Batman Beyond: Terry's Friend Dates a Robot

[stellar_coyote]

I believe Dana had friends. They actually touch base in that ravine of the relationship in Return of the Joker when they take her out dancing to help her forget about Terry.

Dana does indeed have friends, but you're misremembering the scene. The dance was with Terry right after Bruce kicked him out of the Batman job. Terry mentions that he'll have a lot more time to spend with her but he's going to have a lot less money coming his way.
It's right before the Joker and his gang attack Terry and Bruce.

I believe the scene in question began at the club with Dana's friends saying Terry is great and all, but. Then Terry shows up to everyone's surprise and announces he is there, but will have less money. It was either another missed date that he actually showed for. Or they took Dana out and Terry caught up.

I'm just surprised that Bruce was paying him to begin with.

Terry's Mom would've been pretty suspicious if Terry was working for Bruce and not making any money. I'd imagine, as a single mother, she was expecting Terry's salary to contribute to the household on some level.

They established in the pilot that Terry's cover is acting as Bruce's go-fer and occasional chauffeur. The villain Derek Powers even snidely calls Terry his family's breadwinner at one point.
Which may be the only time that one of Bruce's apprentices got paid in more than just experience and trauma.

[McAvoy]

I believe Dana had friends. They actually touch base in that ravine of the relationship in Return of the Joker when they take her out dancing to help her forget about Terry.

Dana does indeed have friends, but you're misremembering the scene. The dance was with Terry right after Bruce kicked him out of the Batman job. Terry mentions that he'll have a lot more time to spend with her but he's going to have a lot less money coming his way.
It's right before the Joker and his gang attack Terry and Bruce.

I believe the scene in question began at the club with Dana's friends saying Terry is great and all, but. Then Terry shows up to everyone's surprise and announces he is there, but will have less money. It was either another missed date that he actually showed for. Or they took Dana out and Terry caught up.

I'm just surprised that Bruce was paying him to begin with.

Terry's Mom would've been pretty suspicious if Terry was working for Bruce and not making any money. I'd imagine, as a single mother, she was expecting Terry's salary to contribute to the household on some level.

They established in the pilot that Terry's cover is acting as Bruce's go-fer and occasional chauffeur. The villain Derek Powers even snidely calls Terry his family's breadwinner at one point.
Which may be the only time that one of Bruce's apprentices got paid in more than just experience and trauma.

I think Bruce pays him somewhere between very little 'slave wage' and 'very generous rich man throwing money around' kinda wage.

Bruce is still rich and he ain't a cheap bastard. But at thd same time with Terry as Batman he probably has the right amount of $$ to not draw attention to Terry.

One aspect of being Batman. Keep your ass away from the IRS.