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Chicago Capital

Matt Castellini

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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.
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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 with the right entrepreneurs at the right time.…
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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 revolutionizing how disputes are resolved in the U.S. Previousl…
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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 episode, we discussed the current market downturn and it's …
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With Minkah Fitzpatrick's new contract the Jessie Bates storyline pulls front and center. Lukas gives reasons why Bates is an untradeable player - even if he chooses to not sign a contract extension. Odell Beckham Jr in Cincinnati? Probably not. But it's relevant to the future of the organization that it's even a thought. Cincinnati misses out as a…
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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 analytics to achieve and measure results Talent & Enabl…
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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 security solution supporting devsecops throughout the ent…
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Russ Heltman from AllBengals and AllBearcats joins the show! Joe Burrow says he loves playing the Ravens, have they surpassed the Steelers as the Bengals most important rival? The Bearcats are taking SWINGS in recruiting, can they be a consistent National Championship-type program? FC Cincinnati is making noise, the best team in FCC history deserve…
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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 improve performance and enjoys the challenge of unders…
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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 capital as a venture investor at TechNexus, a Chicago-based…
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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 facilities, reduce their R&M costs, and spend less of their te…
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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 optimized one-click checkout solution. Rally is central …
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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 healthy-eating more convenient in everyone's daily routines…
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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 early-career advice Books and Resources we love Special than…
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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 workflows, optimizes portfolio management, and gener…
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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 UI enables smarter data-driven decision making to opti…
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Sam Smathers is one of the most honorable and kind-hearted people I've ever had a chance to meet. His love of the Athens Bulldogs and the sport of football drove him to coach at the peewee level. Little did he know a coaches son would join the team and change everything - for everyone. We talk about how Burrow could change the perception of Southea…
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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 from NFP and other LP's distribution, human capital, an…
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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 detection, and mask detection. Backed by Tribeca Venture P…
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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, along with full body measurement extraction. Anywher…
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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 trainers and personal resistance guidance, Heyday redefi…
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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 personalization and humanization in omni-channel custo…
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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 CircleUp, Jason spent over eight years at Winona Capital Mana…
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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, Spruce raised an $8M Series A, led by Mercury Fund. B…
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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 startups are based in Chicago, and 74% are led by minority …
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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 Grab Coffee, a podcast that strives to interview succ…
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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 audience through your profile and follow along as new commun…
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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 well-connected individuals (influencers) a direct chan…
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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 up more efficiently. She’s also a Kauffman Fellow, Cla…
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