Category: Ezra Galston

Enough With the Award Shows Already

[I originally authored this blog in early 2018 and elected not to post it at that time. Over the past two years, unfortunately, nothing has […]

Continue reading

The Mentorship Delusion in Secondary Markets

I was listening to Steven Galanis, CEO of Cameo’s, interview on the Tech in Chicago podcast last week and one thing in particular stuck out […]

Continue reading

Kraft Heinz and Why The D2C Revolution May Be Bigger Than You Think

Late last week, Kraft-Heinz, one of the largest global food conglomerates reported disappointing earnings, admitted to an SEC investigation, and wrote down the value of […]

Continue reading

Kraft Heinz and Why The D2C Revolution May Be Bigger Than You Think

Late last week, Kraft-Heinz, one of the largest global food conglomerates reported disappointing earnings, admitted to an SEC investigation, and wrote down the value of […]

Continue reading

Dressing Down the FarFetch IPO

Earlier this week, UK based FarFetch filed to go public, with media experts expecting an ultimate public market valuation above $6B. You’d be forgiven if you actually […]

Continue reading

For Love of The Product

Although it’s rather topical to mock Silicon Valley for its “elevated” housing prices, shortage of UHaul vans, and celebrity investors, there are some things that […]

Continue reading

Game On! (Well, Sorta…Maybe?)

Monday, in a mostly expected move, the Supreme Court struck down a federal ban prohibiting sports betting. The move opens the door for states to […]

Continue reading

Double Clicking Arteen’s Marketplace Calculator

Earlier this week, Arteen Arabshahi at Fika Ventures released his Marketplace Calculator, which is a framework his firm uses to assess two/three sided businesses, with […]

Continue reading

Thank You: On Leaving Chicago Ventures

The last six years have been the most exciting, important and fundamental of my life. Over that period, I graduated from business school, was blessed […]

Continue reading

The Future of Government (A Primer on Masternodes)

Happy new year everyone! As many readers know, I’ve been actively writing about and investing in the cryptocurrency sector since early 2013. And 2017 was […]

Continue reading

Unboxing Stitch Fix’s S-1

The following article was initially published by TechCrunch on October 23, 2017 When Zulily went public in 2013, it sparked a resurgence of interest in an otherwise […]

Continue reading

On Being Early and Being Right

Over the past ten years or so, I have been relatively early to three highly nascent, wild wild west style industries: online poker, daily fantasy […]

Continue reading

You May Not Want to Tell Your Customers You’re the Cheapest

Last week, while speaking with a founding team building a new marketplace connecting buyers to suppliers, I mentioned offhand that it can actually be quite […]

Continue reading

Anatomy of a Managed Marketplace

The following article was originally published on Techcrunch on May 25, 2017. Managed marketplaces (also known as end-to-end or full-stack marketplaces) have been one of […]

Continue reading

Why the Midwest Needs Silicon Valley’s Respect

The past couple of months have brought several visible pieces on the opportunity and strengths of Midwestern startups, and underserved ecosystems in general. From Dear […]

Continue reading

How J.Jill’s IPO Could Help Define E-Commerce Valuations

You’d be forgiven for missing a small cap retail IPO last week in the midst of the global Snapchat mania. Last Thursday, without much fanfare, […]

Continue reading

Looking Out Towards 2017

2016 was a good but challenging year for me. It was a year in which I watched family members battle serious health issues, a year […]

Continue reading

Why the Micro-VC Surge Will Drive Innovation Across the US

The following was co-authored by Ezra Galston of Chicago Ventures(@ezramogee) and Samir Kaji (@samirkaji) of First Republic Bank. Over the last several years much has […]

Continue reading

Trump’s Rust Belt and the Hoofbeats of Technology

I am permitting myself one political/policy related post on this blog. I can’t help it. I am child of the beltway: my father served in the […]

Continue reading

The First Time Founder Discount

Venture is a cyclical business. But in spite of dire bubble warnings, recent unicorn implosions, and a February 2016 nosedive in public SaaS valuations, the […]

Continue reading