Exploring Chicago’s early stage investment ecosystem by interviewing Startup Founders, VCs, and Angel Investors.

Chicago, Illinois
Joined March 2021
💰Chicago raised $2.8bn in VC funding in 2020. 🚀 ~3,000 startups headquartered here. ✍️ >300 firms writing early-stage checks. 🦄 5 new unicorns in 2021 alone. 🎙 only 1 VC podcast focused solely on the Chi-Town ecosystem today. Welcome to Chicago Capital 🤝
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Chicago Capital Podcast retweeted
Understand the world, one country at a time.
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New ep - @iraweiss - @hydeparkvp Spotify: spoti.fi/3nKtTpT Apple: apple.co/3yR3MmQ Ira rejoins to discuss the current market downturn and its impact on early-stage investing. Tune in to learn more! #vc #podcast #chicagotech
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New ep - @jessicatschultz Spotify: spoti.fi/3xqvwgm Apple: apple.co/3MU1CXp Jess founded @amplifyscales - a fractional CRO & Head of Sales for early-stage companies! She’s also an Exec Board Member for @venture_up Tune in to learn more! #vc #podcast #sales
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Chicago Capital Podcast retweeted
🔥 episode with tactical & strategic insights re consumer investing at the early stage. #chicago #capital
New ep - @ConnorRyan2013 Spotify: spoti.fi/3wLSE8G Apple: apple.co/3ITjQ0t Connor is VP at @BridgeInvestVC - investing in SaaS and consumer brands. He’s a @KelloggSchool grad and spent time at @listendotco before Bridge. Tune in to learn more! #vc #podcast
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New ep - @raj_datta Spotify: spoti.fi/3x8dErN Apple: apple.co/3zclaDf Raj is CEO at @oak9io - #security as code for #cloudnative infrastructure. He spent 18+ yrs at @IBM and time at @SoftwareAG before starting oak9. Tune in to learn more! #vc #podcast
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New ep - @ConnorRyan2013 Spotify: spoti.fi/3wLSE8G Apple: apple.co/3ITjQ0t Connor is VP at @BridgeInvestVC - investing in SaaS and consumer brands. He’s a @KelloggSchool grad and spent time at @listendotco before Bridge. Tune in to learn more! #vc #podcast
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New ep - @TessaFlippin Spotify: spoti.fi/3MPlNGp Apple: apple.co/3Fh2fIz Tessa is the Founder of @CapitalizeVC - investing in Black and Latinx founders in enterprise and D2C. She was previously at @TechNexus and @GeniusGuild Tune in to learn more #vc #podcast
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Chicago Capital Podcast retweeted
Curious to hear insights from a local Chicago 🚀? Listen to @MattCastellini of @ChiCapPodcast interview @86Repairs co-founder @dcestrada discuss how they approach helping restaurant operators (& beyond) keep their equipment working 24/7 #LoftyFamily podcasts.apple.com/us/podcas…
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New ep - @dcestrada Spotify: spoti.fi/3rhNqjk Apple: apple.co/365BidM Daniel is the Co-Founder/CEO of @86Repairs - repair and maintenance platform for the restaurant industry. Tune in to learn more! #vc #podcast #food #restaurant
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Chicago Capital Podcast retweeted
Thanks @MattCastellini for having me on the pod and leading a great convo. Look forward to joining the Chicago startup community soon!
New ep - @JordanGal Spotify: spoti.fi/3K2wYKM Apple: apple.co/3IPLYdy Jordan is the Founder of @getrallyon - a fully optimized one-click checkout with post-purchase offers. He also founded @CartHook. Tune in to learn more! #vc #podcast #headless #NFT #crypto
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New ep - @JordanGal Spotify: spoti.fi/3K2wYKM Apple: apple.co/3IPLYdy Jordan is the Founder of @getrallyon - a fully optimized one-click checkout with post-purchase offers. He also founded @CartHook. Tune in to learn more! #vc #podcast #headless #NFT #crypto
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Chicago Capital Podcast retweeted
Love @ChiCapPodcast 🎧 That’s why @WorldBizChicago is a proud sponsor 🥳
New ep - Tom Zhang Spotify: spoti.fi/3DdDlmx Apple: apple.co/3JIgXJT Tom is Co-Founder & CEO of @zenblen - a tech-enabled smoothie bar. Tune in to learn more! #vc #podcast #health #foodtech #hardtech
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New ep - Tom Zhang Spotify: spoti.fi/3DdDlmx Apple: apple.co/3JIgXJT Tom is Co-Founder & CEO of @zenblen - a tech-enabled smoothie bar. Tune in to learn more! #vc #podcast #health #foodtech #hardtech
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Great article I've been saying for years (even though many don't like to hear): DTC is powerful, but not exactly new or a silver bullet For a good window into my perspective, we covered this on @ChiCapPodcast, starting about 26 minutes into the podcast: share.transistor.fm/s/965903…
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Chicago Capital Podcast retweeted
YES! Congrats to @MattCastellini & Team @ChiCapPodcast 🥳 And @WorldBizChicago is a proud sponsor ✅ ⬇️⬇️⬇️
CHICAGO CAPITAL TURNS 1 Spotify: spoti.fi/3Kt9633 Apple: apple.co/3J6Mpl3 Only 1% of podcasts get past ep 21. Big thanks to everyone for getting us past ep 70 and to our sponsor @WorldBizChicago #vc #podcast #startup #tech
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CHICAGO CAPITAL TURNS 1 Spotify: spoti.fi/3Kt9633 Apple: apple.co/3J6Mpl3 Only 1% of podcasts get past ep 21. Big thanks to everyone for getting us past ep 70 and to our sponsor @WorldBizChicago #vc #podcast #startup #tech
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Reply in the comments or send us a DM with who you want to hear from next! Let’s make year 2 even better.
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