PODCAST · business
Chicago Capital
by Matt Castellini
The Chicago Capital Podcast explores the startup and Venture Capital ecosystem in the Windy City. Each episode will feature a prominent founder, Venture Capitalist, or Angel investor who plays an integral part in the city's entrepreneurial story. Join host Matt Castellini as he chats with guests about their career journey, their perspective on a particular market, and their thoughts on the Chicago VC and startup scene.
Episodes
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Madelyn Rutter @ TechNexus
Madelyn Rutter is the Director of Collaboration at TechNexus. She supports the Venture Collaborative with everything founder and partner success. That means growth, incubation, marketing, branding, and community, and helping corporate innovators achieve their goals by inspiring them to connect…
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S5E2: Rich Lee @ New Era ADR
Rich is the CEO and Co-Founder of New Era ADR, a VC-backed technology company saving precious time and money for individuals and businesses, bringing long-desired yet never-before-seen certainty and predictability to the legal dispute process, up to 90% reductions in time and cost, and...
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Season 5, Episode 1: Anuraag Tripathi @ Manifest
Manifest enables seamless 401(k) transfers - maximizing retirement outcomes by reducing rollover administrative hurdles. Their team is building the infrastructure to digitize retirement transfers.
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S4E19: Tommy Flaim @ Fox & Robin
Fox & Robin is an activewear brand that creates top quality products for all levels of activity, whether you're doing high intensity training or, well...not. As a Benefit Corporation, they are committed to conducting business in an ethical and transparent manner.
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S4E18: Ira Weiss @ Hyde Park Venture Partners on the Current Market Downturn
Ira Weiss is the General Partner at Hyde Park Venture Partners, an early-stage venture capital firm focused on high-growth, mid-continent technology startups. Ira is also a Clinical Professor of Entrepreneurship and Accounting at The University of Chicago, Booth School of Business. In this…
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S4E17: Jessica Schultz @ Amplify
Amplify offers end-to-end strategy, solution design and tactical execution of your optimal revenue solution. Strategy: Refining your Go-To-Market (GTM) strategy based on your industry, customer profile, value prop and competitive position Platform: Combining best in class processes, tools, and...
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S4E16: Raj Datta @ oak9
oak9.io is the security leader for all things cloud native. Their platform finds, analyzes and automatically remediates cloud infrastructure security and compliance issues in real-time, continuously learning and monitoring infrastructure as code (IaC) as changes occur - the only cloud native...
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S4E15: Connor Ryan @ Bridge Investments
With a background rooted in private equity and venture capital, Connor takes a data-driven approach to investing, but also enjoys observing cultural shifts in consumer behavior and applying those learnings to new investment themes. Connor works closely with management teams to gain insights and...
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S4E14: Tessa Flippin @ Capitalize VC
Tessa Flippin is the Founder and Managing Partner of Capitalize VC, a pre-seed and seed stage VC fund purpose-built to reduce the racial wealth gap by investing in early-stage Black and Latinx founders, while simultaneously creating access for diverse LPs. Tessa began her career in venture…
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S4E13: Daniel Estrada @ 86 Repairs
86 Repairs is the repair and maintenance management platform built for the restaurant industry. Our tech-enabled solution includes on-demand repair management and preventative maintenance. With 86 Repairs, restaurants have access to data-driven insights and 24/7 support to control their…
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S4E12: Jordan Gal @ Rally
Jordan is the CEO and Founder of Rally, a headless checkout for modern brands. The company offers ecommerce merchants a better converting, more profitable, one-click checkout. Rally is on a mission to bring power back to merchants and app developers by equipping them with a headless and fully...
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S4E11: Tom Zhang @ Zenblen
Tom Zhang is the Co-Founder and CEO of Zenblen. Zenblen is developing a tech-enabled smoothie bar that blends healthy, nutritionist-curated smoothies right in front of the consumer. They partner with high-frequented locations, such as gyms and office buildings, in our mission to make…
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S4E10: A Year in Review
Declan Zidar and I sit down to discuss the past, present, and future of Chicago Capital. Tune in for a deep-dive on: Our professional backgrounds Starting a Podcast The catalyst for Chicago Capital Views on Chicago Startup Ecosystem Tips for breaking into VC (Pre-MBA and Post-MBA) General...
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S4E9: Thru Shivakumar @ cohesion
Thru Shivakumar is the CEO & Co-Founder of cohesion, a smart building SaaS platform at the intersection of green, healthy, and operationally efficient buildings for CRE. With its building experience app, cohesion provides a secure, converged IoT-enabled software solution that unites core building...
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S4E8: Jithendra Palasagaram @ Part Analytics
Jithendra Palasagaram is the CEO and Founder of Part Analytics, a Venture-backed startup focused on transforming direct material procurement by digitizing manual processes and harmonizing data from multiple disparate sources. Its AI-powered supply management solution with a modern and intuitive…
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S4E7: Shawn Ellis @ Distributed Ventures on Transitioning to VC From Consulting and Banking, Operating vs. Investing, & The Strategy Behind Distributed VC
Distributed Ventures invests in companies that are transforming the future of risk across Insurtech, Fintech and Healthtech & Benefits. Their mission is to find, fund and work successfully with visionary entrepreneurs. They target companies seeking Seed to Series B investments that can benefit…
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S4E6: Sonny Tai @ Actuate
Actuate's AI software turned existing security cameras that can automatically identify threats and occupant behavior patterns to support security and facilities management teams. Our core capabilities include: gun detection, intruder detection, crowd / loitering detection, social distancing...
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S4E5: Janice Tam Co-Founder & CEO @ TrueToForm
TrueToForm is a body scanning and data management platform that helps businesses create and sell clothing that fits. Their mobile application generates highly accurate avatars for apparel design and fitting. They use proprietary algorithms and computer vision to capture body shape and size in 3D,...
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S4E4: Teresa Wang @ Heyday Fitness
Heyday is the first interactive strength home gym for the 60+ to train for real life. Strength is the most important workout for better aging. Heyday is revolutionizing aging experience by making strength training safe, effective and fun. With low impact workouts, workout parties, encouraging...
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S4E3: Lisa Bubes @ Garmentier
Garmentier is the first retail technology platform to transform the 1:1 shopping experience into scalable selling technology. They are an enterprise software company with marketplace capabilities, giving superpowers to stylists, salespeople and retailers alike. Garmentier enables a new level of...
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S4E2: Jason Starr @ CompanyFirst on DTC Investing, State of Consumer, & Consumer Brands in Chicago
Jason Starr is the founder of CompanyFirst, a venture capital firm focused on investing in and building emerging consumer brands and companies. Before CompanyFirst, Jason was the fund manager at CircleUp in San Francisco, through which he invested in dozens of consumer ventures. Prior to…
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Season 4, Episode 1: Ben Johnson @ Spruce
Ben Johnson is the Founder and CEO of Spruce, which develops a platform that enables individuals to receive services in their homes through a mobile app. From full housekeeping to a quick tidy-up or a dog walk for your furry friend, Spruce is available to residents on-demand. At the end of 2020,...
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S3E20: Christopher Deutsch @ Lofty Ventures on State of Chicago Tech, Origins of Lofty Ventures, & Evaluating Founders
Chris Deutsch is the Founder of Lofty Ventures, which works with passionate creators, disruptive enterprises, and forward-thinking organizations to help them change the world. Focused on first-check to seed investments in early-stage entrepreneurs based in Chicago. 84 percent of Lofty's 61…
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S3E19: George Khalife @ Let's Grab Coffee Podcast
George Khalife is the Vice President, Midwest U.S. at TMX Group, a Canadian Financial Services Company that administers global markets and creates digital communities and analytic tools to help businesses, traders, and investors fund, grow, and succeed. George is also the Host & Founder of Let’s...
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S3E18: John Allen @ Lava
Lava is a mobile app that empowers you to create, share, & discover social audio Your voice has a lasting impact on Lava. Record and share social audio seamlessly on our mobile app then go viral through the global feed that highlights audio clips from creators around the world. Build your…
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S3E17: Nick Cromydas @ Hunt Club
Hunt Club is a new category of search firm. Cold calling, spamming on Linkedin, impersonal mass reach out, treating candidates like a transaction v. a person... These methods no longer work in today's fight to attract the best talent. Hunt Club helps companies find amazing passive talent + give...
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S3E16: Lindsay Knight @ Chicago Ventures on The Platform Model in VC & Chicago:Blend
Lindsay Knight manages CV’s Platform, or the firm’s “post-investment” team. She works directly with the firm’s 50+ active portfolio companies on matchmaking talent; connecting into customers; marketing, communication and PR; and building community, content, and events to help scale up and skill…
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S3E15: Patrick Larsen @ ZenLedger.io
Patrick Larsen is the CEO and co-founder of ZenLedger.io, a blockchain saas company that delivers tax and accounting services to individual and cryptocurrency investors as well as to CPAs and crypto hedge funds. The company works with Big 4 accounting firms (high net worth practice), crypto…
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S3E14: Peter Johnson @ Jump Capital on Jump Capital's New $350mn Crypto Fund, & Stablecoins Investment Thesis
Peter Johnson is a Partner at Jump Capital, a venture capital firm that invests in data-driven software startups in the FinTech, IT & Data Infrastructure, B2B SaaS, and Media industries. They also invest in crypto startups and projects that are redefining what is possible in an open financial and...
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S3E13: Dominic Go @ Tambr
Dominic Go is the founder & CEO of Tambr, a streaming music service built for enhanced social connection while empowering the artistic community.
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S3E12: Alyssa Jaffee @ 7wireVentures on Trends in Digital Healthcare & Technology, & the Healthcare Industry in Chicago
Alyssa Jaffee is a Partner at 7wireVentures, an early-stage healthcare venture fund. She focuses on digital healthcare and technology-enabled services that enable customers to be better stewards of their health in today's shifting healthcare ecosystem. Alyssa serves on the boards of Higi and…
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S3E11: Tom Shea @ Adgile Media Group
Tom Shea is the Co-Founder and COO of Adgile Media Group, the first ever tech-enabled, nationwide truckside advertising company. With data at the center of all that we do, Adgile delivers advertisers the biggest bang for their advertising dollar.
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S3E10: Justin Strausbaugh @ Lakeshore Ventures on Alumni Ventures Group, State of Venture Capital, & Deep Tech Trends
Justin Strausbaugh is the Founder and Managing Director of Lakeshore Ventures, which is part of the Alumni Ventures Group family of funds, one of the most active venture firms in the world with +$500 million AUM, 700+ portfolio companies and a community of 550K alumni from other top tier...
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S3E9: Troy Henikoff @ MATH Venture Partners on Ted Lasso, Early-Stage Financial Modeling, & Techstars Chicago
Troy Henikoff is a Managing Director at MATH Venture Partners, a Chicago-based venture capital business that invests in startups and early-stage companies. In this episode, we covered: Ted Lasso VC as an Ex-Operator MATH 100 Setting Numeric Goals for Founders Early-stage Financial Modeling...
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S3E8: Nathan Rosenstock @ Crafty
In 2015, Nate and his three close friends co-founded Crafty to help companies create welcoming and healthy workplaces through a thoughtful food and beverage offering. Crafty’s platform provides a full-service food & beverage management experience: their on-site teams streamline daily operations,...
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S3E7: Samara Mejia Hernandez @ Chingona Ventures on Chingona's Investment Mandate, Raising Her First Fund, & Career Advice for VCs
Samara Mejia Hernandez is the Founding Partner and Managing Director of Chingona Ventures, a Venture Fund that focuses on rapidly changing sectors and founders with experiences that uniquely position them to build startups in underserved growth markets. In this episode, we covered: Salsa Dancing…
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S3E6: Konrad Waliszewski @ Tripscout
Konrad Waliszewski is the CEO & Co-Founder of Tripscout - the #1 ranked trip planning app and a Top 5 content app in the AppStore with millions of users, 15M+ Instagram followers, and $6m raised in venture capital. He has visited approximately 100 countries and Forbes named him “the modern day...
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S3E5: Victor Pasucci @ Energy Capital Ventures on the State of ESG Investing, Transitioning from Law to VC, & the Maturation of the Chicago Early-Stage Ecosystem
Vic Pascucci is the Managing Partner of Energy Capital Ventures, a Venture Fund dedicated to the natural gas industry's ESG imperatives and digital transformation. They provide the newest ideas and technological advances to the natural gas market by investing in category-defining companies. In…
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The Mid-Year Review
We have hit the official 6-month mark on the show. We decided to round up the most downloaded episodes and my personal favorite moments from each of those episodes. I think the following excerpts do a good job of encapsulating the amazing and brilliant people that I have been lucky to interview…
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S3E5: Yelena Shkolnik @ Jump Capital on Recipe for Innovation, State of Sports Betting, & Streaming in '21
Yelena Shkolnik is a Partner at Jump Capital, a venture capital firm concentrating in Series A/B and growth stage investments, with a thesis-driven and sector-focused approach. Jump makes data-driven technology investments in the FinTech, B2B SaaS, IT Infrastructure, and Media industries. In this...
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S3E4: Neil Sikka @ A1Logic
A1Logic offers A1FILO Data Breach Prevention. A1FILO uniquely secures your data "in use", along with data "at rest" and "in transit". It stops data breaches from Malicious Insiders Compromised Devices Compromised Networks
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S3E3: Steve Sanger @ Evolv on State of Foodtech, Corporate VC, & Scaling Grubhub
Steve Sanger is the General Partner of Evolv Partners, a $100 million corporate venture fund that invests in early-stage digital businesses that are changing the food sector. In this episode, we covered: Scaling GrubHub Business Development within Startups State of Foodtech Corporate VC Breaking...
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S3E2: Kathleen Brown @ buddhi
buddhi is the digital platform reimagining support for people coping with cancer. The company bridges the disconnects caused by cancer through content, community and curated products. They are on a mission to support healing across your entire cancer experience — regardless of time, diagnosis or...
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Season 3, Episode 1: Sean Johnson @ Manifold Group on Venture Studio Models, Operational Leverage, State of Podcasts
Sean Johnson is the Founding Partner of Manifold Group, a Chicago-based venture holding company. He is also a Partner at Founder Equity and an Adjunct Professor at the Northwestern University Kellogg School of Business. In this episode, we covered: The Studio Model of Manifold Finding Operational...
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S2E20: Matt Silver @ Forager
Matt Silver is the founder and CEO of Forager, a logistics tech company that simplifies the process of shipping goods between the U.S., Mexico, and Canada. Before founding Forager in late 2018, Silver spent over a decade at Coyote Logistics where he led the expansion of their business in Mexico…
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S2E19: Jason Heltzer @ Origin Ventures on Breaking into VC, Mixing Disciplines as a VC, & Chicago's Diversified Economy
Jason Heltzer is the Managing Partner at Origin Ventures, a Digital Native economy-focused early-stage venture capital firm that invests in software and marketplace startups. He is also an Adjunct Professor of Entrepreneurship at the University of Chicago Booth School of Business. In this…
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S2E18: Tim Speicher @ Buoy
Buoy is designing the simplest, yet most comprehensive revenue management tools for the global vacation rental market
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S2E17: Kurt Johnson @ 11.2 Ventures on Venture Builder Studios, Following Your Passions, & The Sales Process in VC
Kurt Johnson is the Managing Partner, CEO, and Founder at 11.2 Ventures, LLC, a Venture builder studio specializing in artificial intelligence startups. Kurt is also the Managing Partner & Founder at Trivium Fund and a Venture Partner at Purple Arch Ventures. In this episode, we covered:...
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S2E16: Ira Weiss @ Hyde Park Venture Partners on Chicago Unicorns, Early-Stage Valuations, and Academia in VC
Ira Weiss is the General Partner at Hyde Park Venture Partners, an early-stage venture capital firm focused on high-growth, mid-continent technology startups. Ira is also a Clinical Professor of Entrepreneurship and Accounting at The University of Chicago, Booth School of Business. In this…
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S2E15: Ryan Walsh @ Valqari
Valqari's patented intelligent mailbox that accepts manned and unmanned deliveries, such as drones and autonomous vehicles. Valqari Features and Benefits: Vault feature allows traditional deliverers to make theft-free deliveries Allows customers to make direct returns to shippers. Valqari's…
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ABOUT THIS SHOW
The Chicago Capital Podcast explores the startup and Venture Capital ecosystem in the Windy City. Each episode will feature a prominent founder, Venture Capitalist, or Angel investor who plays an integral part in the city's entrepreneurial story. Join host Matt Castellini as he chats with guests about their career journey, their perspective on a particular market, and their thoughts on the Chicago VC and startup scene.
HOSTED BY
Matt Castellini
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Frequently Asked Questions
How many episodes does Chicago Capital have?
Chicago Capital currently has 85 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Chicago Capital about?
The Chicago Capital Podcast explores the startup and Venture Capital ecosystem in the Windy City. Each episode will feature a prominent founder, Venture Capitalist, or Angel investor who plays an integral part in the city's entrepreneurial story. Join host Matt Castellini as he chats with guests...
How often does Chicago Capital release new episodes?
Chicago Capital has 85 episodes. Check the episode list to see recent publication dates and frequency.
Where can I listen to Chicago Capital?
You can listen to Chicago Capital on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Chicago Capital?
Chicago Capital is created and hosted by Matt Castellini.
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