Figured out my own question. I will share my project in the next day or two.
Pooling channels are much more effective. There is really no need to create multiple sessions (if the session connects to the same sftp endpoint).
I implemented a JSch connection pool (pooling channels) with spring pool and commons-pool. I will post to the github in the next day or two. The most important question is, what if the connection went stale.
I found out that based on my implementation of 1 Session - multiple channels, and if the connection went stale, the pooled objects (in this case, the channel) will be stale. The pooled object should be invalidated and deleted from the pool. When the connection comes back up, and when new application thread "borrows" from the pool, new pool objects will be created.
To validate my observation, my not-so-automated test:
a) Create a set (say 10) of app threads checking out channel resource from the pool.
b) Have the thread to sleep 20 seconds
c) Create another set of app threads checking out channel resources from the pool.
At a), set breakpoint when i==7, break the connection by "iptable drop (linux) or pfctl -e; pfctl -f /etc/pf.conf (mac, google how to do!)". This first set of app threads will get exception because the channel is broken.
At b), restart the connection
At c), the 2nd set of app threads will be successfully completing the operation because the broken connection has been restored.