All in Entrepreneurship

The Things We Say

This is going to come out wrong but sometimes I feel the worst thing you can do is tell someone that they’re doing amazingly well.

Now, before you react, let me explain. I’m not suggesting it’s a bad thing to recognize great performance by someone you work with - I think that’s absolutely essential. I’m also not suggesting that we shouldn’t be positive or motivational with family, friends and colleagues - it’s important that we help each other along positive intent and actions.  

War Stories: Turning Down Michael Jordan's Bulls

The year was 1995 and I’d just started in Management Consulting. Those first few months were interesting, exciting and (very) busy. I hadn’t been staffed on a project as yet, so I busied myself by helping several partners with proposal development and pitch work. That involved lots of research, coordination of different perspectives and inputs across the firm, and plenty of deck preparation.  

As a result, the hours were long. A typical day started at around 8 am and if I wrapped up by 9 or 10 pm, that was a ‘good’ day because it meant I could get a decent night’s sleep.

Freedoms We Miss (Or So We Think...)

“I remember perfectly well what life was like before (having my own kids). Well enough to miss some things a lot, like the ability to take off for some other country at a moment's notice. That was so great. Why did I never do that?

See what I did there? The fact is, most of the freedom I had before kids, I never used. I paid for it in loneliness, but I never used it.” - Paul Graham

What's In Front Of Us

(SPOILER ALERT: While I’m not specifically giving anything away in this post, I do reference a key quote from the movie “Ad Astra”. If you haven’t seen the movie and plan to, you might want to skip this post until then.)

Long flights are pretty much the only place I catch up on my movies, and my recent international trip was no exception, when I caught up on the Brad Pitt film, Ad Astra. (Reviews are mixed but I found it to be exceptional.)

Jack Of All Trades - And The Bit We Don't Hear

There’s a perennial debate about the value of generalists versus specialists, that is, are we better off as generalists or should we all work to become specialists. We all tend to have a particular view as to which one is actually better, certainly from a career development perspective. And usually our point of view is encapsulated in a popular figure of speech - or at least the portion(s) of it that we quote, to serve our case.

If we believe in the generalist approach, we like to use the term “Jack of all trades”, as in “She’s so versatile, she’s a Jack of all trades”.

What We Do With Fear

I’m trying to get my head around the psyche of successful people when they’re pursuing a specific, ambitious goal. Not specifically about the actual goal that is set, or the process of going after that goal (the breaking up of it into manageable chunks, the diligence to work on one bit at a time, the refinement and redirection as you learn from each specific execution, etc.). Rather, the mindset that these folks have as they work to get what they want.

This Is Where It Begins

As it’s the start of a new year (and for some, a new decade, which it isn’t but let’s just go with it), there’s no shortage of articles, online or otherwise, about making a fresh start, doing the things you always wanted to do and becoming who you want to actually be. I’m 100% onboard with all of those goals and if that’s what your plan is for 2020, then more power to you.

That said, there is a foundational requirement on this path to self-actualization that I think gets missed, and that is, that in all the positive, rah-rah emphasis of doing what we want, we miss the basic stock-taking that …

New Years And Starting Again

New years are always, conceptually at least, a time for new beginnings. A time to reboot and do all those things we didn’t get done last year (or the year before), that we’ve been meaning to do for so long and finally become who it is we really want to be.

As exciting as that prospect is, it also tends to come with no small amount of historical baggage: the stop-starts of prior years, the past attempts that didn’t last beyond the month, the changing personal circumstances that make specific choices harder than they would otherwise be.

Stuff I Can’t Understand When I Travel (Continued)...

I rent cars pretty frequently when I travel, whether for work or for pleasure. When I do, the rental agency has me sign off on the various terms of the agreement. 

Will there be any additional drivers? Did I want their insurance coverage or did I have my own? Did I want to take advantage of their fuel option or would I prefer to fill the tank myself prior to return? All pretty standard stuff. 

But sometimes, that last question takes a little twist.

What We Know

“If you wish to improve, be content to appear clueless or stupid in extraneous matters." — Epictetus

I’ve been turning this quote over in my head for a long while now, and there’s something about it that resonates incredibly strongly with me. 

The trouble is, I can’t quite figure out what.

Is it suggesting that if we are focused on becoming expert in a particular area, we mustn’t be afraid of appearing stupid or unknowledgeable i.e. that we’ve figured everything out already…

We Aren't Mr. Spock

The thing about giving advice is that it’s super easy to do at a distance. You can look at the options in a cold and calculated fashion, weigh up the pros and cons, and make definite judgements about the right path forward.

We see this firsthand in any education forum - specifically, business schools like those I studied at - where the case method is utilized. You study a specific situation, whether it’s related to people, strategy, operations, etc. You analyze the variables based on the information available. And then you make a logical, rational decision on what it takes to solve the specific problem at hand. Easy stuff.

Owning Your Ground

In my last post, I talked about the importance of avoiding stasis in your strategy, that being comfortable with the middle ground is a straight path to irrelevance. Maybe not today, but certainly someday.

So a response - an active, progressive strategy to do something is absolutely essential. It’s essential to be on the front foot and proactively define a clear plan for continued success.

That doesn’t, however, have to mean going after the big boys head-to-head. It doesn’t necessarily mean trying to become THE market leader. 

Stasis Is Not A Strategy

We tend to think of the middle ground as a safe space to be in. You’re not out on a limb at the bleeding edge, but you’re also not trailing the pack. There’s no bloodthirsty Coke versus Pepsi battle at play, but you’re also not spending your days fighting for survival. 

It’s tempting to get comfortable there. You simply play your position, fight with other ‘middle of the road’ brands and focus on the ‘middle of the road’ customers

The Thing About Relationships (Part 2)

In my last post, I included an excerpt from a post by David Whyte that spoke to how enduring friendships are based on a measure of forgiveness and an acceptance of our own imperfections.

That same post also spoke to how our friendships act as a window into our lives:

“The dynamic of friendship is almost always underestimated as a constant force in human life: a diminishing circle of friends is the first terrible diagnostic of a life in deep trouble: