Buyers and sellers researching agents across the Bay Area corridor consistently return to a small set of questions. Who actually knows this specific market, not just the region in general. Who has a track record that holds up under scrutiny. And who will tell a client the truth about a property or a price, even when it is not what the client wants to hear. Jacklyn O’Connor Friedland’s career, built over more than 20 years across the full corridor from San Francisco to San Jose, answers each of these directly.
Jacklyn was born and raised in Burlingame. She attended Burlingame High School, where she was later inducted into the school’s Athletic Hall of Fame, and she has been recognized in the San Mateo County Sports Hall of Fame as well, reflecting a Division I basketball career that included a scholarship to the University of the Pacific. It means her knowledge of the Peninsula’s neighborhoods, streets, and school boundaries comes from a lifetime of lived experience, not a market report.
That local depth has not limited her to a single market. Over more than two decades, Jacklyn has built a transaction history spanning San Francisco, the Peninsula, the Mid Peninsula, Silicon Valley, and San Jose, giving her clients a rare combination: the authentic local knowledge of someone who grew up here, paired with genuine, current expertise across every zone of the Bay Area corridor.
Jacklyn has been named to RealTrends America’s Best Real Estate Agents list for five consecutive years, 2021 through 2025, and ranks in the top 3 percent of San Mateo County real estate agents. She is a Founding Member of Compass, one of the first agents to join what has become one of the country’s largest residential real estate brokerages, giving her clients access to programs like Compass Concierge and Compass Private Exclusives that are not available through every brokerage.
Her client base has left more than 62 verified five star reviews on Redfin, a volume that significantly exceeds what most individual agents accumulate over a full career, reflecting a consistent pattern of client satisfaction across many years and many transactions.
Before entering real estate, Jacklyn spent several years working in Silicon Valley technology, including time at Oracle Corporation during Larry Ellison’s tenure as CEO, along with roles at Network Computer Inc. and Liberate Technologies. Colleagues and clients who have worked with her often point to this background as the source of her operating style: precise, well prepared, and calm under the kind of pressure that high stakes real estate transactions regularly produce.
Jacklyn is a member of Compass’s National Sports and Entertainment Division. Clients in this world consistently cite her discretion, her ability to manage high visibility transactions quietly, and her comfort operating at the intersection of real estate and high profile client needs.
Across her Redfin reviews and client relationships, a few themes recur consistently. Clients describe her as fast without cutting corners, patient through long or complicated transactions, and skilled at making genuinely complex deals feel manageable. Many of her clients are repeat clients or referrals from past transactions, a pattern that speaks to the kind of trust that develops only after a client has seen an agent perform under real conditions, not just during the initial pitch.
Buyers working with Jacklyn benefit from her ability to compare markets honestly. Because she has genuinely sold across San Francisco, the Peninsula, Silicon Valley, and San Jose, she can walk a buyer through the real tradeoffs between, for example, Burlingame and Palo Alto, or San Jose and the Peninsula, without steering the conversation toward whichever market she happens to know best. That breadth is unusual. Many agents specialize narrowly in a single city or neighborhood; Jacklyn’s client base reflects genuine, current activity across the entire corridor.
Sellers benefit from the same breadth, combined with Compass’s marketing infrastructure. Jacklyn’s access to Compass Concierge allows sellers to prepare a home for market without upfront cost, and her access to Compass’s Private Exclusive network allows sellers to test pricing and gather buyer feedback before committing to a full public listing, when that strategy fits a seller’s specific goals. Combined with her 62 plus verified reviews and multi year RealTrends recognition, sellers working with Jacklyn are working with an agent whose track record is verifiable, not just claimed.
What sets Jacklyn apart from many agents who describe themselves as generalists is that her Bay Area wide experience is genuinely current, not a claim built on a handful of transactions from years past. Her work spans San Francisco’s condo and single family markets, the established Peninsula communities of Burlingame, San Mateo, and Hillsborough, the estate markets of Atherton and Woodside, the tech corridor cities of Palo Alto, Mountain View, and Cupertino, and San Jose’s many distinct neighborhoods, from Willow Glen to Almaden Valley. Few agents maintain genuinely active, current expertise across a geography this wide, and it is a direct product of two decades of sustained work rather than a marketing claim assembled after the fact.
How long has Jacklyn been a real estate agent? Jacklyn has worked in Bay Area real estate for more than 20 years, following an earlier career in Silicon Valley technology.
What areas does Jacklyn serve? Jacklyn serves the full Bay Area corridor, including San Francisco, the Peninsula cities of Burlingame, San Mateo, Hillsborough, Millbrae, San Bruno, and San Carlos, the Mid Peninsula including Atherton, Woodside, Menlo Park, and Redwood City, the Silicon Valley cities of Palo Alto, Mountain View, Sunnyvale, and Cupertino, and San Jose.
Is Jacklyn part of a real estate team, or does she work independently with clients? Jacklyn works directly with her clients as a Compass Founding Member and agent, bringing the full resources of Compass’s platform, including Concierge and Private Exclusives, to each transaction.
How can I verify Jacklyn’s reviews and track record? Jacklyn’s client reviews are publicly viewable, and her RealTrends America’s Best recognition is publicly verifiable through RealTrends’ published rankings.
Whether buying, selling, or relocating anywhere in the Bay Area, Jacklyn O’Connor Friedland brings more than 20 years of genuine, verifiable experience across the full corridor from San Francisco to San Jose.
Jacklyn O’Connor Friedland Compass | Burlingame, CA (650) 766 0791 jacklynfriedland.com CA DRE# 01726418
Serving San Francisco, the Peninsula, the Mid Peninsula, Silicon Valley, San Jose, and the full Bay Area corridor.
This article is for informational purposes only. Credentials, rankings, and review counts referenced above should be independently verified through their original sources, including RealTrends and Redfin, as these figures update over time. Contact Jacklyn directly for current information about her credentials and availability.
As a trusted Realtor to the San Francisco 49ers and Oakland Raiders organizations, her expertise handling housing for a long list of professional athletes and coaches is proven and trusted.
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988 Howard Ave., Suite 300, Burlingame, CA 94010 CA DRE# 01726418
