On the necessity of a hyper-critical day
Stay positive. We hear this from teachers, friends, partners, bosses, and doctors. I’m guessing even godfather Don Corleone said it once to his lieutenants. And there’s a reason for this hackneyed advice—99% of the time it works and works well. I hate working with a negative, irritating sour puss and I’m pretty sure you do to.
Now let’s talk about the 1%.
Not the wealthy 1%. The 1% of the time you should be critical and harsh in your
thinking. Once a year or maybe twice a year, clear your schedule for a hyper critical
day where all the stops are pulled out and skeptical/suspicious/unkind thoughts
are allowed. Why? Because most of us are basically good people and are
uncomfortable with highly critical thoughts. Much of this is subconscious,
which is why you need to designate a day for extremely critical, even
unpleasant thinking. It takes that to root out mistakes, bad decisions, excessive
trust in people, organizations, and businesses.
You have to get up and say “Well, self. This is the day. I give myself
permission to rain on the picnic and be nasty in my thinking.” Perversely, this
can be one of your tools to achieve the best outcomes in your life. Here’s some
examples:
- Vendors
are liars and cheats. Maybe they
really aren’t but on this day, you are going to think like that. Take your
invoices, whether personal or for your organization and view them with a
microscope, as if their intent was to nail you to the wall. In the middle 1990s I was director of
telecommunications for Enron. We negotiated a reasonably good deal with a
telecom provider and put the contract in place. One day I just happened to look
at some detailed bills and noticed that we were being charged a higher rate
than negotiated. How could this happen? There should be dozens of eyes on a big
contract. The problem got fixed.
- Vendors don’t
pay attention to detail. Around
the time of 9/11 I was in Detroit, working for PwC at an automotive industry
client. Being a “raw data” kinda guy, I asked for a printout of invoices from vendors.
Within five minutes we identified a $25K duplicate payment to “XYZ.” Same company, same amount, same invoice number,
same date. It was easy to spot. What happened? Some data entry person set up
(presumably by accident) vendor XYZ and another person set up X.Y.Z. as a
vendor. So the system saw two versions of the same vendor and didn’t flag a
double payment.
- Sales
people are predators. Once a new
car salesman told me, in his most sincere voice, that I just had to get a more
pricey model or face the consequences—I would have to remove one hand from the
steering wheel to change the radio volume setting instead of using a built in
steering wheel button. Sales people are not your friend.
- Salesy-stan
is not where you live. The best
sales people paint a picture of happiness with their product and bleak remorse
without it. Remember that you live in reality-stan. Be skeptical.
- Projects
are funded more by politics than what is good for the company. Jeff Bezos does not allow fancy PowerPoints for
a reason. It is too easy to distort reality. Add that to the natural tendency
to promote the VP’s hobby horse over a less flashy but more important support
project. Be suspicious of those who
sacrifice essential maintenance to pay for the next shiny thing.
- Look at your
own bills with a critical eye.
For example, your cell phone bill will almost always have junk you don’t need
buried in the details. Make them explain what its for. Every time I call about a billing
issue, I reduce my monthly cost.
- See any
prospective employer as an exploiter.
What aren’t you being told? Does the firm have a lot of debt? Frequent
executive turnover? Many negative expressions from previous employees? Are
offices too nice? Are you sacrificing hard dollars for the spectacular view and
fancy title?
All of this is extremely negative. I don’t believe what I said in bullets above is generally true. I have good friends who are vendors, work in sales, and serve as project managers. 99% of the time, you’ll be better off if you think positive thoughts about the people you work with. But take a day (don’t tell anyone!) and think critically, up and down your life and business, so you can root out some of the icebergs which threaten your success. And really, you don't have to tell anyone; just do it.

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