Sary - the base ET 2 does not work with 2 psi - you need at least 3 psi. this could explain one reason for your skipping.
I have helped friends setup systems in the past. Regarding the regulator.
Type - Ensure your regulator comes with a water trap. Like this.
https://photos.app.goo.gl/eomCEWeVxLZxqn9U9Location - as close to the air bearing as possible. Less chance of moisture getting in after air passes through it.
Usable gauge scale range - makes no sense for example, to have a 100 psi scale for measuring 3 psi which the base ET 2 requires.
Regulator Spring tension rate - higher PSI firmer spring rates to better engage/accuracy for the regulator, and the reverse, softer regulator
spring rates for lower PSI.
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Regarding your comment on the convenience of pivot arms. Convenience will always win out in the end, especially as one ages. I have a Dynavector hybrid / pivot arm in my second room I use occasionally to test out records.
The key here with the ET tonearm / pump system is. IMO, to get a setup going that is as close to turnkey as possible. You throw the switch - no more fiddling.
My pump system lives in the back bowels of the house. A forgotten setup except when needed and then it is critical. Our Savannah cat has shown an interest and climbs up on it occasionally. Maybe I can teach her to throw the switch for me and really make it turnkey. 8^0
I purchased the big boy Aridyne 2000 with minimal hours a couple of years ago, for a good price, but the shipping and customs was high. You would not pay customs being in Hawaii. It is a backup for when my older smaller Aridyne gives up the ghost. But it keeps on going.....