Compaction is going to happen with anything of any weight. Ever see a 4 wheeler trail, cow path, horse trail, dirt road? It matters how much travel it gets in a confined space as much as it does the weight of the machine.
That being said if it is a field you are going to bushhog i wouldn't worry about it too much if you are just going for the grass only. I've seen lots of hayfields that don't get tilled at all for 10+ years that might have compaction but they produce good hay. I've seen crop fields that every 3-5 years need a deep ripper taken through them (especially at the headlands) but there you are talking about 20,000 lbs. macines (tractors, combines, semi truck's, spary rigs, etc) that especially during harvest time get lots of traffic (tractor with grain auger wagon or semi traffic).
Also depends on your soil type too and how much water getrs on it and how often.
If you want this 5-15 acres to be yard quality then a 500 lbs. machine may be a bit hard on the ground (compaction wise) but for a pasture type setting with good deep roots on the grass I wouldn't worry about it too much.