Jackie DiMonte – Medium

Jackie DiMonte

Unlocking hidden value: How niche markets are bigger opportunities than VCs think

The easiest way for a VC to kill a deal is to state “The market is too small.”

Mar 6

Unlocking hidden value: How niche markets are bigger opportunities than VCs think

Mar 6

The dry powder fallacy: why there is 50% less startup capital than we think

If there were any doubt startups would experience a tumultuous 2023, the SVB crisis quashed it. Even though we are on the other side of it…

Apr 17, 2023

The dry powder fallacy: why there is 50% less startup capital than we think

Apr 17, 2023

What proximity matters most for building vertical startups?

For most of startup history, the prevailing practice was to move west. That’s where the opportunity, talent, and capital was (is?). In…

Dec 17, 2022

What proximity matters most for building vertical startups?

Dec 17, 2022

What happens when you over-index on momentum early

Months into starting my career in venture, I saw a high-performing company implode. This company was well beyond the typical “implosion”…

Aug 27, 2022

What happens when you over-index on momentum early

Aug 27, 2022

You only need to do these three things to kick a$$ at your job

The thing I love about job interviews is that they are bi-directional.

Apr 16, 2022

You only need to do these three things to kick a$$ at your job

Apr 16, 2022

Tips for VC Interviewing

Originally posted on twitter in October 2020

Jan 25, 2022

Jan 25, 2022

You never get a second chance at a first impression

During my business school orientation at Booth, the facilitators split us into teams of a dozen. At the end of the first day, we each…

Jan 9, 2022

You never get a second chance at a first impression

Jan 9, 2022

The hard stuff: when volatility creates opportunity

Volatility is the “liability to change rapidly and unpredictably, especially for the worse”. We often reference it in regards to public…

Oct 10, 2021

The hard stuff: when volatility creates opportunity

Oct 10, 2021

No more starving artists

Are creators the new capitalists?

May 27, 2021

No more starving artists

May 27, 2021

Seeding the exception: A flight to safety and back again

This time last year we were in the midst of the worst stock market crash in history. The private markets were no different. Notably…

Mar 22, 2021

Seeding the exception: A flight to safety and back again

Mar 22, 2021

Jackie DiMonte

Jackie DiMonte

Early stage venture investor at @chicagoventures. Formerly @hydeparkvp, #IoT at @silverspringnet, and #tech at @Accenture

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