~82% average.
- Own the full Zendesk platform: administration, triggers, automations, 6 AI bots, WFM, 5 QA programs, and cross-platform workflows (macro management, help center badge automation, Slack-to-Zendesk ticketing, Jira administration, Notion integrations).
- Picked up iOS (Swift) and Android (Kotlin) Zendesk SDK integration with zero allocated engineering resources. Set up build environments from scratch (Bitrise CI/CD, Lokalise i18n, app emulators). Built A/B/C testing infrastructure with PostHog feature flags for safe production experimentation.
- Built 6 custom Zendesk apps: a fix for a platform-level SDK authentication bug affecting all custom-auth customers, a sanctions compliance app that auto-tags and escalates restricted-country cases, and a dynamic bug tagging system that routes around native platform limitations.
- Built a provisioning platform managing 800+ BPO agents across Zendesk and Sana LMS. Time-driven and on-edit triggers keep profiles synced: role changes repush groups and skills, status changes auto-provision or deprovision across both platforms with full audit trails. Domain and role-based access whitelisting for roster permissions. Cut provisioning errors by ~95%.
- Designed a localization pipeline between EduMe and Lokalise, managing 120K+ translation keys across 20+ languages. Built a dynamic workbook for real-time import/export of translations to work around EduMe's rigid ingestion format.
QA Team Lead, Ecosystems
Coinbase
- Led QA across NFT Marketplace launch (6-month project from inception), Institutional Custody, and Prime Brokerage. Built every QA program from scratch: scorecards, scoring rubrics, auditing cadence, performance management, and training. Navigated novel content moderation challenges unique to NFTs.
- Built and managed the Critical Error Remediation program end to end, including weekly CE Aging reporting to cross-functional stakeholders. Program passed a regulatory audit with zero findings.
Senior Quality Analyst, Client Services
Coinbase
- Designed, launched, and managed QA programs across Institutional Custody (Cold Storage), Exchange, and Institutional Onboarding. All programs built to adhere to KYC, AML, OFAC, and SOC 1 and 2 compliance standards.
- Redesigned the Institutional Onboarding QA program to report on application-level effort and surface new KPIs, improving visibility into onboarding pipeline quality.
Skills
AI and LLM
- Multi-Agent Systems
- Anthropic SDK
- Prompt Engineering
- Tool Use
- MCP Servers
- Model Routing
Backend
- Python
- Node.js
- PostgreSQL
- Redis
- WebSocket
- REST APIs
- Event-Driven
- Drizzle ORM
- Neon Postgres
- Lambda
- DynamoDB
- Pytest
Frontend
- Next.js 15
- React
- TypeScript
- Tailwind CSS
- Auth.js
- Recharts
- Vitest
- i18n
Infrastructure
- Docker
- GitHub Actions
- Vercel
- Hetzner VPS
- Terraform
- AWS
- S3 / CloudFront
- Linux
Web3
- Solidity
- Smart Contracts
- Hardhat
- OpenZeppelin
- Ethers.js
- World Chain
- World ID
Foundation
- System Design
- TDD
- Distributed Systems
- Microservices
- Technical Leadership
- Program Management
- Compliance (SOC/KYC/AML)
- Zendesk Platform
Get in touch ▼
Available for fractional AI engineering engagements, architecture reviews, and consulting.