MC

Matt Castellini

Founder of WingWork

Chicago, Illinois

Overview 

Matt Castellini is the Co-Founder and CEO of WingWork in Chicago, Illinois. He has a strong background in finance, management consulting, and entrepreneurship, with notable roles at Bank of America Merrill Lynch and Alumni Ventures, showcasing his expertise in client relations and quantitative research. Castellini holds an MBA from The University of Chicago Booth School of Business and has successfully founded The Chicago Capital Podcast. His current focus at WingWork involves leading the company through various funding stages and sectors, including enterprise applications and AI, highlighting his strategic leadership and investment acumen.

Work Experience 

  • CEO & Co-Founder

    2023 - Current

    Vertical SaaS for the Private Aviation industry.

WingWork SaaS platform streamlines fleet management and maintenance tracking for private aviation.

Raised $4,250,000.00.

  • Senior Associate

    2021 - 2023

    Alumni Ventures was the #1 most active venture capital investor in the US in 2020 and is comprised of 20+ funds from the alumni communities of leading universities (including Stanford, Harvard, University of Chicago, MIT, and others). AVG co-invests alongside top leading investors and complements them with a network of 550K+ alumni to help portfolio companies with customer introductions, fundraising, recruiting, and identifying advisors. The philosophy is to provide a frictionless investment process for startups and co-investors while bringing a force-multiplying network that gives entrepreneurs a competitive advantage. Investment criteria: sector and stage agnostic, $50K-$10M check size but <$15% of round Process: 2-3 weeks from data room to wire, 1 check

Alumni Ventures Group is a venture capital investment firm that manages fund families that invest in a portfolio of companies.

Raised $500,000.00 from Michael Bunning.

  • Founder & Host

    2020 - 2023

    Chicago Capital explores the technology ecosystem in the Windy City. Each episode will feature a prominent Founder, PM, or investor who plays an integral part in the city's tech story.

  • MBA Associate

    2020 - 2021

    Manifold Group is a venture holding company combining a venture fund, incubation and acceleration studio, and enterprise advisory all under one roof. Manifold brings together the people, technology, processes, and capital to accelerate growth for companies at all stages. Our platform provides a flywheel for early stage value creation, combining the best of venture, studio incubation, and corporate advisory.

Manifold is a venture holding company combining an advisory firm, venture fund, and incubation and acceleration studio all under one roof.

  • Metals & Mining Associate

    2018 - 2020

    Part of #1 ranked team in Institutional Investor’s 2019 Global Fixed Income survey

  • Cross Credit Sales

    2017 - 2018

  • Consumer & Retail Research Analyst

    2016 - 2017

  • Sales and Trading Summer Analyst

    2015 - 2015

  • Wealth Management Intern

    2014 - 2014

  • Consulting Intern

    2014 - 2014

enFocus is a nonprofit organization that helps to build better communities through talent attraction, innovation, and entrepreneurship.

  • Summer Intern

    2013 - 2013

SVN International Corp. is a collaborate & share data, knowledge & opportunities with the entire brokerage community.

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