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Field Dossier — Cloud Security

Chris Baker

Cloud & network security specialist. SASE · ZTNA · Network Security

Location
Vancouver, BC
Focus
SASE escalation & diagnostics
Tenure
14+ yrs — Cisco, Sophos
Status
Open to opportunities
01

Profile

Cloud and network security specialist with 14+ years of escalation, technical support, and customer-facing experience at Cisco and Sophos.

I specialize in diagnosing high-severity issues across SASE platforms — ZTNA, FWaaS, secure web gateway, DNS security, IPS, and RAVPN — and in bridging engineering and support to drive root cause to resolution. I build diagnostic and lab tooling in Bash, Python, and JavaScript, author internal documentation that scales team capability, and run mentoring, training, and technical interviewing programs.

I apply AI-assisted development workflows (Claude Code, Anthropic API) to accelerate tooling, log analysis, and documentation.

What motivates me is the full loop — taking a difficult technical problem to a deeper understanding of the product, then scaling that understanding across teams through documentation, labs, and hands-on teaching.
02

Capabilities

Cloud & Network Security

  • SASE
  • ZTNA
  • FWaaS
  • Secure Web Gateway
  • DNS Security
  • IPS
  • RAVPN
  • VPN — IPSec / SSL
  • TLS
  • Traffic analysis

Cisco Products

  • Cisco Secure Access
  • Cisco Umbrella
  • Cisco ASA
  • Meraki MX

Firewalls & Gateways

  • pfSense
  • Sophos UTM
  • Cisco ASA
  • Sophos Web Appliance
  • Sophos Email Appliance

Identity & Access

  • SAML
  • SSO
  • Active Directory
  • LDAP
  • IdP integration — Okta / Microsoft Entra ID

Logging & Detection

  • Splunk
  • Snort / IPS event triage
  • Log analysis
  • Packet capture — Wireshark / tcpdump

Scripting & Automation

  • Bash
  • Python
  • PHP
  • JavaScript
  • Expect

Operating Systems

  • Linux — Alpine / RHEL / Ubuntu
  • FreeBSD
  • Windows Server
  • macOS

Cloud & Virtualization

  • Azure
  • AWS
  • VMware
  • Docker

Networking

  • TCP/IP
  • DNS — BIND / MS DNS / Unbound / DNSCrypt
  • Routing & switching

Web & Mail Infrastructure

  • NGINX
  • HAProxy
  • Postfix
  • MS Exchange

AI-Assisted Development

  • Claude Code
  • Anthropic API
  • LLM-driven diagnostics & docs

Practice

  • Technical documentation
  • Training & mentorship
  • Technical interviewing
  • Escalation management
  • Incident response
03

Experience

May 2023 — Present

Cloud Security Escalation Specialist

Cisco · Vancouver, BC

  • Own high-severity escalations for Cisco Secure Access — driving root-cause analysis across ZTNA, FWaaS, web filtering, IPS, RAVPN, and DNS security.
  • Built and operate a cloud-based lab used by support and engineering to reproduce the most technically complex customer issues in isolation.
  • Develop diagnostic tooling in Bash, Python, and JavaScript; run regular log analysis in Splunk and Grafana for escalations.
  • Author the internal technical documentation used as the primary reference by engineering and support; run interviews, onboarding, and mentoring.
  • Integrate AI-assisted workflows (Claude Code) into tooling, log triage, and documentation to multiply team output.

Dec 2021 — Apr 2023

Senior Tier 3 Technical Support Engineer — Cloud Security

Cisco · Vancouver, BC

  • Subject matter expert on Cisco Umbrella escalations; resolved the most complex technical issues facing the support organization.
  • Built customized test environments and diagnostic scripts that became standard tooling for staff training and issue reproduction.
  • Partnered with Development on bug fixes and enhancements; delivered training and conducted technical interviews.

Dec 2016 — Dec 2021

Tier 3 Technical Support Engineer — Cloud Security

Cisco · Vancouver, BC

  • Handled escalated cases across DNS security, secure web gateway, and proxy components.
  • Created Umbrella test environments in ESXi and Azure used company-wide for training and reproduction.
  • Wrote support scripts and internal documentation; partnered with Development on bug fixes and product improvements.

Mar 2015 — Dec 2016

Tier 3 Technical Support Engineer — Email Security

Sophos · Vancouver, BC

  • Subject matter expert for Sophos Email Appliance and PureMessage Unix; handled cases escalated from Tier 2 teams worldwide.
  • Worked directly with Development on bug fixes, enhancements, new-feature testing, and release planning.
  • Authored internal and public-facing knowledge base documentation; trained and mentored Tier 1 and Tier 2 engineers.

Apr 2013 — May 2015

Support Engineering & Technical Account Management — Web & Email Security

Sophos · Vancouver, BC

  • Provided tiered support (Tier 2 → Tier 3) for Sophos Web Appliance, Email Appliance, and PureMessage Unix/Exchange — appliance config, Unix/Linux back-ends, AD integration, DNS, and traffic flow.
  • Served concurrently as Technical Account Manager for large enterprise customers — health checks, incident response during critical outages, and cross-team coordination.

Nov 2011 — Apr 2013

Technical Support Engineer — Endpoint Security

Sophos · Vancouver, BC

  • Supported the enterprise Sophos endpoint suite — admin server components on Windows Server with MS SQL, and clients across Windows, macOS, Linux, Unix, NetWare, and NetApp.
  • Created scripts and knowledge base articles to streamline support delivery.
04

Open Source

Active open-source contributor — network and DNS security tooling, home-automation platform integrations, and upstream library fixes, primarily in Python, PHP, and Shell.

Project specifics, repositories, and GitHub profile available on request.

05

Education & Certifications

Network Administration & Security Professional Program

BCIT — UBC Joint Program · 2011

Graduated with Distinction. Coursework in ESXi virtualization, Active Directory, Postfix/Dovecot, pfSense, Cisco routing & switching, FreeBSD, and Windows Server — with strong standing in security theory and applied practice.

Certifications

  • CompTIA Security+
  • CompTIA Network+
  • CompTIA Linux+
  • CompTIA A+
  • Cisco CCNA
  • Linux LPIC-1
  • Novell Certified Linux Administrator
  • SUSE Linux Professional
  • MCITP — Enterprise Administrator (Server 2008)
  • MCITP — Enterprise Desktop Administrator (Windows 7)