Hey Charles, well done so far. I see from your profile that you have applied before? What was the feedback like and what has changed in your new application. If you share what they highlighted in the rejection, it gives us a better insight.
Here are a few pointers from what we have here
For your letters, you need to keep in mind that just because they are YC founders doesn’t automatically qualify them as leaders. They have to have strong experience and public profiles/CV
Check out this link, I dropped some comments on here.
For MC
I’ll suggest you arrange your documents with the way they were highlighted in the TN guide. I truly believe that their hierarchy actually says alot.
I’ll suggest to take one of your speaking engagements and use as an evidence in OC 2. And don’t say it isn’t a tech event. As far as you spoke on tech and you can show that, that’s more than enough
The op-ed on buy now pay later, is your name in there? For MC documents, they like to see that you personally played a huge role and were credited
Make sure to put a strong op-ed article here
OC 2
Add speaking engagement. And make it sound big. Even if it wasn’t as big, but had big speakers or sponsors, you can highlight it. But make sure viewership and attendance must have been well over 100 according to the guideline
OC 3
This looks good. But you have to be careful when putting documents that aren’t in the guideline, cos projections of what the company can do is not proof that it has done it.
External validations and metrics are key
Also bear in mind that every document you put should show your contribution and highlight it’s impact.
Hope this is helpful