Posts in News

The Founder Equity Split

Michael Siebel of Y-Combinator wrote an excellent blog on equity splits among founders.  I love some of the points he made and they cannot be underestimated.  The conversation about splitting equity will help you have a conversation that helps founders learn …






ROI on Entertainment Spending

When things get tough inside companies, one of the first budgets to get hacked is entertainment. It’s an easy hack. One of the reasons it’s an easy thing to cut is there is virtually no data-driven metrics around it. “Hey …






No Occupation Is Immune From Automation

When I speak to students at Universities about entrepreneurship and what I am anticipating for the future, we eventually talk robots, artificial intelligence and machine learning.  Those three things are going to put a lot of people out of jobs. …






Things That Make You Go Hmmmm

A lot of the time during this process, I am on my computer reading stuff. We talk. We have moments of intensity. Then, we retreat.   My father in law passed yesterday.  Hospice people are really great.  One of the …






Trump Loses on Department of Labor Law

“With or without regulation by the federal government, the principle of ‘clients first’ is here to stay.” – Jack Bogle When I read the Department of Labor was wading into financial regulation, my first inclination was dread.  I didn’t trust …






It’s Simple To Care of Your Gluten Free Friends

This Sunday is the big game.  Super Bowl.  It’s become something of a national holiday.  Of course, I will be in Detroit, Michigan playing in Sam’s Game.  Read about it here.  But, I was thinking about how America entertains for …






When Stuff is Fake

There is a lot of discussion of fake news these days.  Welcome to the world of entrepreneurship.  A lot of people follow the “fake it till you make it code”.  I think it invites trouble.  There is a big difference …






A New World In Commercial Real Estate

When we were raising our fund, I still made a couple of angel investments.  One of them launched their platform yesterday.  Build Truss is going to disrupt the commercial real estate market. The low end of the commercial real estate …






Prognosticators Breakfast

Yesterday I had the pleasure to be invited to the Prognosticators Breakfast at my club. I am a member of the University Club in Chicago. It’s a great club downtown at Michigan and Monroe across the street from Millennium Park. …






Where Can You Find Me?

For the next few weeks, I am going to be hanging out a lot at Nextspace River North in Chicago. We recently lost our space manager there and need to hire a new one. My wife and I worked there …






The First Close

When I co-founded Hyde Park Angels, I did it with the hope of eventually doing a fund.  I saw the writing on the wall for pit trading where I had made a living since 1986.  Little did I know how …






Before You Get Too Cheery About the “Trump Rally”

I subscribe to the Tastytrade newsletter and read it every morning.  I don’t always agree with them, but they always have some interesting ideas and things to think about.  Being an old trader, I always keep an eye on the …






If You Are A Bitcoin Developer, Don’t Walk, Run To Chicago

Yesterday at a Chicago Blockchain conference, the state of Illinois made a presentation. Illinois is going ahead with an expansive Blockchain initiative. The idea is to work with them to get the right amount of regulation. In other words, during …






Accepting Failure

One of the hardest things to do is accept failure.  Humans are generally competitive.  We like to win.  Intuitively we know that everyone shouldn’t get a trophy.  Sometimes other people do better than us.  We know it deep down inside, …






The Upstarts Are Coming

Brady Dougan is starting a merchant bank.  “What’s a merchant bank?”, you might ask if you didn’t know about financial services prior to 2000.  Merchant banks were mostly consolidated after the repeal of Glass-Steagall. Dougan was the former CEO of …






Repeal Dodd-Frank; Repeal Sarbanes-Oxley

One of the reasons we had the election we did was that people all over the United States are hurting economically.  It doesn’t show up in broad government statistics.  But, I have travelled all over the country and seen first …






The Election and Your Startup

I have been reading various posts from Venture Capital partners about “Trump and your company”.  Since I am out of step politically with 99% of the VC community, I have a much different take on the election. First, elections generally …






There Is Hope

I was reading Peggy Noonan’s column this morning.  I don’t always agree with her, but she is a terrific writer.  Very thoughtful.  One thing she wrote today stood out to me. When asked to describe the America they want, they …