DiscoverupsideJackie DiMonte of Chicago Ventures // ascending the venture career ladder and opening an office in Austin [CC071]
Jackie DiMonte of Chicago Ventures // ascending the venture career ladder and opening an office in Austin [CC071]

Jackie DiMonte of Chicago Ventures // ascending the venture career ladder and opening an office in Austin [CC071]

Update: 2021-04-14
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Interview begins: 7:15

Debrief: 55:14


Jackie DiMonte is a partner at Chicago Ventures.


Prior to joining Chicago Ventures, Jackie was a principal at Hyde Park Venture Partners, working with portfolio companies such as RoadSync, Podchaser, Fixer, FactoryFix, and PartySlate. Before that, she worked at Silver Spring Networks (now Itron), an IoT company for critical infrastructure, driving development and pilot projects for emerging smart city technology. 


She is also a member of the Board of Directors for Starting Block Madison and Chicago:Blend and a Venture Partner at Republic.


We discuss:


  • Feedback Loop 13:54

  • Evolution in a Venture Firm 17:14

  • What Level is a Deal Flow Done? 21:46

  • Get a Deal Through 24:17

  • Programmatic Venture 26:35

  • Working Virtually from Austin 31:13

  • Partner at Chicago Ventures 35:27

  • Inbound Pitches 42:43

  • Fragmenting Markets 48:53

  • Personal Goals for the role 50:26


Chicago Ventures was founded in 2012.


Learn more about Chicago Ventures

Follow Jackie on Twitter


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Jackie DiMonte of Chicago Ventures // ascending the venture career ladder and opening an office in Austin [CC071]

Jackie DiMonte of Chicago Ventures // ascending the venture career ladder and opening an office in Austin [CC071]

Jay Clouse & Eric Hornung