Nice episode - I don't want them together and they hashed out their misgivings back in Season 2 but at least they kept it lowkey. I think the dinner was Lawrence's closure (asking questions, evaluating his role in their relationship), the nightcap was Issa's closure (she wanted a win once she knew Condola was still in the picture) and everything inbetween was equal ground (reminiscing, positive words of affirmation, open communication).
I thought Lawrence was lying when he said he was happy knowing what a crazy rollercoaster he's been on in the last year. Meanwhile Issa's had a lot more time to grow, assess and mature and she seemed more guarded this time around.
The interesting backdrop they were in at the art walk (Lawrence behind the red lights, while Issa against the blue lights) made me wonder if there was some symbolism hinted there and it reminded me of the Red Oni, Blue Oni trope:
Red Oni traits are associated with 'impetuousness, enthusiasm, willfulness, and they tend to be more people oriented' = Lawrence
'Blue Oni traits are associated with 'serenity, control, observing authority, and they tend to be more goal-oriented' = Issa
I think Issa is now smart enough and more self aware to realise that Lawrence is no longer a possibility anymore and that it's okay. While he seems more grounded, he still has a lot of things in his life to sort out which doesn't need her energy which is what I think her morning walk was supposed to symbolise.