I have been struggling with this myself. DS is not a big fan of the pram - so I generally take him in the HAB - but I hate trying to juggle my handbag (I leave the nappy bag in the car). I switched from my regular handbag (with a short strap) to a kathmandu one (with a long strap) & just wear it over one shoulder - but I find it slips off all the time. So I end up alternating between carrying it & trying to wear it on my shoulder.

Maybe the backpack is the answer? But not very secure for wallet etc... Maybe I need to get a smaller wallet so it will fit in my pocket...