The deal at my glider club is that you have to have a tailwheel checkout done elsewhere as their insurance does not cover giving initial tailwheel training.
You then need a checkout on the Citabria at your expense followed by the requisite number of supervised tows until the chief towpilot is satisfied. The supervised tows start with single-seaters as it's asking quite a bit from the Citabria to carry two plus tow a two-seat trainer -- you will be interested in how much they weigh.
The Pawnee is said to be easier to fly, but is more expensive; so the emphasis is on keeping the cycles short while keeping the engine happy and keeping the a/c and rope safely away from gliders and people.
And yes, you have to be a member. That said, glider clubs may have a reduced tow pilot membership fee and other concessions -- but I'm not one to be a nun working in a maternity ward