In this Dear Damona episode, we discuss how to navigate multiple long-distance connections, when to book that first in-person meeting, and how to handle the money talk before you pack your bag. If you've matched with someone across the country (or the ocean) and you're not sure what to do next, this is your guide!

This week, a listener named Maryanne shares:

"I'm 71 and looking for a long-term partner. I went on two niche sites and matched with a few good options, but they all live elsewhere. One lives in Hawaii and he invited me over for a week. The other guy lives in LA and both seem serious about me. There is even a guy in Mexico who has come on the scene just after the other two. What's the best way to meet out of town dates? How do I know who pays for what? When do I tell them I am also meeting other men?"

What You'll Hear In This Episode:

Why expanding your dating pool across time zones can actually work in your favor
The one-day-to-one-week rule every long distance dater needs to know
How to build real connection before you ever book a flight
The eight-week milestone that changes everything
Why staying at his place for a first meeting is a hard no (and what to do instead)
How to handle the money conversation without making it awkward
When you actually need to tell someone you're seeing other people

Resources and Links:

Unlock the secret to successful dating with our Date Tracker at Damonahoffman.com/datetracker

Call or text your question to: 424-246-6255. Follow @DamonaHoffman on Instagram, TikTok, or Facebook and submit questions via DM or voice memo anytime.

Learn more about your ad choices. Visit megaphone.fm/adchoices