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Hi, I'm Dean Esmay—a versatile IT professional with a passion for AI. I have worked as a writer, and para-legal advocate with over 26 years of experience helping clients solve problems across tech, education, and healthcare. I thrive in fast-paced environments, building practical solutions through clear communication, hands-on IT support, and engaging content. As a US passport holder and digital nomad, I enjoy collaborating with diverse teams and delivering services remotely or on-site as needed. I bring a broad background spanning IT consulting, technical writing, online content management, journalism, and professional training. I’ve established ongoing relationships with small businesses, from pizza shops to medical and legal offices, delivering website development, social media management, and comprehensive support.…Hi, I'm Dean Esmay—a versatile IT professional with a passion for AI. I have worked as a writer, and para-legal advocate with over 26 years of experience helping clients solve problems across tech, education, and healthcare. I thrive in fast-paced environments, building practical solutions through clear communication, hands-on IT support, and engaging content. As a US passport holder and digital nomad, I enjoy collaborating with diverse teams and delivering services remotely or on-site as needed. I bring a broad background spanning IT consulting, technical writing, online content management, journalism, and professional training. I’ve established ongoing relationships with small businesses, from pizza shops to medical and legal offices, delivering website development, social media management, and comprehensive support.

Dean Esmay

Writer, Project Manager, Online Trainer, +3

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Hi, I'm Dean Esmay—a versatile IT professional with a passion for AI. I have worked as a writer, and para-legal advocate with over 26 years of experience helping clients solve problems across tech, education, and healthcare. I thrive in fast-paced environments, building practical solutions through clear communication, hands-on IT support, and engaging content. As a US passport holder and digital nomad, I enjoy collaborating with diverse teams and delivering services remotely or on-site as needed. I bring a broad background spanning IT consulting, technical writing, online content management, journalism, and professional training. I’ve established ongoing relationships with small businesses, from pizza shops to medical and legal offices, delivering website development, social media management, and comprehensive support.…Hi, I'm Dean Esmay—a versatile IT professional with a passion for AI. I have worked as a writer, and para-legal advocate with over 26 years of experience helping clients solve problems across tech, education, and healthcare. I thrive in fast-paced environments, building practical solutions through clear communication, hands-on IT support, and engaging content. As a US passport holder and digital nomad, I enjoy collaborating with diverse teams and delivering services remotely or on-site as needed. I bring a broad background spanning IT consulting, technical writing, online content management, journalism, and professional training. I’ve established ongoing relationships with small businesses, from pizza shops to medical and legal offices, delivering website development, social media management, and comprehensive support.

Available to hire

Hi, I’m Dean Esmay—a versatile IT professional with a passion for AI. I have worked as a writer, and para-legal advocate with over 26 years of experience helping clients solve problems across tech, education, and healthcare. I thrive in fast-paced environments, building practical solutions through clear communication, hands-on IT support, and engaging content. As a US passport holder and digital nomad, I enjoy collaborating with diverse teams and delivering services remotely or on-site as needed.

I bring a broad background spanning IT consulting, technical writing, online content management, journalism, and professional training. I’ve established ongoing relationships with small businesses, from pizza shops to medical and legal offices, delivering website development, social media management, and comprehensive support.

Skills

Experience Level

Expert

Expert

Expert

Expert

Expert

Intermediate

Intermediate

Language

English

Fluent

Work Experience

Information Technology Consultant (Self-Employed) at Self-employed

January 1, 2000 - Present

Provided private IT projects for multiple small businesses including website development, online presence, and IT support; established ongoing relationships and delivered a breadth of online services.

ESL Trainer at Self-employed

January 1, 2023 - April 1, 2026

Helped intermediate to advanced learners improve English; worked with speakers from multiple languages; conducted one-on-one and private sessions, including Preply.

Senior Support Center Trainer, Writer, & Representative at Support.com

March 1, 2010 - January 1, 2023

Desktop support for Mac/PC/Linux devices; technical writing and editing; training; high-level customer-facing support for corporate clients and the public.

Freelance Journalist Editor & Writer at Remote / Freelance

March 1, 2002 - January 1, 2016

Wrote reporting and opinion pieces for Huffington Post, Dean's World, Reason, A Voice for Men, and other high-traffic outlets.

Para-Legal & Publicity Role (Medical Peer Review Advocacy) at The Center for Peer Review Justice

April 1, 2007 - January 31, 2014

Supported medical professionals responding to regulatory notifications; analyzed and consolidated complex medical/legal information; assisted in structured responses and documentation; managed online publicity and web site development for affected professionals.

Professional Trainer & Project Manager at TechTeam Global

April 1, 2007 - April 1, 2008

Project planning, professional writing and training on projects such as Sarbanes-Oxley and Project Development Life Cycle at Daimler-Chrysler and Detroit Energy (DTE).

Trainer, Writer, Supervising Technician at Comcast

January 1, 2002 - August 1, 2007

All aspects of technical support for television, internet, and telephony; documented and trained new agents; led teams and liaised with field personnel in cable/phone/internet.

Co-Founder and Board Member at Operation Rescue

January 1, 2003 - January 31, 2006

Co-founded charity Operation Give to send medical supplies and toys to children in Afghanistan, Iraq, and other regions; raised tens of thousands of dollars.

IT Project Manager at Progeny Linux Systems

January 1, 1999 - January 31, 2001

Managed three major projects including a proprietary Linux distribution, an advanced web portal, and a network update system; wrote and edited technical documentation; maintained mixed Linux/Windows LAN.

Senior Technical Instructor at New Horizons Computer Learning Center

January 1, 1998 - January 31, 2001

Taught end-user classes in MS Project, Visio, MS Office Suite, Lotus Notes, GroupWise; delivered A+/Network+/MCSE preparation courses.

President & Chief Systems Operator at Syndicomm, Inc

January 1, 1989 - January 31, 1999

Rose from systems operator and technical writer to management; co-ownership of the company; oversaw online content management projects for major clients; budgets, contracts, and network infrastructure.

Editor at Softdisk

January 1, 1992 - December 31, 1992

Software project development, team-building, and technical writing.

Chief Sysop at GEnie

January 1, 1989 - December 31, 1992

Online community development and management.

Desktop Support Technician at South Metropolitan Association

January 1, 1986 - January 31, 1989

PC technician and advisor; designed bookkeeping system.