Join us For JLSJ Virtual Derby Day!

Saturday, May 2, 2020

Find out more at

Join us for a celebration as we present the first of its kind virtual fundraiser for the Junior League of San Jose! The Derby horses may not run for the roses until September, but we are going ahead with our own version of the 146th Kentucky Derby on May 2, 2020.

The League depends on our annual fundraiser to support the leadership development of women and improve the lives of foster youth in our community. We are forging ahead because our community needs us more than ever.

A Derby State of Mind Video

What to Expect on Saturday?



Register for JLSJ’s Virtual Derby Day on EventBrite here so we can keep you up to date on the event and all of the fun we are going to have on May 2nd: CLICK HERE

Join us on YouTube Live – CLICK HERE


Facebook Live – CLICK HERE

For optimal fun, we recommend watching via YouTube on your TV (if possible). That way you can use your phone, computer, or other device to play along in the auctions and contests via Greater Giving CLICK HERE.

How? Go to the YouTube app on your TV and type in JLSJ Virtual Derby Day – LIVE EVENT and it should pop up – or click below and Chromecast, Cast, Airplay or ScreenMirror to your TV. For detailed directions on how to put YouTube on your TV CLICK HERE. If you need technical support, please email with your name and phone number and we will call you back.

PRO TIP: You MIGHT want to try this in advance to avoid a wait time on event day for tech support if this is your first time streaming to your TV.



3 pm – DJ Happy Hour

4 pm – VIRTUAL DERBY (Silent Auction, Fund the League, Live Auction, Run for the Roses, Kendra Scott Jewelry Pull, Mystery Boxes, Raffle Pull)

5 pm – DJ Dance Party

6 pm – Silent & Live Auction Bidding Closes


Video Invitation from our President, Bree von Faith

To learn more about the Junior League of San Jose, please visit


For fun videos, TikTok contest instructions, pictures from the 2018 event, and more, CLICK HERE



Our Silent Auction is underway.  Join in the fun CLICK HERE 

Need technical assistance – our Greater Giving Genius Bar is Open CLICK HERE

Silent Auction Highlights include:

  • Whiskey Experience for 10
  • Dining experiences at Michelin Star restaurants 
  • Premium Sharks tickets and autographed jersey
  • Golf Packages
  • Cocktails, Canapes & Cookies
  • Fine wines
  • 30 Kendra Scott Mystery Jewelry Boxes (will open at 4 pm on May 2nd)
  • Disneyland Park Hopper Tickets
  • Shopping Sprees
  • Santa Cruz Beach Brew Cruz
  • And more

We’ve created EASY-TO-USE INSTRUCTIONS and our volunteers will be available for technical assistance starting on April 25th at 10 am – up through the Derby live event. 


Kendra Scott Jewelry Pull

Necklaces, bracelets, and earrings, oh my!

For $75, you will receive a fabulous mystery gift from Kendra Scott.  Each signature yellow box contains an amazing piece of Kendra Scott jewelry, valued between $50 and $150+. 

Don’t wait, these boxes are sure to sell out fast! Now, are you ready to win something beautiful?


LIVE AUCTION – May 2, 2020 – 4 pm

Join us LIVE during the Derby Day program on May 2, 2020 starting at 3 pm. Bidding will be done through the Greater Giving app and hosted live by our amazing auctioneer, Ellen Toscano.

Live Auction Highlights include:

  • 5-Night Stay in Custom Built New Yountville Home on Vineyard with Pool
  • Sedona Vacation including North Face Gear and Airfare
  • 6-Night Stay in Private Home in Tahoe
  • San Francisco Premium Giants Package
  • Monterey Overnight Trip with Exclusive Round of Golf
  • 7-Night Stay at Pajaro Dunes on the Beach 

Preview each Live Auction package CLICK HERE



We’ve got 3 exciting Raffle prizes this year. We can only sell a limited number of tickets due to IRS regulations, before the 4 pm cutoff on May 2nd. 

*Redemption dates for prize packages subject to mutual agreement. Need not be present to win.

RAFFLE TICKET PRICE: $20 each or 10 for $100

Due to IRS regulations, unfortunately we can’t sell raffle tickets online. However, we will be selling tickets via phone and we will drop your tickets in the Raffle of your choice on your behalf – i.e. you do not have to leave your house.  Please contact Julie Leif at to make your purchases.  We will draw the winners at our Live Virtual Event on May 2, 2020.



Excited for JLSJ Virtual Derby Day’s Livestream Event on Saturday, May 2nd? Want to order in for a FULL Derby Experience? Vine Hospitality, whose restaurants are Left Bank Brasserie, Meso, and LB Steak restaurants on Santana Row, is curating a special Derby-themed menu with signature cocktails for delivery or pick-up. 10% of food purchases will be going back to The Hub at Bill Wilson Center to support foster youth!

View the exclusive Derby Day menu, served along with the regular pick up and delivery menus.

Pick up and Delivery is available from 12pm-8:30 pm, by calling 408.244.1180 or visiting one of the URLs below. 3rd party sites DoorDash and UberEats will also offer the same special menu section on the day of the event! 

To place an order on Saturday May 2nd, visit:


Meet our JLSJ Derby Day Emcee – Chris Chmura

We are excited that NBC Bay Area’s Chris Chmura will be our Master of Ceremonies. Chris and NBC Bay Area have been long-time supporters of JLSJ.

Chris Chmura joined NBC Bay Area in April 2016 as Consumer Investigative Reporter. He leads their NBC Bay Area Responds team, which responds to consumer complaints and advocates on viewers’ behalf. His goal is to help consumers settle disputes — no matter how large or small; simple or complicated. Chris says he aims to empower viewers with knowledge that will make them savvy consumers. I bet Chris will help you make the perfect decisions on our Silent Auction items!



Auctioneer, Ellen Toscano, has never been a stranger to the stage.  After graduating with a BFA from New York University, Ellen performed for 10 years in San Francisco’s “Beach Blanket Babylon.”  After leaving the iconic San Francisco institution in 2015, she began her work as a charity auctioneer combining her two biggest passions: performing and helping others.   

She worked with the highly reputable bay area company Generosity Auctions for 4 years, before starting her own business. As an auctioneer, Ellen has raised millions of dollars for nonprofits throughout the Bay Area and beyond. Her unique style provides a fun, enthusiastic, and warm atmosphere to events focusing on gratitude and giving in profound ways to support incredible causes. 

Known as “the singing auctioneer,” she’s even been known to bust out a song or two during an event!  When she’s not on stage wearing her signature sequined outfits, Ellen is also a certified Reiki Master, Meditation teacher, and songwriter.  


Meet our DJ’s – Soulmates

We have the amazing DJ duo Soulmates opening and closing out the show for Virtual Derby Day. They’ll help us get the party started at 3 pm!


See you at the Races!