WE INVEST IN WHAT WE KNOW
Workbox was founded to transform how value is created in the workplace. Our venture business is focused on accelerating the growth of companies that also aim to reshape the future of work in a post-pandemic world.
Workbox Ventures is a lead investor of Series Seed and Series A stage businesses that are disrupting the workplace landscape in worktech.
OUR PORTFOLIO COMPANIES
Workbox is proud to be a part of the growth journey of promising Future of Work startups including:
REIMAGINING VENTURE VALUE
The journey for an early stage company is long and requires more than a check. We place a high value on long-term, relationship-based partnerships to drive value. Workbox’s mission is predicated on helping businesses succeed, and we heavily leverage our member platform, guided programming, and institutional relationships to ensure portfolio companies reach their full potential.
Our portfolio companies benefit from the greater Workbox platform and networking infrastructure in several ways.
Programming & Support
We provide extensive ongoing support, programming, and resources for all of our portfolio companies to utilize virtually.
- Outsourced operating services
- Educational programming and discussion forums
- Connection coordination
Founder & Investor Network
We offer a robust platform to connect you with other in-network founders, advisors, capital partners, and LPs.
- 100+ Founders across the platform
- 40+ External VC and real estate partners
- 30+ Expert advisors
We have a rapidly growing physical presence that portfolio companies can leverage to make personal connections and accelerate business development.
- Growing office footprint
- Networking events for Founders
- Event and meeting space
Workbox Ventures founding partners have been in the game for over 35 years as both investors and entrepreneurs. Originally colleagues at Brookfield Asset Management, John and Kyle rejoined forces at Workbox to raise the bar on the level of service provided to early stage companies by a venture partner.
We have created a two-pronged platform that 1) provides LP investors with more intimate insight into their investments and 2) immerses our portfolio companies in a network of ongoing support to help them navigate rapid change. Workbox Ventures benefits from a seamless integration of powerful partnerships, a robust founder focused network, and a rapidly expanding physical presence.
Phillip Leslie is Managing Partner at Workbox Ventures, where he seeks to grow the firm’s impact on the Future of…
Phillip Leslie is Managing Partner at Workbox Ventures, where he seeks to grow the firm’s impact on the Future of Work, by managing relationships with limited partners, nurturing proprietary deal flow, evaluating investment opportunities, and supporting portfolio companies. Previously, Phillip was Managing Director at TechNexus, a multistage firm with a portfolio of 125+ ventures including investments at the Seed and Series A stages. Earlier, Phillip grew and sold two B2B SaaS ventures – RIVS Digital Interviews / interviewstream (HR Tech), and ProOnGo (FinTech). Phillip started his career at Microsoft, working on commercializing some of the earliest IoT technologies.
Phillip holds an MBA from University of Chicago Booth School of Business and a Computer Science degree from Purdue.
John Wallace is a Co-Founder of Workbox and General Partner of Workbox Ventures. John has been investing for over 20…
John Wallace is a Co-Founder of Workbox and General Partner of Workbox Ventures. John has been investing for over 20 years leading investment strategies and teams in Asia, Europe, and the US at the Director and Managing Director level. He has worked at some of the largest investment managers in the world, including Brookfield Asset Management and LaSalle Investment Management, and was responsible for managing AUM ranging between $500 million and $8 billion. John has also gained his entrepreneurial degree from the “School of Hard Knocks” as Founder of Workbox, which has raised $8 million to date and taken significant market share in the flexible office sector.
John holds an MBA from the University of Chicago, BS from the University of Maryland, and is a CFA Charterholder.
Kyle O’Connor is the CFO of Workbox and General Partner of Workbox Ventures. Kyle has been investing in and structuring…
Kyle O’Connor is the CFO of Workbox and General Partner of Workbox Ventures. Kyle has been investing in and structuring private market investment deals for over 15 years. He has worked at some of the largest investment firms in the world, including Brookfield Asset Management and Guggenheim Partners, working on diligence and structuring on multibillion dollar acquisitions across real estate, professional sports and technology industries. Kyle’s entrepreneurial experience centers around setting the front of house team up for success and raising capital.
Kyle holds an MS from the University of Notre Dame, BS from Purdue University, and is a Registered CPA.
Our select group of advisors have decades of experience investing in early-stage technology companies and crucial expertise in the segments that most impact the Future of Work.
Mark Achler is Managing Director of MATH Venture Partners. Additionally, Mark teaches Entrepreneurship at Northwestern University’s Kellogg School of Business. Prior to MATH, Mark…
Mark Achler is Managing Director of MATH Venture Partners. Additionally, Mark teaches Entrepreneurship at Northwestern University’s Kellogg School of Business.
Prior to MATH, Mark was the Senior Vice President of New Business, Strategy and Innovation for Redbox and was an early employee at Apple. He is a serial entrepreneur who has co-founded four companies as well as being a partner in an earlier venture fund called Kettle Partners.
Mark has an undergraduate degree in Social Studies Education from Purdue University and is a frequent speaker, resource and ardent champion for the entrepreneurial community. Mark is also the co-author of Exit Right: How to Sell Your Startup, Maximize Your Return and Build Your Legacy.
Robert L. Fealy
Robert L. Fealy is the Founder and Managing Director of Limerick Investments, which invests in early-stage technology companies providing solutions for the educational and…
Robert L. Fealy is the Founder and Managing Director of Limerick Investments, which invests in early-stage technology companies providing solutions for the educational and health services markets. In 2016, he founded ALUMinate, Inc., a provider of data analytics solutions to universities, colleges, and nonprofit institutions. Aluminate was sold to Strattam Capital in 2021, and eventually merged with Strattam’s portfolio company, Affinaquest, where Bob serves on the Board of Directors and Compensation Committee. He also is a member of the Board of Directors of Churchill Downs, Inc. (NASDAQ: CHDN), where he Chairs the Nominating and Governance Committee and serves on the Executive and Compensation Committees, and he is a member of the Board of Directors of Panduit, Inc., a leading global provider of commercial building infrastructure and network solutions. He holds a bachelor’s degree from the Lindner College of Business and was awarded an Honorary Doctor of Commercial Science degree from the University of Cincinnati in 2013.
Larry is founder of Blue Point Advisory Services, a financial consulting firm focused on start-ups. He has over 30 years of experience as an…
Larry is founder of Blue Point Advisory Services, a financial consulting firm focused on start-ups. He has over 30 years of experience as an investor, corporate analyst and venture capitalist. He spent almost 4 years as CFO of Freedom Fries, a new search engine and news aggregator.
Larry previously served as an SVP at First Analysis, where he led investment efforts and provided research coverage of leading private and publicly-traded companies in the financial technology and digital marketing sectors. He was an observer on the board of Freeosk, Movero, Knitting Factory and advised other companies for First Analysis. He has also been a member of the board of Solve, Inc. He served as an independent member of the board of Incapital (nor Insperex) for 20 years and served on its audit and compensation committees. His work has been cited for excellence in the StarMine analyst awards.
Larry just completed his 7th year as part of the New Venture Challenge Team at the Booth School of Business at the University of Chicago. Prior to joining First Analysis in 1999, he was acting CFO at Doculabs, a Chicago-based information technology consulting firm. Earlier in his career, he was a consultant for Ganymede Corp., an associate in corporate finance at UBS, and a member of the Chicago Board Options Exchange and the Chicago Board of Trade. He earned a bachelor’s degree and an MBA from the University of Chicago. Outside of work he curls, bikes, sails, and is a photographer.
Ben Balson is a people focused operations executive. During the bulk of his career spent building and selling Automotive Keys Group, an automotive parts and tech…
Ben Balson is a people focused operations executive. During the bulk of his career spent building and selling Automotive Keys Group, an automotive parts and tech company, he fell in love with the people operations side of the business. During his time there he co-founded Workfriendly, a fractional HR and recruiting firm, where he now serves as COO helping growth minded business take care of their most important asset, their people.
Mark Cassata is a Senior Vice President with CBRE’s office occupier business based in downtown Chicago. He has been directly involved in over 3M…
Mark Cassata is a Senior Vice President with CBRE’s office occupier business based in downtown Chicago. He has been directly involved in over 3M square feet in office lease transactions with consideration more than $2.5B, including some of the most significant individual lease transactions. Separate from CBRE Inc., Mark has been acquiring and redeveloping multi-family properties thought Chicago for over 12 years and is an investor in multiple alternatives including venture capital, private equity, and angel.
Mark sits on multiple non-profit Boards including Chicago Scholars (Board of Directors), City of Hope (Founding Member and Chair of Chicago Board), and Sigma Phi Epsilon (Board of Governors). He lives in the city and is happily married with a young daughter named Camille and a dog named Roger.