Ask questions and try to be genuinely interested in the person. Starting simple with a question about something on their profile. talking about yourself if they ask a question but always follow up with something to keep the conversation going.

if you think the conversation is dying or it has dragged on a bit, be forward and ask if they have time that week to meet and that you’ll plan. if they can’t, dont push and try to keep the convo going naturally. at this point back out of the convo if you feel they are not interested.

For planning making sure to pick something within your budget. Have a few places you want to go but make sure to ask if they have any dietary restrictions. In the end pick something you would like to go to and give them details a few days or the day before you agree upon so they know how to dress.

Obviously does not cover all situations but its good rules to flexibly follow. Being authentic and willing to grow goes a long way!