Investing in the Future of Work


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.


Workbox is proud to be a part of the growth journey of promising Future of Work startups including:

Innovative Employee Onboarding
Toronto, Canada
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Blockchain Laboratories
Host & Manage Digital Assets
Sheridan, Wyoming
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Tenant Customer Experience
Toronto, Canada
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Hybrid Workspace Management
London, England
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Inspirational Third Workplaces
Brooklyn, New York
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E-Learning Providers
Atlanta, Georgia
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Health Care
Chicago, Illinois
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Democratizing Job Access
Chicago, Illinois
Serving Knowledge Workers
London, England
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Viewpoint AI
Best of AI & Human Decision Making
Vancouver, Canada
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Smarter Promotions
San Mateo, California
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Digital Nomad Solutions
Denver, Colorado
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Inclusive Project Management
Charlotte, NC
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Workforce Impact Compliance
Chicago, IL
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Employee Benefits Healthtech
New York, NY
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B2B Sales Collaboration
Chicago, IL
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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
women speaker at founder investor network event

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

In-Person Connection

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 deep experience in the fund’s Future of Work focus across PropTech, HR Tech, and Fintech segments. John and Kyle were originally colleagues at Brookfield Asset Management with deep commercial real estate experience. Phil grew and sold prior ventures in the Fintech and HR Tech verticals, before transitioning to the investment side both as direct investor and limited partner in early-stage ventures. The three General Partners joined forces to form Workbox Ventures with a belief that the strongest returns in early-stage venture capital are driven by investors that provide deep industry-specific counsel and support, helping founders navigate and accelerate their growth journey.

Portrait of Phillip Leslie, managing partner

Phillip Leslie

Managing Partner

Phillip Leslie is Managing Partner at Workbox Ventures, where he seeks to grow the firm’s impact on the Future of…

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Portrait of John Wallace, Co-Founder & CEO

John Wallace

General Partner

John Wallace is a Co-Founder of Workbox and General Partner of Workbox Ventures. John has been investing for over 20…

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Portrait of Kyle OConnor, board member

Kyle O'Connor

General Partner

Kyle O’Connor is the CFO of Workbox and General Partner of Workbox Ventures. Kyle has been investing in and structuring…

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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.

Learn More About Workbox Ventures

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