Q. Dear 40-somethings, Should I tell my sister I think she shouldn’t get married? He’s a good guy but I think it’s the wrong reason. My sister is engaged! She is beautiful, smart, giving, hardworking -the best person I know. She’s 28, and after a series of bad relationships and men who weren’t ready to […] Read more…
Archive of ‘Relationships’ category
How Far is Too Far When You Want Your Own Space?
Q. I will be graduating college this May. I plan to move to the Chicago suburbs and start living my life. This has been my plan for many years and I’m sticking to it. It just so happens that my boyfriend of 3 years also lives in the Chicago suburbs. I’m insisting on having my […] Read more…
Putting Your Life On Hold vs.Not Ruling Out Possibilities.
Today I have two answers for a woman who went traveling in South America and had a brief but amazing meeting with a Israeli tourist, a 29 year old social worker. Their paths crossed while on separate tour buses …and then again at an airport in another country. Both felt and intense connection and have been […] Read more…
Know Your Power…Then Get Strategic About Dating
Today’s question flips the question. A woman I have interviewed and who contributes to 40:20 Vision had a question on dating as a single 40-something. Here goes! Q. I have a fun challenge for you! I have a single friend who is just not meeting men (and would like a relationship). You talk to so […] Read more…
Can the City Girl and Suburb Boy Make It Work?
Q. I’m in my late 20’s and starting to get serious with someone. We have extremely similar values and views on life, and similar goals, and he makes me really happy. But he wants to raise a family in the suburbs, and I’ve always wanted to raise kids in the city (where we live now). […] Read more…
Are Cultural Divides Worth the Ride?
Q. I have been dating a guy for a couple months now and we are starting to get pretty serious. We love each other, we communicate really well …we have similar interests and senses of humor. The issue is that he is from India and I am from the US. He is only here for […] Read more…
Don’t Get Married For Anyone But Yourself
One of the re-occuring questions I get from 20-somethings is about timelines and age limits on marriage or soulmates. Today I’m sharing what 40-something women had to say about not getting because all your friends are getting married or their is an expectation that you should get married by a certain age…the consensus…don’t married for […] Read more…
Moving on in the Age of Facebook
Q. Dear 40-somethings, Should I care that I my ex-boyfriend of six years got married three months after we broke up and I found out on Facebook? I ended the relationship with him because he was didn’t want any more kids and I didn’t want to live in South Africa with him. He is 47 […] Read more…