Not really much help unfortunately bc he just slept. But I got bored holding him too long so if he fell asleep I put him in bed. Or I would swaddle him & put him in his bassinet if it seemed an appropriate time and see what happened. Or he would already be in his bouncer, I'd miss the tired signs and he'd grizzle and pass out and have a good sleep anyway bc he was already laying back & swaddled.
Lots of coffee shops & IGA within walking distance so heaps of sleeps in the pram, I'd just bring everything he needed (me, nappies) and he'd sleep there too.
Eventually I developed a routine. Either bassinet or pram for a walk/whatever during the times I wanted him to sleep. If at home would pat/sing/just sit next to him where he could see me for up to half an hour, if he slept, great, if he didn't I didn't force it any longer than that. Got suggested sleep length times from save our sleep. And I would wake him to feed to make him stick to the routine if I had to, to avoid the whole day being thrown all out, I didn't want night time to get unpredictable.
We borrowed a swing. He slept a lot in that too.
Hopefully you've got a 'motion' baby then the tactics could help...