Same problem for me. I have a web site with TLS 1.2 and in IOS 14 I cannot install an IPA via the Enterprise App Store. Is it needed TLS 1.3?
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More information. I looked at the log of my app and this is the log:
default 09:19:40.934432+0200 appstored [UPP91987DC4/it.myapp] Download failed with error: Error Domain=NSURLErrorDomain Code=-1200 "An SSL error has occurred and a secure connection to the server cannot be made." UserInfo={NSErrorFailingURLKey=https://www.mysite.it/download/Myapp.ipa, NSLocalizedRecoverySuggestion=Would you like to connect to the server anyway?, _NSURLErrorFailingURLSessionTaskErrorKey=BackgroundDataTask <212E2E1E-8433-4C90-86F9-73D443B2F26E>.<20>, _NSURLErrorRelatedURLSessionTaskErrorKey=(
		"BackgroundDataTask <212E2E1E-8433-4C90-86F9-73D443B2F26E>.<20>",
		"LocalDataTask <212E2E1E-8433-4C90-86F9-73D443B2F26E>.<20>"
), NSLocalizedDescription=An SSL error has occurred and a secure connection to the server cannot be made., NSErrorFailingURLStringKey=https://www.mysite.it/download/Myapp.ipa, _kCFStreamErrorDomainKey=3, _kCFStreamErrorCodeKey=-9824}
It seems linked to the SSL/TLS handshake and ATS props. I looked in the info.plist of the App and there is the correct (I Assume) ATS configuration:
{
		NSAllowsArbitraryLoads = true;
}
But it doesn't work.
I hope I must not change the website certificate...