We have... let's see... I need to check my website for last year's stats:
15 Inflatables ranging from 3' to 8' tall
20K+ LEDs on strings (icicle and normal)
Multiple other decorations
Yeah, I keep bricks in a couple of the larger ones and I have made my own tether system as well as reinforced the tethers, changed out incandescent bulbs for LED, etc... I have also started putting ZigBee on/off switches directly in them. The safest bet is to still have them deflate when it gets too windy in my experience.