SF Hosts “City Skyline Challenge” – Toss Your Boss!

ImageLocal celebrities, politicians and nearly one hundred San Franciscans will rappel free-hanging 230 feet from the roof of the Hyatt Regency San Francisco at 5 Embarcadero Center on Thursday, March 27and Friday, March 28 to help expand outdoor learning opportunities for low-income students throughout California.  The high perceived risk of this very safe activity will give brave San Franciscans a mental and physical challenge that they’ll be sure to remember for years to come!

The first annual Outward Bound California City Skyline Challenge is bringing the thrills of mountaineering and the power of experiential learning to the Bay with a chance for corporate teams, businesses and individuals to go over the edge of one of the tallest buildings on the San Francisco Skyline. Experience for yourself how Outward Bound uses challenge to teach young people self-confidence, courage and resilience. Rappel yourself, with your team, or “Toss Your Boss” with the goal of raising more than $250K for the organization known across the country for teaching people that they can achieve more than they ever thought possible.

Outward Bound California’s City Skyline Challenge, operated in partnership with Over the Edge USA, is sponsored by: Planet Granite, Wells Fargo, The Hyatt Regency, 7×7 Magazine, Aspiriant, St. Francis Foundation and Fort Point Capital Partners with in-kind support from Clif Bar, Osprey, Lagunitas Brewing Company, Mountain Hardwear, Sports Basement and Zozi.com.

Individuals and companies can sign up to rappel in the following categories:

Individual Rappeller: give or raise $1,500+ to go over the edge
Toss Your Boss: raise $2,500+ as a team to send your boss over the edge
Expedition Sponsor: $5,000
Peak Sponsor: $10,000
Summit Sponsor: $25,000
Presenting Sponsor: $35,000

Go to www.cityskylinechallenge.org to make your reservation now.

What: Individuals rappelling off of the Hyatt Regency at 5 Embarcadero Center to raise funds for Outward Bound California.

Who:  Celebrities, elected officials, Bay Area corporate leaders and the public including:


  • David Chiu, President of the San Francisco Board of Supervisors
  • Lou Seal, Mascot for the San Francisco Giants
  • Phil Ginsburg, General Manager of San Francisco Recreation and Parks
  • Guy McIntyre, Former 49ers Offensive Linesman and Three Time Super Bowl Champion
  • Mark Leno, California State Senator

Honorary Committee Members:

  • California Assembly Member Tom Ammiano
  • California Assemblymember Phil Ting
  • John and Laura Fisher
  • Bob and Randi Fisher
  • Art and Carlyse Ciocca
  • District Attorney George Gascon
  • George and Karen McCown
  • John and Michele McNellis
  • Representative Jackie Speier

Outward Bound California’s City Skyline Challenge is sponsored by: Planet Granite, Wells Fargo, Aspiriant, St. Francis Foundation and Fort Point Capital Partners with in-kind support from Clif Bar, Lagunitas Brewing Company, Osprey, Seven by Seven Magazine, Sports Basement and Zozi.

When: Thursday, March 27 & Friday, March 28

VIP & Media Rappel Day: Thursday, March 28, 1pm-4pm

City Rappel Day: Friday, March 28, 9am-5pm

Where: Hyatt Regency at 5 Embarcadero Center

  • Rappellers and media will be registering in the main lobby of the Hyatt and will be escorted to the roof
  • Rappelling will be off the South West corner of the building landing on the sidewalk directly off Market Street
  • We have media harnesses available for getting shots over the edge and limited space for media to rappel on March 27th

Media Rappel Day: Thursday, March 27, 1pm-4pm

Outward Bound California has reserved spots for camera crews and radio outlets to live broadcast as they rappel themselves!  Space is limited (5 spots left!) and will be reserved on a first come, first serve basis.

Contact Emma Rapp at (828) 239-2388 or erapp@outwardbound.org to reserve your space.


About Outward Bound California: Outward Bound California is a nonprofit educational organization and expedition school offering experiential learning programs that challenge students to develop leadership, character, a desire to serve and the inner strength they need to succeed in their schools, communities and careers.

Outward Bound California is committed to serving low-income, traditionally excluded populations and facilitating effective community partnerships, giving two in three of their students a full or partial scholarship to participate in our programs.

Learn more at: www.outwardboundcalifornia.org

About Outward Bound:  Outward Bound, founded in 1941 by educator Kurt Hahn, is a non-profit experiential educational organization that serves people of all ages and backgrounds through challenging learning expeditions that focus on character development, leadership and service. Outward Bound helps individuals and teams discover strength of character and an aptitude for leadership needed to serve others in their community and care for the world around them. Outward Bound serves 70,000 students annually and has a nationwide community of more than 1 million people.

Learn more at: www.outwardbound.org 

About Over the Edge:  OTE is a special events company that provides signature events for non-profit organizations anywhere in North America and it is currently expanding globally. Business leaders, individuals and community members are invited to raise donations in exchange for the experience of going over the edge of a prominent building. This unique event generates front page news, raises thousands of dollars and provides participants with a once-in-a-lifetime experience. Over the Edge is responsible for all technical aspects of the event including the insurance, professional staff and rappelling equipment.  In addition, OTE provides a comprehensive Event Manual and tools to conduct a successful fund raising event. Our mission is to create a legacy with a 10 year goal to help non-profit organizations throughout North America raise $50 million dollars.

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