15 years in IT support — why does every IT helpdesk tool feel like it was built for enterprises with 10,000 employees?

Posted by saravanasak@reddit | sysadmin | View on Reddit | 92 comments

Genuinely frustrated and want to know if others feel this way.

I've spent 15 years as an IT support admin. Managed teams of 5-10 supporting 500-1000 users. Dealt with everything from VPN issues to onboarding requests to HR queries.

Every tool I've used falls into two categories:

1. Too expensive and bloated — Freshservice, ServiceNow, Jira SM. Built for enterprises. Priced for enterprises. We used maybe 20% of the features and paid full price.

2. Too basic — just email ticketing with a fancy UI. No AI. No automation. Nothing that actually reduces my team's workload.

The sweet spot — a simple, affordable, AI-assisted internal helpdesk for a 5-10 person IT team managing 500-1000 users — doesn't seem to exist.

Am I missing something? What are you all using? What do you wish existed?