The Hillbrook Benefit

About the Benefit

We’re excited to return to our in-person Benefit celebrations once again in 2022 - save the date for Saturday, April 2nd! Each year, The Hillbrook Benefit is a memorable and fun evening that celebrate our community and supports Hillbrook's Flexible Tuition Program. Organized by the Hillbrook School Parent Council (HSPC) and the Office of Advancement, the annual Benefit is one of the school's largest community-building events and a critical fundraiser for the Flexible Tuition Program at Hillbrook.

We can't wait to celebrate with you once again in 2022 - thank you in advance for your valuable support of our school!

Three Things You Can Do Right Now!

Three great ways to support the Benefit:
  1. Save the Date! Mark your calendar for Saturday, April 2. 
  2. Donate Experiences and Items to our Silent Auction - HERE!
  3. Sponsor the Benefit and make an impact - HERE! (scroll through to see the levels and benefits)
Please see our FAQ section below for more information and helpful links for both new and returning families. 

Benefit FAQ

List of 14 frequently asked questions.

  • Q. What is the Benefit?

    The Benefit is our community celebration benefiting Flexible Tuition at Hillbrook.
    • All net proceeds support the Flexible Tuition Program at Hillbrook; 30% of our students benefit directly from Flexible Tuition. We know that this is one way to strengthen our school and community.
    • Last year, the Benefit raised over $500,000!
    • The Benefit is attended by current and former Hillbrook parents, grandparents, faculty, staff and their guests. It is an all-school, community-building event.
    • The event includes a Live and Silent Auction, Benefit Parties and activities, and much more!
    • The Benefit is sponsored by the Hillbrook School Parent Council (HSPC).
    • This year’s event is on Saturday, April 2, 2022.
  • Q. How do I make a reservation for this year?  Is there a cost to attend this year?

    • You can make a reservation for this year’s Benefit on the Hillbrook Benefit Microsite by Givesmart, Reservations and table requests will open in February 2022.
    • The cost to attend the event is TBD.
  • Q. I can't attend the Benefit but would love to support Hillbrook's Flexible Tuition Program. What can I do?

    We will miss you at the event and thank you for thinking of ways to show your support. There are many ways you can participate including:
    • Volunteer your time before the event (solicitations and more)
    • Donate experiences and items - vacation homes, event tickets, gift certificates, wine, and goods
    • Host or Buy into a Benefit Party - have fun while creating community!
    • Purchase items off the Wishlist for class baskets
    • Sponsor the event or give to Stand Up for Students with a 100% tax-deductible donation
    • Bid on Silent Auction items. You do not need to be present to bid; simply Register on the Hillbrook Benefit Microsite by Givesmart, and use your smartphone to donate, bid on Silent Auction items and buy Benefit Parties tickets. The Silent Auction will open in March before the event.
  • Q. What can I donate?

    Top-selling Silent Auction items include:
    • Offer a stay in a vacation home (e.g. beach, ski, golf, adventure, international - all are awesome!)
    • Donate sports, concert, and event tickets
    • Share a tour or experience related to your area of expertise, profession, or hobby
    • Organize a unique experience like a scavenger hunt, cooking/dining with a chef, or behind-the-scenes tour
    • Access to private golf courses, planes, and workspaces
    • Contribute wine, top shelf liquor, restaurant gift certificates, or popular products
    • Airline miles to round out a getaway package
    • We are hoping that any experiences have long expiration dates!
    Host an Auction Party or Experience: The Hillbrook community loves a party. Get creative and have fun. Tickets to these events are popular and sell out quickly. Download last year's Benefit Catalog here for more ideas. 

    To contribute, please fill out the
    Benefit Donation Form, Benefit Party Sponsor Form, or reach out to Benefit co-chairs.
  • Q. What is Stand Up For Students?

    • All guests can raise their paddles to benefit our Flexible Tuition Program at Hillbrook.
    • This opportunity welcomes participants to raise their paddles at various levels, ranging from $100 to over $40,000 - 100% raised goes directly to benefit the Flexible Tuition Program.
    • You can also give to “Stand Up For Students” in the Silent Auction on the Hillbrook Benefit Microsite by GiveSmart or by contacting Cathy Carlson or Felicity Jimenez-Howard.
    • We invite our entire community to join together for this effort in attempting to reach our goal of $300,000.
    • All Stand Up for Students donations are 100% tax-deductible.
    • All Stand Up for Students donations can be corporate matched!
    • All Stand Up for Students donations will be recognized in the Annual Report, unless you prefer to be anonymous.
  • Q. What will the Benefit proceeds be used for?

    Proceeds raised from the Hillbrook Benefit directly support the Flexible Tuition Program. 30% of our students directly benefit from the Flexible Tuition Program, so this event is both meaningful and essential to Hillbrook’s commitment to keeping an economically diverse student body. Hillbrook currently allocates over $2.5 million to Flexible Tuition.
  • Q. What is a Benefit Party?

    These experiences or parties are imagined and sponsored by our own parents and teachers. Previous examples include game nights, outdoor escape rooms, and one-of-a-kind craft lessons in Hillbrook's famous Hub (and those are just a few!)
    • Benefit parties are extremely popular with limited spots, so be sure to purchase early!
    • These will be in-person events on various dates, starting in April and into the Fall.
    • Parties are available for purchase on the Hillbrook Benefit Microsite by Givesmart You can view Benefit Parties starting in March.
  • Q. What are class baskets?

    • Class baskets are created by the HSPC with contributions from the Hillbrook parent community. Each basket is filled with gifts, games, and activities, with a different theme for every grade.
    • Starting in mid-March, you'll be able to view our class basket wish lists and donate items directly from Amazon - your purchases go directly to Hillbrook School. Keep an eye on Hillbrook Happenings for details!
    • You are welcome to purchase items from any grade level’s list or donate any other item that relates to each theme.
    • You can also drop off donations at the Front Office anytime through Monday, March 22nd.
  • Q. How can I volunteer?

    We are seeking help with the following:
    • Silent Auction and Benefit Party solicitation volunteers
    • Grade Level Benefit Buddies
    • Develop Amazon wishlists for the class baskets
    • Assemble baskets
    • Write thank you notes at the Thank-a-thon
    Reach out to Cathy Carlson, Felicity Jimenez-Howard, or the Benefit co-chairs to volunteer.
  • Q. How do I sponsor the Benefit?

    • Sponsorships are vital to the success of the Benefit.
    • Each year families and businesses sponsor at various levels from $10,000 to $500. 
    • Sponsors will be recognized during the event and in the Benefit Catalog. 
    • Various giving levels include Benefit tickets, recognition on the Benefit Microsite, advertising in our Auction Catalog, and social media highlights.
    • Sponsorship donations may be tax-deductible over the amount of the cost of advertising, food, wine, etc…
    • Sponsors get awesome benefits - click here for details!
    Use the Family Sponsorship and Student Advertising Form and email to or select "sponsor" when you buy your tickets on the Hillbrook Benefit Microsite by GiveSmart.
  • Q. How do I advertise in the Benefit Catalog?

    • Our Auction Catalog gains visibility with over 500 families in our community. Your business or an associated business can purchase a business advertisement in our Auction Catalog.
    • Families (and particularly those in 8th grade) have the opportunity to purchase a student advertisement in our Auction Catalog. Download the Family Advertising Form from this page (click here to view previous examples)
  • Q. What can I expect on the night of the Benefit?

    • Table seating - If you want to be assigned to a table or group of tables with friends and others in your grade level you can. We will help facilitate these table groups. 
    • Silent Auction - Bidding on Silent Auction starts on Sunday, March 27th on the Hillbrook Microsite by GiveSmart and ends at 8pm on Sunday, April 3rd, the day after the Benefit. There is a huge variety of items and price points - something for everyone! - so be sure to take time to review the catalog.
    • Live Auction - We will have premier items available through the Silent Auction. Some may be highlighted during the live event. Bidding will take place on the Hillbrook Microsite by GiveSmart.
    • Premium Wine Bar - A beloved Hillbrook tradition, these wines are donated from the private collections of Hillbrook families. Premium wine bar tickets will be available for purchase on the Hillbrook Microsite by GiveSmart. 
    • We will also celebrate the graduating 8th grade class. Hillbrook’s 8th grade class will be part of the Benefit before heading off to their own celebration!
  • Q. What do I need to know about the Hillbrook Benefit Microsite by GiveSmart?

    • To enable mobile bidding, respond to the welcome text you receive from “52182” with your first and last name.
    • Once you register with GiveSmart, you can sponsor the event and bid on Silent Auction items (after Sunday, March 27 at 6PM and before Sunday, April 3 at 8PM), and sign up for Benefit Parties (after Sunday, March 27 at 6PM). After registering, you will be sent a unique URL via text message and email.
    • This URL is unique to you and will provide you with the following features:
      • View detailed item information, current bid status, and what you’ve won
      • Bid anytime, anywhere during the Silent Auction (includes setting max bids)
      • Receive alerts when you’ve been outbid
      • Personalize an item ‘watch list’ for your favorite listing
  • Q. I still have questions. What can I do?

    Please reach out to Cathy Carlson or Felicity Jimenez-Howard. You can also email and reach the entire Benefit team, including Benefit Co-chairs Kev Brock and Gina Zillman. Looking forward to seeing you all on Benefit night!

List of 2 members.

  • Photo of Felicity Jimenez-Howard

    Felicity Jimenez-Howard 

    Associate Director of Advancement
    (408) 356-6116 ext. 522
  • Photo of Cathy  Carlson

    Cathy  Carlson 

    Director of Advancement
    (408) 356-6116 ext. 505

The Benefit takes a lot of support from our Hillbrook community and we would love your help! If you have questions or you'd love to get involved, please reach out to Benefit co-chairs Kev Brock and Gina Zillman, or Cathy Carlson and Felicity Jimenez-Howard in the Hillbrook Advancement office, at We look forward to connecting with you!  
An independent Junior Kindergarten -8th grade school in Los Gatos since 1935

300 Marchmont Drive
Los Gatos, CA 95032
(408) 356-6116 |