Griffin Sisk
Griffin Sisk

Currently focused on AI Engineering and emerging technology. I'm driven by purpose, creativity, and a desire to push myself into experiences that expand how I see the world.

I'm at my best when I'm learning fast, keeping my imagination sharp, building something impactful, and moving toward the edge of what feels comfortable.

Connect With Me ↓
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© Griffin Sisk
About

I'm a Senior Sales Engineer at CloudZero, where I run technical evaluations and help customers build cost models across cloud, Kubernetes, and AI spend. I've spent six years in technical pre-sales at VMware, Broadcom, and CloudZero — earning trust with engineering teams, articulating complex value to executives, and winning competitive deals.

That work pulled me into building with AI myself. I've shipped tools on the side that enable internal teams: an assistant that answers product questions live on customer calls, a system that surfaces scattered market news into a weekly digest, and a tool that helps AI coding agents write correct cost-allocation code. I like that it's the same instinct as my sales work — just pointed at building the product instead of selling it.

Interests
01 Travel
02 Health & Wellness
03 AI & Technology
04 Photography & Videography
05 Animal Welfare
Education
University of New Hampshire 2014 – 2018
Bachelor of Business and Communications
Men's D1 Rugby
Resume
CloudZero
Senior Sales Engineer ↑ Feb 2026 Sep 2024 — Present

Technical pre-sales at a cloud cost intelligence platform managing $14B+ in customer cloud spend. Run POCs, deliver technical demos, and help engineering and finance teams build cost allocation models across AWS, GCP, and Azure.

Broadcom — Tanzu
Senior Solutions Engineer Dec 2023 — May 2024

Cloud management, security, and application observability post-VMware acquisition. Maintained technical relationships and pipeline during a complex org transition.

VMware — CloudHealth & Secure Clouds
Senior Solutions Engineer Aug 2021 — Dec 2023

Led technical evaluations for VMware's cloud cost management and security platforms. Built the Technical Enablement Program, closed the largest CloudHealth commercial deal, and maintained 90%+ customer renewal rates.

VMware — CloudHealth
Technical Account Manager Apr 2020 — Aug 2021

Owned post-sale success for 100+ customers. Built onboarding programs and automated outreach workflows that drove consistent retention above 90%.

VMware — CloudHealth
Inside Sales Representative Jan 2019 — Apr 2020

Grew pipeline through prospecting and discovery. Entry point into cloud cost management and the SE track.

Highlights
01
Scaled the Commercial SE Function CloudZero
First and only commercial SE — largely contributed to the technical sales motion for the commercial segment, brought in 50+ new logos and over $2M in revenue.
02
Implemented AI Product SE Helper CloudZero
An AI-powered SE assistant for live customer calls — pulls from Confluence and a weekly private repo summary to give instant, source-cited answers about CloudZero's rapidly evolving AI Telemetry product. Leads with what's customer-ready, flags what's in-progress, and never guesses.
03
Built CostFormation Brain CloudZero
An AI knowledge corpus that turns any coding agent into an expert at writing CloudZero CostFormation YAML — the code the allocation engine relies on to decide how spend gets allocated. As more customers build and maintain that allocation logic with AI coding tools, this drops into a project alongside Claude Code, Cursor, Copilot, or Codex and produces correct, performant definitions on the first try.
04
Built AI Signal Digest CloudZero
Weekly GTM enablement pipeline that pulls signal from competitor changelogs, AI provider releases, customer calls, and internal Slack — then synthesizes a digest that helps reps proactively steer conversations toward AI cost allocation.
05
Created Cross-Product Enablement Program VMware / Broadcom
Pulled together SEs and AEs across the product suite to enable the full team on each other's products — shifting the go-to-market from product and feature selling toward cohesive solution selling.
06
Closed Largest CloudHealth Commercial Deal VMware / Broadcom
Led the technical sale for the largest commercial deal in CloudHealth history, including automated data ingestions, a complex cost allocation model, and significant actionable cost savings of ~20%.
07
Developed Automated Customer Outreach Program CloudHealth
Built an automated outreach system to surface expansion and upsell opportunities from existing accounts, turning cost data into revenue signals while increasing customer adoption and retention.
Projects

A few things I've designed and shipped. I care as much about the context design, evaluation, and reliability behind these as the prompts themselves.

CostFormation Brain
Claude · MCP · Multi-agent

An AI knowledge corpus that turns any coding agent into an expert at writing CloudZero CostFormation YAML, the allocation logic that decides how cloud spend gets attributed. Built to work across Claude Code, Cursor, Copilot, and Codex.

  • Designed a context architecture that makes agents read a strict ruleset and route through a 9-file corpus before generating, cutting the wrong-but-plausible syntax general models produce by default.
  • Built auto-populating org context from a customer's live config plus the CloudZero MCP, with a compact index so context persists efficiently across sessions.
  • Packaged one corpus to deploy identically across five AI coding tools by mapping each to its native instruction format.
SE AI Telemetry Helper
Claude Team Projects · Python · launchd

An automated knowledge pipeline that keeps a Claude Team Project accurate enough to use on live customer calls, spanning 9 code repos, Confluence, and a 104K-line Swift codebase that ships weekly.

  • Designed a tiered authority system and uncertainty protocol so the assistant never presents an unverified feature as customer-ready, engineering directly against the confidently-wrong failure mode.
  • Built an unattended sync pipeline with launchd, a Google Drive bridge, and Python that keeps knowledge fresh on a schedule instead of relying on manual curation.
  • Used Claude to distill a 104K-line Swift and Go codebase into a focused technical reference, working around context limits with graceful degradation.
  • Tuned a customer-answer-first response format for real-time use mid-call.
AI Signal Digest
Claude CLI · Python · Prompt evals

A weekly GTM enablement pipeline that synthesizes AI and competitive market signal into a digest reps can act on.

  • Built multi-source ingestion across six external feeds, customer call transcripts, and internal Slack, with a defined spec for signal versus noise.
  • Version-controlled prompts and saved fixtures for regression testing, so output quality doesn't drift as the pipeline grows.
  • Ran the full pipeline through the Claude CLI with no API key required.
Contact Sheet
Next.js · TypeScript · Claude vision

A Next.js app that uses Claude to cull and score large photo sets with intent-aware scoring, built from my own photography work.

  • Built a production-style web app in Next.js and TypeScript with Claude doing vision-based image scoring against user intent.
  • Created an eval-fixtures harness and Playwright tests to measure scoring quality and catch regressions.
  • Designed scoring logic that ranks images by what the photographer is selecting for, not generic aesthetics.
Contact
Location Boston, MA & New York City, NY
Instagram griffsisk ↗