If you prep the boat well, and have an autopilot or steering lock - should be doable. I have found that the length does not bother me as much as predicting the weather and currents and whether I have things prepped well enough to match.
To dock, I do not get in a hurry, I use the throttles/fwd-rev carefully, and use a midships spring line as well as three boat hooks one each port and starboard aft, one at the bow. I also have line of last resort and fenders available prior to entering traffic or marina. Reverse most of that to leave the slip. I seldom slip the spring line, until I am 100% sure I am on the way out of the slip.
That being said you never know what will come up, and the old adage of "never approach faster than you want to hit" applies. One of my worst days was, unbeknown to me, when my neutral gear, wasn't it was actually reversing. Made it in to the slip fine, got my midships spring line around the center most pile, dropped in neutral, walked to the opposite side and was preparing to drop the next line, when I felt the bow pull and we walked reverse to now be cockeyed in the slip, but did have two lines.
Now, everytime whether single hand or not, I always shut down the engine as soon as I get one line secured, unless I am reversing to hold against that line in current.
Once out in the river, I lock the steering into the heading I feel most safe in to the wind with and pull up the main, (all my lines lead to the cockpit), once she pulls, I release the lock and let her go, once settled with the main, rollout the jib and OK.
Prep, Practice, and more practice and be ready with plan b is the key