Gifford Tech was built to give every business the IT leadership they deserve. With 26 years of hands-on experience, from network technician to Senior IT Director, Jesse brings real-world expertise and a passion for technology that never stops growing.
Most businesses are stuck in a cycle of reactive IT, fixing problems after they've already cost time and money. Gifford Tech breaks that cycle by building proactive, strategic technology ecosystems that scale with your ambition.
At Gifford Tech, we're passionate about technology and committed to continuous learning in an industry that never stops changing. We thrive in Microsoft-centric environments and take pride in keeping systems secure, stable, and aligned with what the business actually needs.
Work With Us →When you hire Gifford Tech, you work directly with the person doing the work. No account managers, no handoffs to junior techs.
Jesse Gifford has spent 26 years in IT, working his way from network technician to Senior IT Director. Along the way he has built and modernized technology for growing organizations, led and mentored internal teams, and managed the vendor and MSP relationships that keep operations running reliably. He is equally comfortable setting strategy alongside leadership and troubleshooting infrastructure hands-on when it matters.
His experience runs deep in Microsoft-centric environments and healthcare IT, including HIPAA-compliant deployments, telehealth rollouts, and Microsoft 365 tenant-to-tenant migrations with zero data loss. He has a track record of modernizing infrastructure, strengthening security, negotiating better vendor terms, and keeping critical systems stable and highly available. Jesse founded Gifford Tech to bring that same senior-level leadership to any business that wants it, without the overhead of a full-time executive.
From network technician to Sr. IT Director, Jesse has built, managed, and modernized technology environments at every level, giving you strategic depth most IT providers can't match.
No bait-and-switch. When you hire Gifford Tech, you work directly with Jesse on every call, every ticket, and every strategy session. No junior techs, no account managers filtering your concerns.
A track record of trimming vendor costs, strengthening security, and keeping critical systems stable and highly available. These aren't promises, they're outcomes Jesse has delivered for the organizations he's led.
Deep experience with HIPAA-compliant deployments, medical practice systems, telehealth infrastructure, and healthcare data security, critical for any practice or health-adjacent organization.
Scotts Valley-based and proud of it. We serve local businesses with the care and accountability of a neighbor, while bringing national-caliber expertise and vendor relationships.
Same-day response. Clear SLAs. Transparent reporting. And we never get kickbacks for recommending specific vendors, so every recommendation is purely based on what's right for your business.
Whether you need a full MSP partner or a fractional IT Director, we're ready to help.
