The interesting thing about this arc is it could've just as easily been told from Jane's perspective instead of Robert's. About how she knew her boyfriend wouldn't be able to decide on something and how she'd have to subtly steer him in the right direction. Why a diamond necklace? Maybe she figured that if he got her something really fancy, he'd feel like he'd made up for the past and he'd stop being such so indecisive. Or she just liked how it looked on her. Either way - Terrence
Modern Commentary
I'm sure Robert and Jane have their own friend group, separate from Brisbane and company. We just never see them.
- Terrence