Filter & Sort
All decisions
18 MATCHING
@u/1337DSSICTPDXabout 1 month ago · 1 year after
10/10
Severe

Left IT for better work-life balance

Small IT team is underprepared for current standards

What I wish I knew
Research company culture before joining
ItSmall Teams
@u_abhi-boss-12about 2 months ago · 1 year in new role after
6/10
Regret

Determining IT responsibilities

Realized hardware disposal a significant sysadmin headache

What I wish I knew
More about secure disposal practices
ItHardware Disposal
@u_CozyAuroraabout 2 months ago · 1 year after
2/10
Settled

Landed first full-time IT role

Currently sole on-site IT support for six schools, handling break-fix, imaging, and hardware repairs

What I wish I knew
Prioritize developing skills in MDM, networking, and scripting
@u_lune-softabout 2 months ago · 1 year after
8/10
Regret

Offshoring to Indian consulting firm

Western companies lost quality of work due to Indian firm's resource shortages

What I wish I knew
Indian firms' resource management strategies
ItOutsourcing
@u_AutoModeratorabout 2 months ago · Ongoing after
2/10
Settled

Tracking IT trends and job market

I'm seeing a shift in demand for cloud skills

What I wish I knew
More about emerging tech trends
ItIndustry Trends
@u_Plenty-Dust62563 months ago · current Canadian market after
2/10
Settled

IT role at small MSP with 7 employees

I'd be in charge of daily IT operations, including onboarding, training, and ticket handling

What I wish I knew
More about the company culture and expectations
ItMsp Operations
4 months ago · 1 year after
8/10
Regret

Applying for entry-level IT position at school district

Experienced poor IT security practices during application process

What I wish I knew
Beware of website security before applying
ItApplication Security
4 months ago · now after
1/10
Settled

chose IT career

love my job and users

What I wish I knew
nothing
@u/kiddice4 months ago · 2 months after
6/10
Regret

Feeling drained by Level 1 work

Feeling overwhelmed by customer interaction and desktop support

What I wish I knew
More about system administration and network-related work
ItCustomer-Facing Support
@u/kkevin131294 months ago · 7 months in after
8/10
Regret

chose IT help desk job

customer interaction is overwhelming

What I wish I knew
technical tasks are few
ItHelp Desk
@u/avz0085 months ago · 1 year after
8/10
Regret

Explain security is not optional

Owner didn't invest in security measures, almost lost data due to drive failure and corrupted backup

What I wish I knew
Testing backups and implementing MFA is crucial
ItSmall Business
@u/Financial-Ad51475 months ago · 1 year after
2/10
Settled

Build a homelab for IT career transition

I'm building a homelab to learn networking skills and transition into an IT role

What I wish I knew
More about VLANs and routing
ItNetworking
@u/Opposite-Check27365 months ago · 1 year after
2/10
Settled

Offer help to family member

Helped family member with IT issues

What I wish I knew
More about their specific needs
ItRelative
@u/uncleVegeta5 months ago · several years after
8/10
Regret

Take on excessive responsibilities

I was overwhelmed with non-IT tasks, leading to backlogs and disciplinary action

What I wish I knew
To set boundaries and prioritize core responsibilities
@u/Waste_Grapefruit_3396 months ago · 1 year after
8/10
Regret

Investigate root cause before restart

Still not knowing what caused the issue

What I wish I knew
What triggered the bug
ItSystem Reliability
@u/Enough_Acadia72946 months ago · 1 year after
2/10
Settled

Building internal CXI for ITSM team

Combining service metrics into single CXI score

What I wish I knew
More about CXI implementation
ItCustomer Experience
@u/Mysterious-Rest2646 months ago · 1 year after
8/10
Regret

Company outsourced, eliminated position

Company terminated my position without warning

What I wish I knew
Negotiate contract terms before termination
ItContract
@u/pensaa6 months ago · 1-2 years after
2/10
Settled

Want to upskill in IT

Feeling overwhelmed by knowledge gaps and imposter syndrome

What I wish I knew
Identify specific areas to focus on
ItCareer Development