I worry a lot about planting times lol. But TBF we did OK last year and I've just looked over my photos and remembered that of course the allotment greenhouse wasn't even ready for use yet, and despite that we did "OK"(ish) with the chillies last year.
Yeah, so last year we planted out tomatoes on the 26th of May (late May bank holiday)... and we probably had our heaviest year of tomato production ever, so many litres of passata! (Which we're still working through and will probably last us until we have fresh toms again.)
Eggplants and capsicums didn't go out until Sat 31st May.
Pumpkins, zucchinis, and tomatillos were Wed 4th June - the first "summer" outdoor plantings. They did great.
Chillies finally went into the just-completed greenhouse on Sunday 8th June.
Bear in mind I had also just started new full-time work early April so things were fairly distracted. Did OK though.