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Lee Briggs

Lee Briggs

VP Customer Engineering | Secure Connectivity, Zero Trust & Cloud Infrastructure


Background


About

About

Customer engineering and cloud infrastructure leader with 15+ years of experience building high-performing technical teams across solutions engineering, customer success engineering, support, platform engineering, cloud security, zero-trust networking, and infrastructure automation. Experienced operating across Fortune 100 enterprises, high-growth startups, PLG go-to-market motions, and deeply technical customer adoption journeys.

Work Experience

Work Experience

  • VP, Customer Engineering, Tailscale

    Feb, 2024 - Present

    Lead Tailscale's Customer Engineering organization across solutions engineering, customer success engineering, support, advanced escalations, and customer implementation for a secure connectivity platform built on WireGuard.

    • Built and scaled the Solutions Engineering function from 3 to 20, then expanded leadership across Customer Engineering, Customer Success Engineering, Support, Advanced Support Engineering, and field implementation.

    • Own the technical customer lifecycle across onboarding, adoption, account health, expansion discovery, executive escalation, and product-feedback loops.

    • Set operating plans, onboarding programs, and role-specific enablement that improved ramp quality while supporting commercial, enterprise, and expansion motions.

    • Serve as executive technical sponsor on strategic enterprise opportunities, aligning Kubernetes, IaC, AWS, Azure, identity, and secure connectivity architecture to customer outcomes.

    • Established customer lifecycle and support escalation models that clarify ownership across procedural support, investigative support, advanced escalation engineering, and Product/Engineering engagement.

    • Partner with Product on enterprise adoption patterns across Kubernetes, cloud networking, app access, infrastructure access, and zero-trust networking.

  • Distinguished Field Engineer & Developer Advocate, Pulumi

    Mar, 2020 - Dec, 20233 years 9 months

    Led field engineering, developer advocacy, and enterprise adoption for an open-source infrastructure as code platform enabling developers to program the cloud using real languages.

    • Led technical go-to-market strategy across strategic global accounts, contributing to ARR growth from $1M to $15M.

    • Authored enterprise reference architectures across AWS, Azure, GCP, Kubernetes, and infrastructure automation to accelerate customer adoption.

    • Standardized build and release pipelines across 50+ open-source repositories, reducing CI time by 60% and improving delivery reliability.

    • Designed and scaled a multi-day enablement program adopted by 1,200+ engineers worldwide.

    • Partnered with Product and Marketing to launch new SaaS offerings and improve enterprise conversion.

    • Created technical content, demos, talks, and field assets that shaped Pulumi's developer and enterprise positioning.

  • Principal Infrastructure Engineer, Apptio

    Oct, 2012 - Mar, 20207 years 4 months

    Led cloud platform, infrastructure automation, security, and reliability engineering from pre-IPO scale-up through public company growth.

    • Defined and delivered a multi-account AWS landing zone with Terraform aligned to SOC and FedRAMP control requirements.

    • Led platform modernization with Docker and Kubernetes, cutting deployment time from hours to under 10 minutes.

    • Implemented centralized HashiCorp Vault workflows and removed plaintext secrets from core operational paths.

    • Established SRE practices including SLAs, SLOs, incident response, and ChatOps, reducing MTTR by 45%.

    • Directed Kubernetes platform hardening through CIS compliance to strengthen security posture and customer trust.

    • Rebuilt monitoring and alerting, reducing false positives by 70% and improving on-call effectiveness.

    • Served as technical advisor to leadership during Apptio's IPO and the Cloudability acquisition.

  • System Administrator, GR Software & Research

    Sep, 2011 - Sep, 201211 months

    Managed Windows, VMware, storage, and monitoring infrastructure for a high-frequency trading environment.

    • Led VMware and storage expansion that tripled compute capacity without trading downtime.

    • Delivered a major Exchange upgrade for 500+ users, improving mail latency and operational reliability.

    • Enhanced Perl-based monitoring to provide real-time visibility into trading system health.

  • Unix Consultant, JP Morgan Chase

    Jan, 2011 - Aug, 20117 months

    Engineered automation, monitoring, and operational tooling for distributed Unix compute environments.

    • Led Puppet adoption across 1,200+ nodes, reducing operating system provisioning time from days to hours.

    • Implemented Nagios federation to increase infrastructure monitoring coverage.

    • Developed chroot-based sandboxing to isolate noisy workloads and improve cluster stability.

Skills

Skills

  • Customer Engineering Leadership

    Solutions Engineering

    Customer Success Engineering

    Technical Support

    Executive Escalations

    Customer Lifecycle

    Onboarding

    Expansion Strategy

    Operating Cadence

    People Development

  • Secure Connectivity & Cloud Infrastructure

    Zero Trust

    WireGuard

    Identity-Aware Networking

    Private Application Access

    AWS

    Azure

    GCP

    Kubernetes

    Terraform

    Pulumi

    Docker

  • Technical Strategy & Go-to-Market

    Technical Discovery

    Enterprise Architecture

    Product Feedback

    Technical Storytelling

    Executive Alignment

    Revenue Growth

    Strategic Planning

    Field Enablement

  • Programming & Automation

    Go

    Python

    TypeScript

    Bash

    Ruby

    JavaScript

Education

Education

  • Computing, BSc (Hons), De Montfort University

    Sep, 2006 - May, 2010

    First-Class Honours
Publications

Publications

  • Building a Privileged Account Management System with Vault, HashiConf

    Published on: Sep 20, 2017

    Demonstrated zero-trust privilege elevation using HashiCorp Vault.

  • kr8: Kubernetes Configuration Management, CfgMgmtCamp

    Published on: Feb 05, 2019

    Presented GitOps-style configuration management for Kubernetes at scale.

  • DevOps is a Failure, Personal Blog

    Published on: Jun 21, 2022

    Essay on the structural and cultural failure modes of DevOps as practiced in many organizations.

  • Choosing an Infrastructure as Code Solution, CfgMgmtCamp

    Published on: Feb 08, 2023

    Guided engineering teams through evaluating infrastructure as code platforms for enterprise scale.

  • Authenticating to AWS the Right Way, Personal Blog

    Published on: Sep 05, 2022

    Best practices for secure, scalable AWS authentication and identity workflows.

References

References

  • Available on request