To mow or not to mow (annually)? Great question! You're right to hold off mowing until fall to avoid disturbing nesting birds. Based on this it sounds like you value birds and other wildlife so my advice is to divide your field into quarters and establish even longer rotational mowing intervals like 5 years or more. This will allow shrub and sapling growth to establish. This type of habitat is also known as young forest and it can be incredibly rare in our landscapes and very valuable to all sorts of wildlife. Here's a link to a blog I wrote about young forest -
Old Fields, Young Woods. There's also a great website called
Youngforest.org with information about how to establish and maintain young forest. We also recently had a MyWoodlot
forum thread that discusses brush hogging so you may find that interesting too. I could go on and on about young forests so let me know if you have more questions!