Stephen Dellinger_
Senior Technical Support professional with 8+ years in technical operations and escalation management. At IXL Learning I served as Tier 2 escalation analyst, Privacy Compliance Officer, and sole author of the team knowledge base, averaging 150+ cases per week at 90% CSAT. I write the docs and fix the hard stuff.
Professional Experience
Senior Customer Support Analyst (Tier 2)
Jan 2025 – PresentRosetta Stone / IXL Learning | Remote
- Tier 2 Escalation: Part of a two-person Tier 2 team averaging 150+ cases per week across web, iOS, Android, and macOS with a 90% average customer satisfaction rating over 3 years.
- Privacy Compliance Officer: Processed approximately 1,100 GDPR, CCPA, and related data privacy requests in OneTrust, including right-to-erasure, data access, and opt-out submissions, coordinating with legal to keep responses timely and compliant.
- Technical Triage: Diagnosed complex authentication, performance, audio/video, and network issues using Chrome DevTools to capture logs and validate defects before escalation to Engineering.
- Knowledge Base Owner: Built and maintain a 100+ page Confluence wiki as sole author, used regularly by Support, QA, and Engineering. Organized into escalation flows, decision trees, and platform-specific triage guides.
- Engineering Liaison: Primary point of contact for customer-reported defects. Wrote Jira tickets with reproduction steps, DevTools log captures, and environment data that directly resulted in shipped fixes, including a platform-wide speech recognition issue affecting multiple platforms.
- New-Hire Training: Designed and delivered the full onboarding program for incoming analysts, including a multi-week schedule and all core documentation, getting new hires to full-case productivity within 30 days.
Customer Support Analyst
Aug 2022 – Dec 2024Rosetta Stone / IXL Learning | Remote
- Provided Tier 1/2 technical support across web, mobile, and desktop platforms for a SaaS edtech product used by millions of consumers.
- Identified and documented recurring product bugs, building reproducible test cases that accelerated Engineering triage.
Material Handler / Freight Operations
Aug 2020 – Aug 2022Walmart Distribution | Mt. Crawford, VA
Service & Support Technician
Sep 2017 – Jun 2020ITC Systems | St. Louis, MO
- On-Site Deployment: Traveled to client sites to install and configure access management hardware for institutions including the NY Public Library and Bureau of Prisons, working within strict security and compliance requirements.
- Board-Level Repair: Diagnosed and repaired failed circuit boards using precision soldering, returning hardware to service instead of replacing it outright.
- Network Build-Outs: Racked servers, ran and terminated structured cabling, and configured workstations during office network migrations.
- Hardware Commissioning: Deployed software to endpoints and ran connectivity validation tests before handing systems off to clients.
Technical Projects
Multi-agent Python pipeline that runs hourly, scrapes 6+ job boards simultaneously, filters listings by location using the Haversine formula, scores each result 1–10 with the Claude AI API, and delivers a digest email via Gmail API. Includes a Flask dashboard with full status tracking and on-demand AI-generated resumes and cover letters. Built as a personal tool during an active job search. Runs at under $0.05 per pipeline execution.
Python • Flask • Anthropic API • Gmail API • Google Sheets API • ReportLab • Windows Task Scheduler
Configured a simulated office network using Windows Server. Managed Active Directory user accounts and applied Group Policy Objects (GPO) for security baselines.
Self-hosted services via Docker Compose on a segmented home network with VLANs, managed through Ubuntu/Debian Linux CLI.
Senior capstone project completed end-to-end following a full SDLC. Web app that generates dietary-compliant recipes via the OpenAI API based on user constraints. Formally presented and supported by a 30-page process and design paper.
Working through TryHackMe Pre-Security and Jr. Penetration Tester paths using Kali Linux. Hands-on practice with network enumeration, vulnerability assessment, and exploitation fundamentals.
Ongoing Linux and Windows Server learning environment. Regular hands-on work with Ubuntu and other distros via CLI, with active study of Windows Server administration and Active Directory. Used as a sandbox for testing configs, breaking things, and figuring out why.