Annual Gifts
Some of my Blog Posts
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Sam Zell, My Mentor (and His Two Final Gifts to Me)
May 23, 2023
Entrepreneurship
Life
Sam Zell was an iconoclastic risk-taker, adventurer, contrarian, industrialist, and quite simply one of the great entrepreneurs of our time. For me, Sam Zell was my mentor. And less than two months before his passing, he gave me two precious gifts.
GENERATION: RE – The Official Nomination
March 23, 2023
Business
Life
Every generation is given a name – some more accurate than others. Consider this my nomination for the official name of the emerging generation (those born in 2000 to today): Generation:RE “What’s in a name?” mused Shakespeare. Demographers create generational groupings to examine economic trends and social changes over time. These groupings take on names, some […]
9 Takeaways from 9 Years of Chicago Ideas
October 28, 2020
Entrepreneurship
The foundational design of Chicago Ideas is in sync with these times in which we find ourselves.
Two Pillars for Effective Remote Work: Asynchronous Clarity & Visible Value
October 22, 2020
Business
Life
We are ten months into this everlong 2020. One hundred and thirty years ago, a German playwright first coined the phrase “Spring Awakening” as the title of his breakthrough play, first performed in 1891. It’s a phrase that comes to mind. It’s lingered in mine since March. This fall, our world is still awakening from this spring, although the “what” to which we are awakening is still not yet clear.
Being “In Integrity” with Yourself and Others
October 06, 2020
Life
I first learned about integrity from my parents, often in reaction to testing the rules — in particular, I remembered “borrowing” something from home and taking it into my third-grade classroom for show-and-tell, mistakenly leaving it at school, and then claiming ignorance of its whereabouts.
How We Overcomplicate Getting Better
September 30, 2020
Entrepreneurship
I’d like to propose playing a game at work. For the sake of naming it, let’s call it the “Get Better At” game. The rules are simple: 1. Find a specific area/activity in which you or the team you’re a part of can get better. 2. Immediately develop a plan to get better. 3. Get on with it!
5 Tools to Learn How to Learn
September 15, 2020
Education
Entrepreneurship
It’s been said that teaching is the art of awakening the natural curiosity of the mind. But how to teach best, and what lessons are the most valuable? Winston Churchill said “I am always ready to learn although I do not always like being taught.”
3 Challenges Data Science and Shale Production Share
September 14, 2020
Business
Technology
Like shale production, data science is challenged by extracting, refining, and controlling the input that makes it productive. If data is the new oil, it’s a lot more like shale than fresh crude.
Beware of the Apostrophe Ts
September 10, 2020
Entrepreneurship
Life
I’ve been in the groove of a morning habit. For a few minutes when I wake up, I try to just sit in bed and think. Not that long — but enough time to give some consciousness to my unconsciousness (a/k/a my dreams) and see what comes to mind as I greet the new day. One of the first mornings practicing the habit, something came to mind that I immediately wrote down: “beware the Ts — ask why.”
Interview Someone You Love
September 03, 2020
Entrepreneurship
Life
Of course, you should also interview your colleagues (whether you love them, like them, or barely know them). And there are lots of other people in your life, I’m sure, with whom an interview would open your mind, open their heart, and open new possibilities. But let’s start with an interview — your interview of someone you love.
Why We Must Learn the Other Montessori Method
August 31, 2020
Education
Maria Montessori saw clarity through the noise. The noise — decades of education to teach her about how to preserve the order of so many things, a level of education that would clutter most brains and leave people with little room for originality and creativity.
Long Live the New (and Improved) Corporate Org
August 21, 2020
Business
The corporate matrix is dead. As the coronavirus crisis has set in, workflows are transitioning to asymmetric and entrepreneurial teams, especially at tech companies. Many organizations elsewhere have failed to get rid of the corporate matrix. The matrix creates dual reporting relationships for a single employee — one functional, one product-oriented.
9 Decision Biases & How to Control Them
August 17, 2020
Business
Entrepreneurship
Life
I can tell you one thing for sure — I have made lots of mistakes. Lots and lots of them. And that’s where the fun really happens — as an entrepreneur, the fun is trying to figure out which moves are mistakes, and which are logical and rational steps towards something valuable and important.
Why You Must Prioritize a Quick No
August 10, 2020
Business
Entrepreneurship
Life
No. That’s right, “no.” And quickly. Ok — I know I’m in Jeopardy format. So, the question is this: “What’s the next best thing to a quick yes?” A quick “no” is not easy, but it’s necessary. To be impactful and purposeful with collaborators, prioritizing a quick “no” is the next best thing to a quick “yes.”
What Is Your Mindset?
July 22, 2020
Entrepreneurship
Life
You’ve heard it over the years from parents or perhaps from teachers: “you can do anything you set your mind to.” It’s interesting that the reference in the saying is literally about “setting” your mind.
Bad Data Leaves Money on the AI-Enabled Factory Floor
July 08, 2020
Business
Entrepreneurship
Technology
Opportunity & Unrealized Potential. Manufacturing industries are failing to capitalize on the tremendous potential of artificial intelligence and machine learning. While some may blame the limits of technology, a dearth of data science talent, or the resistance of workers rooted in inertia, the root cause of the friction is a lack of data integrity.
Four-and-a-Half Rules You Must Break: A Message to 2020 Grads
June 15, 2020
Education
Entrepreneurship
Life
Class of 2020, I’m here to tell you that you need to break some rules. But first I’d like to tell you about five monkeys, a group of scientists, an experiment. And some bananas.
Appreciation: The Common Thread of Commencement
June 03, 2020
Education
One of the greatest graduation speeches of all time (in my humble opinion) was delivered by the late author David Foster Wallace to the Kenyon College class of 2005.
Out of Many, One
June 03, 2020
Life
In this moment, one truth arises above all else: Black lives matter. I do not claim to understand the experience of being Black in America. I do, however, claim to care that the experience of being Black (or any skin color, ethnicity, or orientation) in America should bring with it the same rights and privileges and protections and treatment as that of being white.
The Golden Links of Destiny
April 28, 2020
Life
I believe we humans are far too often guided (and, sadly, irrationally crippled) by fear or by a default setting pointed towards ‘longstanding tradition’ (which often proves baseless).
What I’ve learned about scaling a Platform company
December 05, 2019
Business
Education
Entrepreneurship
Technology
This month, Uptake signed the 20th partner in our Platform ecosystem. These collaborators range from companies that maintain some of our country’s largest manufacturing plants to providers of edge devices for our leading utilities.
An Even Better Education: Learn How to Learn, Not Just What to Learn
November 20, 2018
Education
Entrepreneurship
Teaching is the art of awakening the natural curiosity of the mind. But what lessons are most valuable? Most of our years in classrooms consist of listening, memorizing, regurgitating — and then repeating that cycle. So I ask — were you taught how to learn?
How Can You Be More Creative? Embrace Daily Rituals
October 12, 2018
Life
I’m fascinated with rituals. While habits are defined as “regular tendencies or practices,” rituals represent a higher level activity, “a solemn ceremony consisting of a series of actions performed according to a prescribed order.” Whether or not you realize it, your rituals are part of your secret formula for getting stuff done—and doing it well. Your rituals help define you—your beliefs, your activity, your soul.
Future of Jobs
September 10, 2018
Business
Life
Charles Darwin would have a lot to say about how humans will adapt to this Fourth Industrial Revolution. For one, I believe he’d tell us that we’ll evolve.
3 Hacks To Save Time And Energy
August 07, 2018
Life
Thomas Thwaites set out to build a toaster from scratch. (Photo Credit: Daniel Alexander.) I believe everything can be done faster and better, period. If you’ve ever spent time with me you would probably know that.
The next generation of U.S. global leadership in innovation will require closer collaboration between Technology and Defense
July 18, 2018
Technology
Driving on the freeway in the Bay Area today, you might find yourself surrounded by autonomous cars and trucks. Many people associate driverless vehicles with big tech from the West Coast — Uber, Google, and Amazon, to name a few.
Survival of the (Digitally) Fittest
June 11, 2018
Entrepreneurship
One the first American industrial magnates was also one of our first self-made entrepreneurs. He was a ruthless businessman, eliminating his competition by drastically reducing costs and cutting shrewd deals.
Technology is Solving the Wrong Problems
June 08, 2018
Technology
FaceTime with 32 friends, updates to Siri and a walkie-talkie on your Apple Watch are just a few of the feature update announcements coming out of Apple’s World Wide Developers Conference this week.
Dr. Irwin Adam Eydelnant: 4 Insights from the Mind Behind the Museum of Ice Cream
May 18, 2018
Entrepreneurship
Life
Dr. Irwin Adam Eydelnant, Founder & Creative Scientific Director of Future Food Studio and BEVLAB, is changing the way we think about food.
AI For Good…Maybe a Little Hope?
May 12, 2018
Life
Technology
As someone who lives on the front lines of AI at Uptake, I hear those terms and I react with optimism. Here’s why. Artificial intelligence (“AI”) and Machine learning (“ML”) are being used to do good. You might not read about it in the headlines, but it’s happening.
Tech must address problems of consequence, not just convenience
May 10, 2018
Technology
Americans are falling out of love with the tech industry. We shouldn’t be surprised. Positive news coverage of the tech sector declined from 60 percent to 16 percent between 1986 and 2013, according to a study last year by the Information Technology and Innovation Foundation.
The Upside Podcast – Dr. Irwin Adam Eydelnant: There Are No Rules
May 09, 2018
Entrepreneurship
Podcast
Dr. Irwin Adam Eydelnant is a food design technologist known as the “Willy Wonka of Toronto.” As founder and principal of the Future Food Studio, he spins up out-of-this world experiences that have changed the way we interact with and experience food and drinks. And, unless you’ve been taking a hiatus from social media, you’ve surely heard about one of his most famous projects, the Museum of Ice Cream, where he served as founding partner of the museum’s NYC launch.
The Upside Podcast – David Axelrod: What Baseball & Politics Can Teach Us About Culture
April 25, 2018
Life
Podcast
Sports
David Axelrod has been hailed a political mastermind. A former newspaper reporter-turned-political strategist, David has worked behind-the-scenes on more than 150 campaigns. His most famous client? President Barack Obama. From 2004-2012, David helped the President to three victories: the 2004 Senate race, the historical 2008 Presidential election, and his 2012 re-election, where he served as chief strategist and media advisor. Today, David is the director of the Institute of Politics at the…
What Baseball & Politics Can Teach Us About Leadership: 4 Lessons from Political Strategist David Axelrod
April 25, 2018
Entrepreneurship
Life
Sports
On October 27, 1960 in New York City, five-year-old David Axelrod went to see John F. Kennedy on the campaign trail in Stuyvesant Town at the corner of 21st and 1st. As he sat on top of a mailbox and watched the young presidential candidate speak to the crowd, he had a sense that something big was happening.
The Upside Podcast – Sarah Feinberg: Lessons from the White House to Silicon Valley
April 10, 2018
Entrepreneurship
Podcast
In the second of The Upside’s series with political disruptors, Brad chats with Sarah Feinberg, former chief administrator at the Federal Railroad Administration (FRA). From the Hill to the White House to Silicon Valley and back, listen in as they discuss what she’s learned during her unique career. Feinberg – one of Uptake’s advisors – shares what it’s like to be inside the White House “situation room,” mitigating potential crude oil train disasters at the FRA, and influencing Silicon…
The Upside Podcast – Arne Duncan: Reimagining Chicago
March 29, 2018
Life
Podcast
In the first of The Upside’s series with political disruptors, Brad learns about the big item atop Arne Duncan’s bucket list, the cause he believes to be the “ultimate non-political bipartisan issue,” and what it’s like to play basketball with President Obama. The former U.S. Secretary of Education shares his take on the future of learning: from leveling the technology playing field to streamlining college applications, and why we’re long overdue for big-time disruption. And, why data…
Building a Bucket List of Consequence: My Conversation with Former Secretary of Education Arne Duncan
March 27, 2018
Education
Life
A few months ago I sat down with Arne Duncan for a conversation on The Upside. He’s well-known as the former Secretary of Education under President Obama, and as a pragmatic leader who spent his career pushing for innovation and positive change for students – a sometimes daunting task.
College Basketball Doesn’t Just Build Character, It Reveals Character
March 22, 2018
Entrepreneurship
Life
Sports
So said Marv Levy, the Hall of Fame NFL coach (and native Chicagoan). With the NCAA basketball tournament well underway, my version of that insight is this — college basketball doesn’t just build character, it reveals character.
Rewarding Brilliance, Creating Failure (and Innovation)
February 15, 2018
Entrepreneurship
Technology
In 2008 and 2009, coders, mathematicians and at least one psychologist became singularly focused on one problem: Improving Netflix’s recommendation algorithm.
The Fourth Industrial Revolution Empowers People -Not Machines
December 01, 2017
Entrepreneurship
Technology
Today, the World Economic Forum (WEF) named Uptake a Technology Pioneer, an exclusive list of 30 of the most innovative companies globally. Our company joins the ranks of Google, Twitter, Airbnb, and Mozilla.
Down, But Not Out: How Artificial Intelligence Will Save Industry From its Costliest Challenge
August 20, 2017
Technology
One of industry’s biggest challenges is also its most expensive. Downtime is a multi-billion-dollar problem that’s continuing to grow larger and more complex. It’s an increasingly important issue facing global companies in today’s connected world.
Make Love and Belief Interchangeable
March 20, 2017
Life
It’s rare that someone will question your love for your own children, but 10 years ago my friend Brandon did just that — and it changed the way I view my relationship with my daughters — now ages 15 and 16 — forever.
Best Advice: Change the Game
March 01, 2017
Business
Entrepreneurship
Life
When Jeopardy! producers told Arthur Chu he’d been selected as a contestant, he knew he wasn’t ready. But instead of giving in to eventual defeat, Chu hunkered down and began scouring the game show’s forums, watching — and rewatching — classic episodes on YouTube and even turning to IBM’s Jeopardy! contestant, the computer Watson, for inspiration.
The Internet: Turning Lemons into Lemonade
March 01, 2017
Entrepreneurship
Life
Technology
Used car dealers get a bad rap. Sure, they have enshrined themselves in our society by their cheesy commercials, their sometimes sleazy business deals and, not to mince words, the often shoddy cars they offer for sale. But really, that’s not the fault of the car dealers — it’s human nature. A quirk of behavioral economics — the lemons problem, to be exact.
The Ultimate Entrepreneurial Risk: Student Debt (Flipping the University: Part 2)
February 05, 2017
Education
Entrepreneurship
Investment
Life
In 2012, a team of ex-Google employees decided to launch their own company: a venture capital firm of sorts with a twist called Upstart. While traditional venture capital structures give funding to companies, Upstart’s financial backers monetarily support individuals. All they ask for in return is a share of future income.
The Next Cinderella Story
January 07, 2017
Business
Life
Sports
One of my favorite sports teams is not one you’re going to see game highlights of on ESPN’s SportsCenter. In fact, you’ve probably never heard of them. The 2006 Redwood City 7th- and 8th-grade girls’ basketball team, however, is the stuff of modern sports legend.
In an Automated World, Human Connections Can Still Thrive
October 22, 2016
Life
Technology
By Brad Keywell and Adam Waytz, Associate Professor at Kellogg School of Management at Northwestern University.