I lost count, somewhere around the age of 25, how many times people have stated, “There are not enough hours in the day!” or some similar saying to it. There may be no other saying I hate more than this one, I don’t even think there is a close second, well except “Sorry dad, I forgot to do my homework!” when we are on the way to school. I am going to mix in some math, some logic and some opinion. …


On Saturday, May 29 the Commonwealth of Massachusetts will be lifting all restrictions on businesses relating to capacity limits, meaning all businesses can open as if we are back to February, 2020. That seems like 20 years ago to me, not sure about you. If you want to hear/learn about changes to mask policies, sorry, please google it, I just want to talk about businesses reopening.

If you are a business owner or executive, please identify the best way to get your employees out of the house. You may need to push or nudge a little, but it’s ok. I…


The original Murphy’s Law reads: “If there are two or more ways to do something, and one of those ways can result in a catastrophe, then someone will do it.”

Adobe, 2013 up to 150M customer records including credit card information hacked.

Equifax, 2017–150M records including SSN/DOB hacked.

Puzzling, Marriott 2014–2018, yes correct, it went undetected for 4 years, even after their Starwood Hotel acquisition and lead to 500M records being compromised over that period.

Solar Winds, 2020 — Data breach undetected for up to 9 months, including the US government, UK & European agencies.

Microsoft, 2021–30K customers still using…


Before I get into the meat of the discussion, I wanted to go back to where it all started — Cloud Computing. Did you know, the first known mention of cloud computing was by former Google CEO Eric Schmidt in August of 2006, 15 years ago. Seems much longer than that. Who doesn’t remember in the late people at the office talking about cloud, having no clue what it was all about, unsure if it was the weather or some new CIA project.

Now, I think most understand it as paying for the availability of data storage and computer power…


Honestly through pure accident, my involvement in M&A happened really early in my career. I was able to learn a lot about it, be in the middle of many deals, and see the good and bad of deals. In thinking about this, I realized I have been a part of a couple dozen transactions on all sides of the isle — seller, buyer & spin off’s. I get it, you may be reading this and saying, a couple dozen, we did that last year. …


Even I was debating on whether to put this as my title. Now I know why editors of newspapers and magazines get paid so well, what will catch your eye. Well hopefully this will catch yours and my daughter won’t cringe.

First, I will explain the Lambie. I have three unbelievable daughters, ages 14, 12 & 10. My 12 year old, at/near birth received a white, stuffed animal lamb for a gift. You can go back to pictures of her early birthdays through even recently and will find that stuffed animal in many of them, somewhere in the photo, her…


I want to start off by saying this piece is not meant to make light of the pandemic we are in or the risk this disease could have on anybody, especially those with preexisting conditions as defined by the CDC. About 185K Americans have had their deaths classified as caused by COVID and that is not a lightly taken statistic by this author. Also if anyone spent time watching either of the recent political conventions, while both sides disagree on path forward, I didn’t hear anyone argue that this disease is not real and should not be taken seriously.

Having…


Yankees-Red Sox, Leftie-Righty, Dems — Repubs — Relax, none of these topics are for today’s discussion. Let’s keep it simple.

Today we are talking about the below picture, whether it resembles your iPhone screen or whether it makes you a little queasy just looking at it. Which side of email management do you lean toward?

I don’t know if the divide started amongst friends, co-workers or spouses. And I certainly know, from polling about 50 people’s phones for this blog, there is no one in the middle. You either are diligent in reviewing incoming emails or you have given up…


Between 1995 and March of 2000, the internet went from something we all heard about to something we all couldn’t live without. Similar to AI & Machine Learning of today, then companies built on dot-com websites were all the craze and investors jumped in headfirst. I remember as a young accountant hearing all about new valuations based on intangible assets, customer lists and website hits. Nasdaq, a breeding ground for internet companies, rose 400% during these 5 years. However by October, 2002, the Nasdaq fell 78% in what today is known as the dot-com bubble, and many companies crashed and…


Is this 1950 or 2020?

When the pandemic first exploded in mid-March all of us were worried about the health and safety of everyone around us. When we were able to turn our attention back to business “Cash is King” was the focus. And with that, at least my company, we discussed how we will handle checks in the WFH environment. Yes, it is 2020 and we were still worried about those small pieces of paper that the US economy still utilizes everyday in massive amounts. How would we successfully print and sign them? How would we get to the mailbox at our office in…

Chris Caprio

I enjoy being a CFO. I enjoy working in the Tech space a lot. I really enjoy being a Father. Numbers and Stats matter.

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