I think my GIS needs would be considered simple for the 3500 acre estate I manage:
create maps of our roads, trails, fields, and buildings, and show distances on the roads and trails;
calculate areas in SF or acres for tasks such as fertilizing fields or forestry projects.
It would be nice if I could produce a database of the results so I can automatically calculate the miles of certain road types we have, water resources, or the acres of various areas to be fertilized or timbered. I want to use layers of satellite photos or topo maps (which I can geo-locate), my drawing layers, and import Garmin data also.
I guess that can be done with a pretty simple system.
I use fGIS (Forestry GIS) which was free but buggy, with no hope of being fixed now that they stopped updating the free version. It was relatively easy to learn, but extensive editing of polygon areas leaves visual anomalies, and the database does not update reliably when editing areas.
What's out there that can do my simple tasks (reliably) without having to learn a lot of complex things I'll never use. I'll pay for a simple program (up to $200?) if that's what it takes to get reliability.