Aresef hits the nail on the head here. Different conventions/conferences have different budgets/needs to run their events. AwesomeCon might be able to come up with "replacement" vendors etc where as Otakon may not. I'd also like to echo the points surrounding hotel availability, and peoples' travel plans. Where ever I've worked so far I was able to get time off for the 4-5 days that I need for cons, including travel, so I've been lucky, but other companies might not be able to do that, especially if the employee asks for the same amount of days off TWICE, even if it's months apart. Lastly, I'd also like echo the postpone planning aspect. Anime Central, when laying out their statement for what their options besides cancellation were said that sure they could have rescheduled ACen for November or December, but even if they could pull that off it'd make it super stressful and near impossible to plan properly for ACen 2021. Totally irresponsible to even attempt, so them just full on cancelling (with also their main hotel partner the Hyatt Regency O'Hare opting out) was the right thing to so, breaking many a heart that had wanted to attend. Anime Boston did the same thing, and I was depressed as all hell that weekend, because it's home con and it's my cheapest one as well.
Anyway, with all that said, if Otakon can't happen this year as scheduled due to COVID-19 (or whatever other reason) I think we should just leave it at that. I understand many of us have attended for many years, some in the double digits like myself, but I think our health is better and more important that our geeky/nerdy urges to be in heaven for a weekend, as much as it pains me to say it.