Jesse Guerrero
Senior Technology Strategist & Implementation Specialist
San Antonio, Texas
Professional Profile
Innovative professional with 20+ years of experience ranging from technical support to orchestrating cloud deployments and digital transformation. Adept at managing complex implementation projects, collaborating with cross-functional teams, and delivering tailored solutions with precision. Microsoft certified with strong acumen for systems integration, technical support, and stakeholder engagement.
Work Experience
CPTS Engineer - Migration & Deployment
@ Microsoft
2020 — 2023
- Acted as a technical asset to assist in Microsoft 365 solution design, deployment, and implementation of all Microsoft 365 workloads.
- Assisted in partner co-sale and deployment motions.
- Interfaced with internal/external technical and non-technical decision makers to determine appropriate solutions.
- Managed customer service and technical issue escalations to appropriate internal teams or managing partners.
- Contributed to product feedback and creation of Microsoft 365 technical documentation.
- Participated in project requests for design and testing from the Microsoft 365 Development Team.
- Acted as technical Point of Contact (POC) for Account Managers.
Cloud Technical Expert
@ Microsoft
2016 — 2020
- Delivered technical trainings from the catalog of Microsoft Products to clients.
- Assisted in Microsoft 365 solution design, deployment, and post-sales implementation.
- Managed cloud sales growth metrics and staff technical training metrics to meet corporate goals.
- Interfaced with decision makers to determine appropriate technical solutions.
- Acted as technical POC for managers and other admin staff.
Services Advisor
@ Microsoft
2013 — 2018
- Assisted in Microsoft 365 cloud and Surface Hardware sales and deployment motions.
- Contributed to technical documentation for Microsoft 365 and Surface Hardware.
- Participated in design/testing requests for Windows, Surface, and 365 Development Teams.
- Acted as technical POC for Microsoft Retail Store managers.
- Managed PC hardware repair upgrades, data backup/recovery, and hardware warranty support/RMA.
Helpdesk Technician
@ City of San Marcos
2012 — 2013
- Technical support for all city departments and created technical documentation for knowledge base.
- Email & intranet account administration (Exchange, Active Directory, LDAP).
- VDI deployment (VMware, Unidesk, thin/zero client) and image deployment/maintenance.
- Managed escalations to QA, DBA & Sysadmin departments.
Franchise Support Analyst
@ AWR
2010 — 2012
- Technical support for industry-related technology products and bug tracking.
- Created client training and internal support knowledge base documentation.
- Email/Intranet Account & Server administration.
Lead Technician
@ Lockhart Computers
2006 — 2010
- Advanced hardware repair including laptop and embedded systems.
- Computer repair, data backup/recovery, web design, and network setup.
Education & Academic Honors
ITT Technical Institute
Highest Honors for Academic Excellence
Professional Certifications
Microsoft Certified Professional — Microsoft 365
Microsoft
Microsoft Certified Professional — Windows Deployment and Maintenance
Microsoft
Comprehensive Skills & Expertise
Cloud & Architecture
- • Microsoft 365 Administration
- • Solution Design
- • IAM (Identity & Access)
- • VDI Deployment (VMware, Unidesk)
Emerging & Systems Tech
- • Agentic AI
- • PowerShell & MDM
- • Docker & Linux Server
- • Windows Server & Active Directory
Strategy & Consulting
- • Technical Consulting
- • Technical Training Delivery
- • Technical Writing
- • Project Management
- • Team Development
Hardware & Support
- • Workstation / Server Repair
- • Software & Hardware Troubleshooting
- • Data Backup & Recovery
- • Hardware Warranty Support / RMA