Profile

Sky Dayton

Location: USA

Sky Dayton is the co-founder of CloudKitchens. He founded EarthLink. He is the founder of Boingo Wireless. He co-founded eCompanies. He is a board member and advisor to Age of Learning.

NUMBER

#241

Xs

213

Investments

30

Exits

19
Photo by areteindex.com
Unicorns
Overview
About Sky Dayton
Number of Portfolio Companies 4
Location USA

Sky Dayton is the co-founder of CloudKitchens. He founded EarthLink. He is the founder of Boingo Wireless. He co-founded eCompanies. He is a board member and advisor to Age of Learning. He is also a co-founder of Jamdat Mobile, CloudKitchens and City Storage Systems. He is on the board of directors of SummerBio and Joby Aviation. In June 1999, he co-founded the companies. He is a venture partner and director of Evercore Ventures. Immediately after graduation, he managed the computer graphics departments of two advertising firms for two years. In 1990, he co-founded Mocha Cafe in West Hollywood. In 1992, while continuing to run it, he co-founded Dayton Walker Design. He has been a director of ReplayTV since April 1999 and serves on the audit and compensation committees. He is also a member of the companies board of directors and Business.com. In addition, he serves on the Board of Directors of Business.com, the Board of Trustees of Team USA Ski & Snowboard, and the Advisory Boards of NTT DoCoMo and the Center for Public Leadership at Harvard University’s John F. Kennedy School of Government. He graduated from the Delphi School in 1988 and decided to forgo college to pursue his interests in technology. He has also served as CEO and non-executive chairman of Helio. He is also an angel investor. He is also a member of the board of directors of Gobbler.

Partner at Dayton Family Enterprises | Board Member | Venture Partner | Technology Entrepreneur United States

Professional Summary

An accomplished entrepreneur and business leader with extensive experience in technology, aviation, and venture capital. Proven track record of founding and scaling innovative companies, with expertise in mobile technology, aviation technology, and strategic business development. Currently focused on investment and advisory roles across multiple high-growth sectors.

Professional Experience

Partner

Dayton Family Enterprises December 2013 – Present

  • Lead investment and strategic initiatives in the Willamette Valley, Oregon region
  • Focus on identifying and developing high-potential business opportunities
  • Manage family office investments and strategic partnerships

Board Member

Loft Dynamics October 2022 – Present

  • Provide strategic oversight for pioneering VR flight simulation technology
  • Contributed to achievement of both EASA and FAA qualifications
  • Guide company strategy in revolutionizing pilot training through VR technology

Venture Partner

Craft Ventures June 2018 – Present

  • Evaluate investment opportunities in emerging technology sectors
  • Provide strategic guidance to portfolio companies
  • Leverage extensive entrepreneurial experience to support startup growth

Co-founder

City Storage Systems & CloudKitchens 2016 – Present

  • Co-founded innovative technology platform for food service industry
  • Developed strategic vision and business model
  • Led company through significant growth and expansion phases

Board Member

Joby Aviation 2016 – Present

  • Provide strategic guidance for revolutionary electric aircraft development
  • Contribute to the company’s long-term vision and growth strategy
  • Support the advancement of sustainable aviation technology

Sky Dayton Investments

  1. Trellis (Media and Information Services B2B)

    • Date: August 22, 2023
    • Deal Type: Later Stage VC
    • Stage: Generating Revenue
    • Industry: Media and Information Services
  2. Fuse Energy Technologies

    • Date: March 28, 2023
    • Industry: Alternative Energy Equipment
    • Stage: Generating Revenue
  3. Loft Dynamics

    • Date: September 29, 2022
    • Industry: Other Hardware
    • Stage: Generating Revenue
  4. Tertulia

    • Date: March 1, 2022
    • Industry: Information Services (B2C)
    • Stage: Generating Revenue
  5. Antara Health

    • Date: September 10, 2019
    • Industry: Clinics/Outpatient Services
    • Stage: Generating Revenue
  6. Trellis (Earlier Investment)

    • Date: March 27, 2019
    • Industry: Media and Information Services (B2B)
    • Stage: Generating Revenue
  7. Swarm Technologies

    • Date: January 24, 2019
    • Industry: Wireless Communications Equipment
    • Stage: Generating Revenue
  8. Joby Aviation

    • Date: February 1, 2018
    • Industry: Aerospace and Defense
    • Stage: Generating Revenue/Not Profitable
  9. Fresno

    • Date: August 10, 2017
    • Deal Type: Seed Round
    • Industry: Media and Information Services (B2B)
    • Stage: Generating Revenue
  10. Artsy

    • Date: July 17, 2017
    • Deal Type: Later Stage VC
    • Industry: Media and Information Services (B2B)
    • Stage: Generating Revenue

 

Areas of Expertise

  • Technology Innovation
  • Business Strategy
  • Mobile Technology
  • Aviation Industry
  • Venture Capital
  • Strategic Partnerships
  • Startup Development
  • Corporate Leadership

Technical Skills

  • Mobile Devices (85 endorsements)
  • Mobile Applications (32 endorsements)
  • Aviation Technology
  • Virtual Reality Systems
  • Business Development

Notable Achievements

  • Instrumental in Loft Dynamics achieving dual EASA and FAA qualifications for VR flight simulators
  • Experienced pilot with expertise in both fixed-wing aircraft and helicopter simulation
  • Successful track record of founding and scaling multiple technology companies
  • Recognized thought leader in aviation and technology sectors

Contact Information

Corporate Office
  • Los Angeles, CA
  • United States

LinkedIn Connections: 500+

– Professional Followers: 2,562

No data.

Company name
ENTRY ROUND
VALUATION at entry ($M)
Xs
VALUATION 
$10M
400
$4 000M
Series A
$43,5M
103,45
$4 500M
Series A
$20M
61,5
$1 230M
Series A
$850M
3,53
$3 000M

No data.

2025