Valentine's Day Survivor's Guide!


It’s that time of year again.  Candy hearts and roses are everywhere.  Expectations are high – or painfully low.  What’s a guy (or gal) to do?

  1. Don’t panic.   No matter what your relationship status is, with a little bit of thought, effort, and positive thinking, you can make February 14 a great day.
  2. If you’re single and there’s a romantic prospect on the horizon , why not take a risk and ask her out?  Keep it simple and don’t put too much expectation on making it the perfect first date because if you end up together it would make such a great story to tell your kids!  Suggest a drink rather...

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8 Signs you may want to sign up with a matchmaker


Have you been going out on endless first dates and feel they aren’t going anywhere? This is a common problem that singles of all ages run into. You may find it easy to get that first date, but the chemistry as a lifelong partner just isn’t there.

If online dating and blind dates that family and friends have set up aren’t working, it’s time to turn to professional matchmaking services. I specialize in connecting single people with diverse, yet compatible, backgrounds. It is my philosophy to stand true to the traditional essence of dating and to be there for you throughout the dating process....

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First Date Do's and Don'ts


Sharing my clients’ experiences means I get the inside scoop on what works – and what doesn’t – on the dating scene.  Here are my top ten tips for what you should – and shouldn’t – do on a first date.

  1. DO pick a place you enjoy.   Love that little bistro downtown?  Love being out on the water?  Pick a place and activity for your date that makes you happy.  Not only will your enthusiasm rub off on your date, but you’ll reveal much about who you are without saying a word.  And how the other person responds will help you figure out whether he or she is a good match for you.
  2. DON’T be distracted.  ...

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Passion vs Love

Passion vs. Love

When someone asked me recently the difference between passion and love, I was left searching for a complete answer.  We all know there is a difference, but how to put it into words? 

First, I looked up each word in the dictionary.  Passion is defined as “strong and barely controllable emotion,” while love is “an intense feeling of deep affection.”

I thought about how we use these words in conversation.  In English, we use the word “love” to describe our feelings for not only our romantic partners but also for our children, our pets, our friends, and even, on a lesser scale,...

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Long Distance Relationships


I work with people from all over New England, and some of my clients wonder, “What if I meet someone who lives far away from me?  If I’m not going to be able to come face to face with the person often and easily, if he or she isn’t within easy driving distance, is the match worth exploring?” 

There are many reasons why getting involved in a long distance relationship with the right person can be a great thing.  Here are just five reasons to give a long distance match a chance:

  1. Every time you have a date, it’s a real event.   Making plans to see someone special, whether it’s on a long...

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Dating Purgatory (Written by The Pensive Bachelor)

Dating Purgatory...going from dating to an established relationship.

 I have being single down...time filled with family, friends and solo activities. Days and nights that are all about what I want to do and when I want to do it.... sometimes an exciting adventure, sometimes boring and lonely.  I also feel good about how to be in a serious relationship...communication, commitment, sharing, giving of ones time and looking forward to planning a future together. What I do not seem to be comfortable with is the purgatory between going on dates and being in a relationship. It fills me with stress...

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Investing in yourself

Signing up to work with me is definitely a step that shows you’re committed to the idea of finding someone to share your life with, but I encourage all my clients not to stop there. If you’re single and looking for a long-term relationship with a really special person, the process requires your full attention.

I know you’re busy, and you might believe that existing work, family, and community obligations should take precedence over the idea of finding someone. I’m here to encourage you to realize that, like any goal you might set, the search for love requires commitment – and the more you...

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Finding that special someone

Finding that special someone may not always be a question of finding a person in my network, which is why I like to help you strategize ways you might meet the person of your dreams.

What’s the first step? Figuring out who that person is! And how do you figure that  out? You start by figuring out who you are and what you want out of life.

So many people come to me with only vague notions of what they’re looking for. “Someone with a sense of humor,” they’ll say. “Someone successful. Someone attractive.” So how to explain why that successful, attractive person with a sense of humor you just met...

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The Adventure of Love

As time goes on, we tend to get very set in our ways. We have kids, pets, jobs and often very busy schedules. Life can feel like it’s completely full. How on earth, you might ask yourself, am I going to fit in one more thing?

If having a special someone is something that you’re hoping for, it’s important to figure out ways to carve out time to find that person and then have time to spend with them.

When I first met my husband, Sandy, he lived in Boston, and I lived in Southwest Harbor, ME (5 hours away). We became friends immediately. I loved his laugh and he thought I was pretty fun too.  He...

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There’s nothing better than meeting someone you really like and going on a great date. Sparks fly, conversation flows. You laugh at each other’s jokes and end the evening talking about when to see each other again. Since these kinds of dates don’t happen every day, it might be easy to hurry home, flying high, and delete all your online dating profiles and declare yourself off the market.

Not so fast. The truth is, just because the two of you had a great date (or even three or four great dates) doesn’t mean that you can consider yourself “exclusively” dating.

The truth is, up until the moment...

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Opposites attract, but is that a good thing?

I think so!

We’ve all heard the saying “Opposites attract.” We also know that when you sign up for online dating or any other type of matchmaking service, you’ll typically be matched with people with whom you have things in common. So what kind of person should you be looking for?

The fact is often we are attracted to people who fill in aspects of our personality that we might wish we had more of. For example, my husband Sandy is far more outgoing than I am, and just being near that kind of energy helps me to be more outgoing myself. As many of you know, when you have a high-energy partner,...

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I look forward to helping you navigate your way to a great relationship! Jill