Which to choose? 'the blue pill or the red pill?' kind of analogy here. Your advice(s) is/are greatly appreciated.
Depends on your budget.
If you don't want to ditch most of the stuff a PC can offer (cheap HW, tons of games, etc.) keep or buy a PC and buy a Pegasos as well. Use AmigaForever on the PC as it will give you better compatibility and greater speed for older games, and you will have access to Windows if it's needed.
There is an other solution though.
If you are determined enough you can do Photoshop/Office/WebDesign et all with your Pegasos via MacOnLinux.
In both cases you will have an intensively developed OS - MorphOS: which will be something between the classic AmigaOS and the bleeding edge operating systems of today.
As always: try MorphOS out, and see how you like it. There is no brute force involved in winning you over :-)