I added the 2nd config, Cisco client still works, apple client doesn't. Just to retest, I added mode transport to CISCO_CLIENT without changing anything else, and sure enough, apple client can connect but no traffic passes.
I then tried simply changing the order in the crypto dynamic-map, and whichever is first in sequence is successful, the other fails. Still no traffic when apple client connects.
Looking at debug messages during Apple client failure, Phase 1 is successful, Phase 2 reports "All IPSec SA proposals found unacceptable"
Table of ContentsIntroductionVersion HistoryPossible Future
UpdatesDocuments PurposeNAT Operation in ASA 8.3+ SectionsRule Types
Network Object NATTwice NAT / Manual NATRule Types used per SectionNAT
Types used with Twice NAT / Manual NAT and Network Obje...
Table of Contents Introduction:This document describes details on how
NAT-T works. Background: ESP encrypts all critical information,
encapsulating the entire inner TCP/UDP datagram within an ESP header.
ESP is an IP protocol in the same sense that TCP an...