Business Escape
Part 1
At 35, I really was at the apex of my life so far - my wife Kylie of 5 years just had given birth to our first child. We had been married 5 years with many failed attempts to start a family - so the joy and relief to finally have kids had broken through. My career was also in full motion - a company I had founded a few years earlier had just been sold to a large software company based in Minneapolis. The acquisition made our young family millions, which helped securely situate our family in San Diego with live-in help to assist with the newborn. My wife decided to break from work to be a mom. My household was now run by women - you soon learn your position on the totem pole plummets as a dad with little use in the house. The sex was gone - it was all baby love 24/7 - which I loved overall. I definitely ignored my needs with family taking priority. As I was approaching my late 30's my hair and facial hair began to sprinkle in grey and overall between being in good shape, converting to gray and now having that confidence of success - it definitely didn't hurt the attention I'd receive from women.
On paper, my wife and I led the perfect life - dual careers, wealth, strong family bonds - and her and I's chemistry was all BFF, rom-com perfection. We genuinely got along perfectly - rarely ever fighting.
Long story short - I met my wife after years of running hard as a single guy in LA - swimming through every amazing flavor of female the City of Angels had to offer. I ran the circuit hard for 10 years - and when I was ready to settle down - Kylie was definitely at the right place at the right time. LA offered plenty of women who were sexually adventurous - but I believe my heart was searching for the ultimate mother-like figure. Someone who was smart, drama-free, easy-going, funny, willing to eat/drink with me and also wanted to build a family. I'm convinced it's under 1% chance to find that partner with EVERYTHING. The smart girl who will fuck you in public, make dinner for the family, let you watch sports for days, etc.
So even as we were together for 8-years (5 of those years married) - we really never found our groove in bed. I tried to pull in her to my adventurous, somewhat twisted, sexual mind - but gave up after a few years in convinced she just didn't have that sort of deviant wiring. And in a way, I became fine with that.
But after months of unintentional neglect - the business world came calling. After the acquisition, the parent company decided they needed to parade me around the country to their largest customers to introduce our innovation. This really turned out to be a great way to escape the boring family life, though sadly it usually ended up in cities that weren't too exciting.
Late winter a couple large brands based outside of Chicago were interested in learning more about our company, particularly the new acquisition. The parent company had over 20,000 employees and would dedicate a full team of experts to each major branded customer.
Weeks before the meeting, we had a number of calls to discuss the strategy and overall planning for the meetings. The team who was assigned to these meetings included Janet, a woman based in Nashville who was the team lead - Morgan, a young guy based in Seattle who was a junior marketing manager and Camella, a junior sales specialist based in New York City. Janet was a savvy veteran who had been at the company for over 20-years - she organized everything and was super excited to be bringing me into the customer relationship, which she had led for 10 plus years. After a few calls getting to know each other and our product - the team really opened up and showed their true colors, which were a bunch of funny, smart, witty and overall hungry to succeed professionals. I could tell they also liked to party a bit - both Camella and Morgan often would talk about their partying weekends and how wrecked they'd be on our early morning calls. Morgan seemed genuinely curious about my entrepreneurial background and would always pull our conversations into questions about how to start companies. Camella I believe was jockeying to get hired directly into my side of the company, which operated separately from the parent company, as she could sense our new product would generate a ton of attention from the market. You could tell quickly that she was wildly ambitious.
The big meeting was scheduled for a Wednesday morning and unfortunately Janet couldn't get the second meeting scheduled for late morning on Thursday, which meant I would have to be there two nights. Even though I enjoy escaping the family - I typically liked to be efficient with my trips and only do one night with as many meetings packed into one or two days. Staying in shitty cities in shitty hotels weren't really my jam - plus my body didn't take well to long flights.
The plan was to have us all fly in Tuesday to meet up for dinner to huddle one last time before Wednesday's meeting. We were all staying in some huge Marriott in a bit outside of Chicago. The plan was to meet up at 6pm at the lobby bar.
My flight was an early takeoff and had some wild turbulence, which forced me to pass out for most of the flight. Sleeping with my head tilted ended up giving me a kink in my head, which hurt like hell. I arrived into Chicago around 4pm and checked into the Marriott around 6pm after battling nasty traffic getting out of Chicago. As I mentioned earlier, I'm really not a great traveler as I get banged up with flying and sitting in the back seat of taxis - it usually takes me a solid day to recover after long flights. I dropped my bag off, drank a ton of water, splashed cold water on my face, brushed my teeth and took off downstairs to the lobby.
Besides Linkedin pictures, I really had no idea what to look for in searching for the 3 people I was meeting. The place was packed with the most stereotypical business traveling audience - really like straight out of a movie set. The place was loud, smelled like booze, but you could feel the electricity of people enjoying time away. I've always loved observing people away on business - they tend to go balls-to-the-wall wild for those nights away.
I saw from a distance a table of 3 and thought I had recognized Camella and Janet. I was immediately drawn to how beautiful Camella was - much much more attractive than I had anticipated. She had long black hair pulled back, wearing a tight sweater with nice sized breasts, and a near-perfect ass in yoga-like pants. Her overall look was exactly my type in the old single days - I immediately knew gravity would take its course here. Janet had a sexy cougar-like vibe going - lot's of jewelry, hair well-prepared, dressed unusually nice for a casual meet-up and was talking up a storm. Tons of hand movement, big pearly white teeth - you could tell this lady was a professional sales person. Morgan looked like a super nice guy who got dragged out to this meeting - very sort of indiscreet look, but had a lean, clean-cut look working for him. My guess is he was gay - but you never know these days with men overall looking much cleaner-cut and fit.
I walked up to the table and introduced myself and ignited an immediate chemistry with all three. We all hugged and talked about how excited we were for the meeting tomorrow. Janet immediately demanded the waiter get me whatever I was drinking. They were all drinking cocktails - so I ordered Tito's on the rocks with some stuffed olives. Two of those usually get me situated for a night.