It really depends on how much oil still remains in the canister. If NONE of the oil in the canister is drained back to the engine, I would say about a quart of fresh oil will be needed for each TP replacement.
My case is similar to yours. There is some oil left in the canister. I am going to replace the TP the first time this weekend. Here is how I would do it. After replacing the TP I will drain about half quart of used oil, and then add one quart of fresh oil. Start the engine. Check the oil level IMMEDIATELY after stopping the engine, so, you can get an accurate reading from the oil dipstick before any of the oil in the canister drained back into the engine. Top off more fresh oil if needed. Observe the total amount of fresh oil you use, so, you know how much to add next time.
I have installed an engine oil drain valve, which makes draining used oil a simple task.
http://www.fumotovalve.com/
If your bypass filter setup does not return oil thru the oil drain plug, I would recommend the installation of above product. I have used it on all my cars and van for the past 10 years, and never have any problems.
If you do not want to drain used oil, you can add small amount of oil and check the oil level by trial and error. Again, record the amount of fresh oil you add to make next TP change easier. Besides making up the loss of oil, the other reason for adding fresh oil is to replenish the depleted oil additives in your used oil. If less than a quart of fresh oil is added, your used oil may not getting enough oil additives depending on how long your OCI is. Maybe you can add aftermarket oil additives like Lube Control for the peace of mind.
http://www.lubecontrol.com/lube.htm
Just my 0.02.