#107 Coffee with John: Dating, Friendships, and Explorations

Lean into possibilities.

How many times do we dismiss invitations to new experiences either because of fear of newness or because something doesn’t fit our mold/expectations? From the small stuff to more hefty decisions, we are quick no say no and stay within the conform of our routines and what we know.

No to a party. No to a networking event. No to a last-minute invitation. No to hanging out with new people outside our established network. No to forgiveness. No to uncertainty. No to…you fill in the blank.

I am the first to tell you that I am guilty of it and will probably say no to many things that challenge my comfort zone. Yet, I have, especially in the last few years, leaned in more in the positive direction: saying yes and conquering many inhibitions.

Yes to opening my heart again. Yes to improv classes. Yes to new friendships. Yes to traveling more. Yes to events. Yes to engaging people and activities I would have dismissed in the past.

The positives outweigh any, if any, negatives as a result of being open to the “new” experiences.

Inspired by her recent journey and my relationship with her, my coffee mate for this round is a prime example. We met on a dating app. While I can’t speak on her behalf, I think it’s a safe bet to say that we both didn’t feel a romantic connection. It could have been easy to go our separate ways with the usual pleasantries and the empty promise of a friendship. Yet, for over a year now, we have kept and leaned into that promise of cultivating a friendship, inviting each other into our lives, sharing interests, dating experiences, and life and adventure stories. I have another such friend that I meant while I was in the dating online world.

Don’t get the wrong impression here. I haven’t befriended everyone that I had met on dating sites nor do I offer my friendship that readily. Still, the times I have and people have reciprocated, the dividends have been tenfold. I don’t know if those friendships will endure the passage of time. All I know for this moment is that my horizons have expanded with new knowledge, music, social networks, and friendships.

My coffee mate is on her own journey of leaning into possibilities, exploring untapped relationships and potentials. I am not proposing for you to follow my path. Forge your way and delve into possibilities in different areas of your life. Say yes to something that you have put aside for a while or keep saying no to. You never know where the journey will lead you. Let’s challenge ourselves to explore and see possibilities where we normally don’t.

#81 Coffee with John

As I have opened this project to meet people outside of my network, the question of motivation and intention keeps coming up for me.

What are the intentions and motivations of the people I meet? Are my own intentions and motivations clear to the people I meet?

Those are questions that have become even more pronounced as I meet people through Bumble Bizz, and as a result of Coffee with John profile on the Ballantyne Magazine .

Bumble Bizz is full of consultants, real estate agents, financial advisors, “influencers,” and folks looking to sell, acquire investors, or build their careers somehow, not to mention the men and women looking for something beyond a business connection. The intentions and/or motivations of the strangers reaching out to me directly because of the article are not as obvious.

Perhaps they, like me, just want to make a connection. I don’t know. By nature, I am skeptical, and — as a person who grew up in NYC — my guard is up most of the time. So I know I am asking a lot with the premise of this project. Yet, even for myself, I can’t help my nature and go back to the questions of intentions and motivations.

I can’t say I have had anyone tried to sell, convince, or rope me into anything. Nor have I had any negative experiences with people trying to cross any boundaries. What I have experienced is a desire to share with me a particular narrative to influence what I might end up writing as my takeaway.  That might be driven by the human desire to share, influence, or perhaps a public misgiving/misconception of what Coffee with John is all about.

I never know what I will end up writing. Nor do I know what will influence my takeaway. It might be the conversation or it could be the vibe of the meeting. Coffee with John #81 reaffirmed for me my intentions and motivations.

My intention is connecting, sharing a moment, and, if it leads to, cultivating friendships and welcoming new people into my social circle. The motivation comes from a place of healing, grieving and dealing with the cards life has given me.

From the start, people have asked me if I mix dating with this project. The short answer is no. That has been clear for me from the start, wanting to keep those set of boundaries and worlds separate.

This does not mean I haven’t had Coffee with John meet-ups with people I have or are currently dating. But, those connections came independently of this project. Ultimately, I want CWJ to be a safe space for me and the people I meet.

The takeaway for Coffee with John #81 is that I will continue to trust my intuition as I meet new people without worrying about their motives or intentions. In the end, I trust.