Dating Over 40: Is he Educated Enough for Me?

Dear Dating Coach, After about 9 months of meeting and dating men, it seems I may have found a good one. Rex and I get along really well and enjoy each other’s company. He calls me a lot and we see each other often – it’s so nice! We’ve been together for about seven weeks. The one … Read more

Dating After Divorce: No Exclusivity Discussion = No Exclusivity

  If you’ve been dating a guy for two to three months (or potentially longer) and you’re wondering if he’s seeing anyone else, that’s a fair question. Women often want to know what’s going on behind the scenes and usually with good reason. A woman wants to know if because she: Is falling for him … Read more

Dating Over 40: Are You Friendly Enough to Turn Perfect Strangers into Prospects?

How friendly are you? If you are a normally friendly person, than saying hello to a handsome man might not be that much of a stretch for you. But do you take this step? Today more than ever, people can feel isolated, especially with techie methods like texting, email and social networking. These new ways to … Read more

Dating Over 40: Am I Just Lucky to Have Found a Great Woman So Fast?

  Let me tell you about my dream client Fred, who is 64 and recently widowed. He is a good looking man on the short side – 5’7", in good shape and still working out, with some coin, who makes easy conversation and has a sense of humor.\ Fred came to me because he hadn’t dated … Read more

Dating After Divorce: Can I Be Honest with Him Upfront about His Kids and Ex-Wives?

  Dear Ronnie, I met a guy with real potential on the internet. He has a great profile and is very smart. We talked on the phone and had a really wonderful conversation. So I’m excited to say we’re meeting for coffee this week. . Unfortunately, he has several kids from different ex-wives. This is a nightmare to me … Read more

Dating Over 40: Even a 9 year old has published dating advice!

  It’s very competitive out there for dating professionals like myself. And with this latest piece of news, my territory is even being encroached upon my a grade schooler! Yes, there’s a new book written by 9-year-old called How to Talk to Girls, that is hitting bookshelves nationally. Alec Greven is in fourth grade, but has plenty … Read more

Dating Over 40: It’s Really Never Too Late, Even at 107!

  According to MSNBC, a woman in China  is searching for her first husband at 107! Yes, you read that correctly. Until now she had been afraid of marraige. When she was growing up, she noticed that the married women in her life were often mistreated by their husbands. As a result, this brave woman decided to avoid tying the knot and … Read more

Dating Over 40: The Millionaire Matchmaker is Back!

I’m a big Bravo TV fan and one show that is my favorite is returning this month – The Millionaire Matchmaker with Patti Stanger. First of all, she looks pretty hot from the previews. Perhaps some personal work after last season… But more than that, Patti offers serious, no nonsense, sensible dating advice to her … Read more

Dating Over 40: What’s Your New Year Resolution for Love?

    I’m not sure I believe in New Year’s resolutions. But I do find that setting up goals and intentions can be very helpful when you have something you want to achieve. The same thing is true for finding love – it’s no different than any other goal. In January, most people are willing … Read more

Dating Over 40: My Friends Attract Men at Events – Why Do I Have to Work to Meet Men?

  Dear Ronnie, I invited two friends to a big holiday bash last week and I was surprised at how things went. For some reason, my two friends just sort of stood around and smiled and men came up to them. Sally really hit it off with one guy who promised to call and Jen … Read more

Dating After Divorce: How Do I Get Men to Ask Me Out vs. Just Emailing?

I have been quite busy with online dating. Some men are weird, so I delete about 75% of them.  And then I’m frustrated by guys who want to be email buddies. They stall on inviting me for a real face-to-face meeting.  How long should I wait before I get honest and say, "Enough small talk, when do … Read more

Dating Over 40: I Miss Being Alone – Can’t I Have a Saturday Night Boyfriend?

  Yesterday, I saw one of my clients from the very first class I taught almost 8 years ago! She works at a diner in my town and I was there meeting with other business women in a mastermind group. Betsy, came over, greeted me and then whispered in my ear – I have a boyfriend … Read more

Dating After Divorce: What if he’s just an inch taller?

  Dear Ronnie, I am meeting a new  guy who is 5’7", just an inch taller than me.  The question is, should I wear my usual jeans with my 2" heel boots or should I wear flats and buy a new, shorter pair of jeans to accomodate him?   I like the look of the … Read more

Dating Over 40: Dating Decisions – Do You Seesaw?

  Men contact you online. You look at their profiles and weigh the odds. Will you like him? Are you attracted to him? Was his write up dull or intriguing? Is he active enough, smart enough, fun enough? Sometimes you know immediately whether or not a man is worth investigating. But other times, how do … Read more

Dating Over 40: How can I keep myself safe when I’m trying online dating?

  Dear Ronnie, I’m putting up a profile on and want to know if you have any tips about being safe when using internet dating sites? Can you give me some suggestions please? Katie in Scarsdale, NY Dear Katie, There are a number of things you can do to help guard your safety with … Read more

Dating Over 40: Singles Holiday Survival Guide – 5 Tips to Enjoy the Season

  For some singles, the holiday season can be difficult and emotional. With so much focus on family and couples, it’s no wonder. Yet, there are a number of things you can do to make the most of what the season. Here are 5 tips that can change your holiday experience for the better:   … Read more

Dating OVer 40: Sugar Mummies and More

  Ok Cougars made it the Today Show last Friday. Linda Franklin, from was on along with two others. You can watch the video click here. Apparently, in England, 25% of women are married to younger men, much younger. They aired an interview with one couple where the woman is 32 years older! Whoa … Read more

Dating Over 40: Tips to Attract a Younger Man

  As promised, here is the next post on cougars. How to attract a younger man. The number one piece of advice is to practice your flirting skills! But I’ll break it down into parts to help you really get it and make it easy to put these tips to work for you this weekend. … Read more

Dating Over 40: Friendly or Independent? Which is Better for Your Profile?

   Are You Very Independent? Do you have a rich full life and want to maintain your own space even though you want a relationship? You want to keep up your friendships and interest after you find the love of your life. I get that. You’ve been on your own for a while and enjoy … Read more

Dating Over 40: Younger Men – Which Type is Right for You?

  Interested in dating younger men? It’s a dating phenomenon that is rapidly growing. Over 30% of women 40+ are dating younger men according to AARP. Younger men can be more appealing for many obvious reasons but let’s look at a few others: He’ll likely be: Less set in his ways Less controlling Toting less … Read more