I think in your example with him listening on 14450, everyone should have been on 14450 transmitting and he was on 14500 transmitting. You only have to hear him on 14500 as you transmit on 14450 to answer.
Working split does help some when you hear both sides. The advantage on the pileup side (14450) is hearing a gap in the pileup when you can get your call sign in. Also, when he is working a large up span like '3 to 6 up' you are not sure where he is unless you hear the call sign he answers and the frequency the call sign was announced on. Then you have a chance to adjust you transmit frequency a little to match where he is listening.
Working split with two receivers is so much easier, but on the TS-2000 it can be done. I think the TF-SET is a way to quickly and easily switch between two frequencies following the exchange back and forth. You never really hear both sides at the same time, but can move between them to follow the action. I never used that option when I had my TS-2000, but thats the impression I have from reading the manual.
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If you can't hear both frequencies,how do you complete the contact then? He was listening on 14.450 I think and everybody was calling on 14.500 please forgive me if I mixed up the frequencies.
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