#130 Coffee with John: Virtual Edition

I remember the pain and the unrest that the tragic death of George Floyd brought across the nation.

Recently, I met a resident of Minneapolis who lived and experienced the unrest firsthand. Living a few blocks from where Mr. Floyd died, she and her community of friends and neighbors had to come together and help each other get through those tumultuous events.

Listening to her story as we met virtually for this round of Coffee with John, transformed headlines and statistics into something far more intimate. It brought George Floyd’s story closer, turning it from a distant tragedy into a neighbor’s lived reality.

This is why we must travel, talk to strangers, and make connections beyond the bubbles that surround us.

How can we sympathize and empathize with others when we are only experiencing the world through closed walls — walls we create and are exacerbated by social media algorithms, the news we consume, and the company we select?

I don’t doubt that we can identify and sympathize with strangers, events, and tragedies miles from where we live. Still, when familiar with the people and those affected places, we feel it deeper into the cavities of our hearts.

News of the California fires takes on a different dimension when you’ve walked those trails and spent days in the now-vanished neighborhoods. The burned house with the koi pond isn’t just another far-away tragedy – it becomes visceral, and you feel the despair and gravity of the loss at your core.

Same with areas and communities like Asheville, NC that have been part of your experience. The floods that hit those areas are more than news. Your mind goes to restaurants, friends, art galleries, and shops you visited with your son or girlfriend that might not be there when you visit next time, expanding your understanding of a shared reality.

In writing this, I learned that what I am describing is what sociologists call proximity empathy. The notion is that getting close to people can help us understand them better and develop empathy for their experiences.

The challenge lies in overcoming the barriers to experiencing the world and connecting with people different from us. Perhaps it starts by joining a random meet-up group, reading memoirs from across different walks of life, or, simply, talking to a stranger.

At a time when our nation is more divided than ever, the responsibility of not losing touch with our humanity and sympathy for others falls on all of us.



#104 Coffee with John, Virtual Edition: The Past Colliding with the Future

Memories of times, circumstances, and people from our past are tricky, especially if three decades have passed in between.

We hold memories frozen in time, a permanent canvas we have affixed through the paintbrushes of our truths. We seize in our timeline circumstances and people, giving them attributes we still think hold. How they spoke, behaved, or looked, we hold in our mind as if time had not transpired.

Whenever I connect with a person from my past, my memories collide with theirs, forming and amplifying my affixed canvas with their own brushes of paint. The painting takes a more expansive view with new context, hues, and realities. What they remember, how they perceived me and their experiences add to the memories, giving me a glimpse into new perspectives.

Not surprisingly, the image of who the people I knew them to be at 15 or at whatever age our past selves had crossed, crumbles as well. Physical attributes might remain, but whatever image or memories of who they were, are but a mirage when looking through the lens of the now,

Questions of genuine change come to mind when I think of all this: how have we ourselves have changed without ourselves considering the passing years? Are we the same deep inside? Are the fears, insecurities, awkwardness of our youth still lurking on the surface, holding us back from becoming the better versions of ourselves? Physical appearances wane but, at the core, can people change?

I know I am not the same person from my youth or even from three or two years ago. Along the way, I have confronted fears, hang-ups and have faced life circumstances that have shaped who I am at this moment. Still, the journey continues. Lots of work to go.

I appreciate my coffee mate for sharing his past and present self with me. I am honored and grateful for his honesty in letting me into a window of his life as he confronts personal and emotional challenges. The upward stream we all face in the journey of life can become part of our core and what can as our cataclysm for change, a change for the better.

#100 Coffee with John, Virtual Edition

The 100th meet-up! I have arrived at a point of accentuation, a milestone in a journey leading to connections, both old and new in many senses of the word.

I could not have planned for a better companion for this benchmark in my ultimate goal of 150 coffee meet-ups with different people. We caught up for about an hr, talking about our daily lives, kids, and nothing in particular. I typically don’t go into details about my coffee mates but, making the exception here, let me introduce you.

She is a Vassar graduate, an MBA from the University of Michigan, Goldman Sachs alumna, author, consultant, board member of countless organizations, international speaker, the first woman to serve as CEO of the Dominican Republic Stock Exchange (BVRD), making her the first woman to hold such a position in Latin America.

If that was not impressive enough, I am honored and privileged to announce that my coffee mate for my 100th CWJ is at 52 years old getting ready to embark on obtaining a master’s in public administrations from Harvard University. Not only has she gotten accepted into the program, but she has also received the prestigious Presidential Kennedy Fellowship awarded on merit.

But most of all she is my sister-in-law. Our connection is that of shared memories, blood connection between her children and my son, and our deep love for her sister, my wife. We are bounded by an invisible thread of kinship. It is that human connection that transcends the accomplishments, accolades, successes, and all those identifiers/qualifiers/modifiers we carry around as our identities.

On paper, I find we are sometimes intimidated to talk or even approach a person we see with an impressive resume or a life filled with accomplishments after accomplishments, placing them on a pedestal and forgetting that we are all humans with a capacity to bond with each other, even for brief moments. The opposite can also be true where we are the ones thinking we are above a certain level to converse or bond with a person not within our social strata.

We all share that magical thread, the thread of love, suffering, experiencing loss, and all the emotions that makes us human. It is that space where I find beauty in sharing a moment and a conversation. Hope you too find that beautiful space as you step out of yourself and connect with others.

#98 Coffee with John, Virtual Edition

Start close in,
don’t take the second step
or the third,
start with the first
thing
close in,
the step
you don’t want to take…

Coffee with John #98 reminded me of the first lines in David Whyte’s poem, “Start Close In.”

98 coffees later and I still get nervous at times when I am meeting a person for the first time. Will the conversation go well? Will I be able to be present and be somewhat coherent? Will I make a fool out of myself? What if things don’t go well or become awkward?

How many times do we let those types of doom-like questions prevent us from taking that step we don’t want to take? From saying “I love you,” drawing a will, having a difficult conversation with another or yourself, going out to a venue by yourself, taking a class, to launching a new business, we have so many areas in our personal and professional lives where taking that initial, first step can completely enrich and alter our lives, even for a brief moment. Yet, how many times do we not take that crucial step, completely limiting our experiences and sabotaging ourselves out of fear or nervousness?

I have over the years taking that stet I so dreaded in different areas of my life. For the most part, the rewards have been ten-fold. Yoga comes to mind as an example. I had always wanted to do it but it took a friend of my wife to accompany me to the first few classes before yoga became a staple in my life. Taking that step has led to many friendships and experiences, including this round of coffee.

I know I have many aspects of my life where I need to nudge myself still to take that step I don’t want to take. Avoiding conflict to keep “the peace” is one of those. In some areas taking that first step is easier than others. Other times, it takes a lot more mustering. And, of course, we all have circumstances where we might need to take that first time many times over before we get grounded.

I invite you to join me in challenging yourself in taking that step in an area in your life – take that step you don’t want to take. In an area of your life that you see as the appropriate time, with courage and love, take your own step on your terms.

#86 Coffee with John, Virtual Edition

Correction! Correction!

Moments in life. They come and go.

Some moments you forget not because they were insignificant or didn’t impact your life. On the contrary, some passing moments carry you forward, helping you forget circumstances that are bogging you down. Those particular moments you might forget temporarily without realizing how much they have lifted you when you most needed it.

Coffee with John #86 was such a moment. Both my coffee mate for this edition and I had attempted to schedule a face-to-face meet up up for over two years. When I first started this journey, my friend had expressed an interest in meeting up but because of a series of reasons, we could not make a face-to-face happen. Now, with the pandemic, we settled for a virtual meeting.

I had a lot of things going on that day – work deadlines to meet and my dog’s pending euthanasia, scheduled for the next morning. Given that we had rescheduled a few times in the past, I didn’t want to postpone yet again. I am glad we kept the meeting.

I don’t recall when was the last time I had chatted with this friend, whom I came to know through my wife’s network of friends. I knew aspects of her life but not well. CWJ #86 allowed me the opportunity to learn more about her life and that of her family. I enjoyed learning how life led her to move to the United States, first moving to NYC where she met her husband. Their journey together led them to move to Charlotte where they lived for 10+ years, and now they are back in NY where their American journey began.

Through laughter and connection, my conversation with her carried me at an emotionally challenging time. It gave me pause and respite from all that was happening that week. Yet, I had completely forgotten about our meet-up.

After the conversation, I jumped back to that week’s reality, a week of successfully meeting deadlines yet filled with heartbreak as I mourned my dog. The conversation didn’t register until I had already published my previous CWJ write-up, realizing afterward that this conversation had proceeded that one, making this CWJ #86 not #87.

The takeaway? That I have a horrible memory. Kidding! When we are drowning in our reality, take pause and look for the moments that can carry us forth, from having a conversation with an old friend to taking a walk or going for a run. Look for those moments even if you forget them afterward.

#79 Coffee with John, Virtual Edition

Gratefulness comes to mind as the takeaway for this installment of CWJ.

I am blessed to have family, friends, and people in my life that genuinely care and have and continue to be there for me and my kiddo with their love, kindness, and friendship.

My coffee mate for this round is among those special angels. She is my cuña, my sister-in-law. Over the years, we have gotten along well. What truly solidified our bond transpired a month or two before Lari – my wife, her sister – left this plane to roam and dance in the outer cosmos.

Leaving her family and hectic life back in Florida, my cuña came on separate times to spent time with us, helping us while we were in the thin-and-thick of things. Aside from helping with the day-to-day functions of the house, more importantly, she was there for Lari, my kid, and myself.

During those separate occasions, we shared moments of laughter amid a difficult period for all of us. The bond she built with my kid at the time continues today. The following summer after Lari passed, she and her family took my kid on a vacation to the Dominican Republic that he still recalls fondly.

All those thoughts and more came to mind last week or so when we shared a conversation over coffee for an “official” CWJ.

I was left feeling grateful. Lean on the power of gratefulness and cherish those that bring that light into your life.

#70 Coffee with John – Virtual Edition

“Do you find a difference between virtual and face-to-face coffees,” I was recently asked. 

I have incorporated virtual coffees from the beginning of CWJ. Based on those experiences, my original answer to this question was that I didn’t know if virtual meetings would offer the intimacy that in-person meetings provide as virtual meetings can more easily shield you behind the comfort of your home and the technology.

Coffee with John #70 proved me wrong. The meeting was the first meeting with a stranger I met through the Bumble Bizz networking App. We had only exchanged texts through the app before our CWJ. 

What helped break the shield was a question she asked, taking me to an unexpected vulnerable spot. Honestly, I don’t recall the questions. All I remember was us having a typical, pleasant exchange you would have with a stranger anywhere.

Then, as we were wrapping up, she asked the question that changed the tone and created a deeper connection. I don’t know if it was because my wife’s anniversary was five days away or what but I had to control my emotions. I had not found myself in that spot in a long time.

My vulnerability provided the avenue for her to open up and share her journey caring for a spouse with an autoimmune disease, especially the challenges associate with that in a time of a worldwide pandemic. We both choked up and shared a moment of vulnerability, lasting perhaps seconds before we composed ourselves again. But that moment, and those like that, are the ones that show us our humanity.

My takeaway: you need to be willing to be vulnerable to let others in and to connect with others. We can pretend to put up shields to protect us from past hurts and experiences but to what price? Be vulnerable and be willing to take risks.  

#62 Coffee with John

“I am more than I have shown you and more than you are willing to see. Let’s work our love and know each other more fully.” Mark Nepo

My first virtual Coffee with John since the lock-down/quarantine began I shared with a friend of more than 24 years. She is my sister from another mother. My Puerto Rican sista!

This woman has had my back more times than I can count. While in college, she saved my ass countless times from starving with all of her extra meal points. My first official job after graduating I owe to her. If I had a Board Committee, she has been the Vice President, giving me advice, helping me when I have been down, and just being an incredible friend all throughout the twenty-plus years that we have known each other. Her acts of kindness have humbled me and, hopefully, made me a better friend to people.

The takeaway after our three-hour conversation is that there is not enough time in a lifespan to truly know someone. Over the course of our talk, we discovered new things about each other. Nothing deeply revealing or shocking but just new facts and quirks, adding and enriching an already rich friendship.

We don’t let people see aspects of ourselves either because the opportunity never presents itself or we refuse for reasons that we only know. Also, we limit ourselves in seeing or truly getting to know someone because of our own blinders, fears, and stories we carry. The time to change that is now.

We are experiencing an incredibly challenging and taxing time in our history with uncertainty looming at every corner. If you can and are in a position to do so, I encourage you to get to know people in your life in a whole different way. You might never get a chance like this again in a lifetime. Get a book of questions to ask, spend more time with loved ones, and/or get lost in their worlds. Let them see you and let them freely express themselves so you can see them, truly see them.

My sister from another mother

#30 Coffee with John

Yesterday marked the first weekend I ever had a Coffee with John. Typically, I meet up with people during the morning hours of the week.

The weekends are the days to do the cleaning of the house, getting things ready for the week, attending this or that event, or just tackling some sort of project I have created for myself – organize this, paint that, or just catch up with work, if needed. Always something, right?

This weekend, for the first in a while, I didn’t feel like doing any of the above. I felt tired and I was not in the best frame of mind – just stuck on my own story, you know?

Now, was I looking forward to a virtual coffee on a Sunday afternoon? Yes, and no. Yes, because the person is someone I love dearly and had not spoken to them in many years. And no, because I was just feeling lethargic and irritated at the world.

The hour came and I am glad I got out of my head.

But that’s not the only takeaway. What kept popping in my mind afterwards was how we gamble with time.

We think we have all this time to have that coffee with an old friend; take that one class we always been meaning to tackle; undertake and conquer that alluding home project; visit all the places in our list of countries to see and experience; call that one relative you have been meaning to call in the last three months…the list is endless, as long as the excuses not to tackle them. We gamble and think we will get to those things, eventually.

Perhaps, we will. Maybe we will live for 100 years. Still, even then, I bet you, we will still have not done all the little things we put aside for no good reason.

Not to say that we all now need to get into a race against time, running wild with no regards for the future or our responsibilities.

That would be fruitless. All I can say is that we gamble with time. The irony is that we think we don’t have the time to do all the little things we say we want to do. So we just put them aside, for another more auspicious opportunity that might never come.

I don’t know if this is true but I remember coming across somewhere about certain cultures that treat each interaction with each other as if the last one, with no guarantee of a future meeting. For me, there is something beautiful about that.

Makes me cherish people more, appreciate the day-to-day, and push myself to get out of my own head to just do one of those little things I have always wanted to do or have meant to do. We all make our gamble with time.

Make it worth it.

#14 Coffee with John

November 13th

Today Coffee with John at my favorite local: my house.

The takeaway for today: love and hope can see you through darkness.

Amazing and inspiring to hear how people have overcome obstacles and the many challenges life throws at you at any given moment.

Coffee with John Carolyn