Interesting topic, Cyrus.
The prefix Σ κηνοσ (skenos) however can mean "tent" or "stage" as in a theatre stage. (Skenos is where we get the English theatrical terms "scene" and "scenery" by the way) Is it possible that Paul and Co. were theatrical scenery makers?
Occupations often are used symbolically in Bible characters, eg Abraham enjoyed the favored nomadic lifestyle of tending livestock, the apostles were fishermen (then turned their nets to men), etc. I suspect Paul's tentmaker is much the same.
I haven't had a chance to look into it deeply, but I'd consider the possibility that Paul made stage costumes (although I'm wondering how costumes or stage scenery could've been elaborate enough or different from normal clothes to provide full-time employment in that time?). 'Skenos' can also refer to the Gnostic belief of the mortal body only serving as temporary shelter for the soul (where a tent could be thought of as temporary shelter, akin to the mortal coil housing the soul in Gnosticism). Hence the occupation of tent-making could be a sly reference.
Of course, Paul offered many statements that indicate he was Gnostic-leaning, although the inevitable clean-up of later redactors tried to remove some of the more obvious references to Gnostic beliefs.
EDIT: here's a post by cameo-D from 4 yrs ago :
The apostle Paul was a tentmaker. Most scholars believe that he made "personal prayer tents" or 'taliths', not tents to live in.
Religion appears to have been a lucrative business venture for Paul.
"Tal" means tent. "ith" means little. Little tent.
Talith, talit, talis.... all mean the same as the prayer shawl.
Talisman are magical charms believed to have mystical powers to ward off evil or to bring good luck. Some are believed to work miracles or to bring about miraculous effects.