Community Carpooling - is it possible?

I've been carless (mainly by choice) for the 1st time in my life for over a year now and it's been interesting. Really notice all the vehicles now that just carry a driver. Haven't needed to join the gym as I bike, walk, catch lifts if necessary and been able to borrow a family member's car (my licence is squeaky clean...hasn't been handled by all those cops I guess...just kidding). Some days I really miss not having a vehicle and that family member i mentioned is considering sharing their car (and costs) with me so hopefully win-win for everyone.

However being carless also got me asking the CAB and TT B.O.I. if any carpool was operating here. There's no public transport apart from the school buses and taxis that require booking. They encouraged me to get an article written in a local paper, but then I realised that vehicle owners need some real incentive (other than $ & s**, sorry jk again) to want to help a carless person. What could that be?

What about stranger-danger? There must be a tried & true method of organising some kind of screening/meeting/pre-payment? Does anyone know if/how a community carpool could work?