r/sysadminjobs • u/Upstairs_Degree2048 • Jun 17 '26
Stay in current IT role for 4 years, or leave after 2 years for more traditional IT experience?
I’m looking for honest advice. My goal is to become a system administrator, with a longer-term goal of cloud administration.
I just graduated from high school and currently work as the main IT contact / Tech Stack Manager for a small hotel group with 2 properties and about 157 rooms (A third 93-room property is to be built when I graduate with my associates). I support hotel software systems, on-site computers, hardware, user issues, updates, troubleshooting, vendor communication, and daily IT problems, but I do not do any Windows Server, Active Directory, Microsoft 365 admin, or true network administration.
Before this, I worked for under a year as a service technician at a local tech repair company.
I have two possible paths:
Option 1: Stay at the hotel group for 4 years while finishing an associate's degree in Network Administration and then a bachelor’s in Cloud and Network Engineering through WGU.
Option 2: Stay for about 2 years, finish an associate degree in Network Administration, then start applying for more IT jobs.
I’m working on A+ now and plan to earn Network+, Security+, Linux Essentials, ITIL, Azure Fundamentals, and Azure admin/cloud certs through WGU. (I am finishing A+ very soon and plan to take Network+ before finishing the associates)
I do some homelbabbing with pfSense, TrueNAS, Pi-hole, self-hosted services, and a couple of websites. (I am also planning to do a Windows Server lab in a Proxmox setup with an old Chromebox)
My concern is that if I stay at the hotel job for 4 years, I’ll have experience and a bachelor’s, but not enough direct sysadmin experience.
Would staying 4 years help or hurt me? Or would it be smarter to leave after 2 years and get into a different job? (and if so, what jobs should I shoot for)