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Byline Travel

© 2026 Byline Travel. All rights reserved.

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Our Story

Travel should be a joy — in the planning, the living, the remembering, and the sharing.

What We're Building

To empower anyone to lead, join, or plan extraordinary travel experiences with the confidence that comes from verified companions, always-on support, and a global community of fellow adventurers.

What We Believe

Our values guide every feature we build and every decision we make

Travel Should Be Accessible

We believe everyone deserves to explore the world, regardless of experience level or travel anxiety.

Community Over Isolation

The best travel memories come from shared experiences. We connect like-minded travelers together.

Trust Is Everything

Background checks, verified profiles, and transparent ratings ensure you always know who you're traveling with.

Technology Enhances, Never Replaces

Our technology handles the logistics so you can focus on what matters: the experience itself.

Our Journey

Byline started in January 2026 with a familiar frustration: planning and executing yet another trip had become a second job. The tools helped — but they left a thousand threads and tabs open, a spreadsheet, and 10 hours gone.

The founders love travel. They love planning truly unique experiences. They wanted to bring that joy to the world without the pain — and put every trick, instinct, and hard-won lesson into building something that makes the full arc of travel a pleasure: the planning, the executing, the remembering, and the sharing.

For experiences without the logistics — welcome to Byline.

The Team

A founding team with decades of experience building technology, shaping digital experiences, and running operations at scale.

Alex Kaplinsky

Alex Kaplinsky

Founder & CEO

Alex has spent 30 years watching the travel industry make the same mistake: optimizing for the transaction, not the experience. Every platform gets you to "confirm" and then disappears. Your flight changes, the weather shifts, your group has questions — and you're on your own.

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Byline exists because he got tired of that being acceptable.

He's been building technology companies in Silicon Valley since the early days of the commercial web, and the throughline across all of them has been the same: technology should make people's lives richer, not just more efficient. At Byline, that means technology that actually travels with you — from the first conversation about where to go, through every moment on the ground, to the photos you'll look at ten years from now.

Ryan Brill

Ryan Brill

Co-Founder, Technology

Ryan has spent 20 years thinking about one question: why do some digital experiences feel effortless, and others feel like work?

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The answer, he'll tell you, is almost never the technology. It's the judgment behind it — the decisions about what to show, what to hide, how to guide someone through a moment of uncertainty. That's what UX strategy actually is, and it's what Ryan has practiced across a career that has taken him from small design consultancies to some of the largest digital transformation projects in the country.

At Byline, he's applying that same lens to travel: an experience that should feel like it was designed by someone who genuinely cares how it goes for you, because it was.

Adam Brill

Adam Brill

Co-Founder, Technology

Adam's instinct is to ask: what has to be true for this to actually work?

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Not just in theory — in practice, at scale, when things get complicated. That's the question a systems architect asks, and it's shaped the way Adam approaches every product he's built. Great experiences require great infrastructure underneath them. The part the traveler never sees has to be rock-solid so that the part they do see feels effortless.

He's been building that kind of infrastructure for 20 years, across companies of every size, and he brings that discipline to everything Byline ships. When the product makes a recommendation, adjusts an itinerary, or coordinates a group of twelve people across three time zones, Adam is the reason it holds together.

Kristy Frivold

Kristy Frivold

Co-Founder, Product

Kristy has spent her career at the intersection of technology and consumer experience — figuring out how to make digital products feel not just functional, but genuinely delightful.

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She led digital innovation at Sephora, where she launched and ran the first virtual AR platform in the retail industry, Sephora Virtual Artist, and managed strategic technology partnerships with Google, Apple, Meta, and Samsung. She's also served on innovation boards for companies including Microsoft, Gap, and Starbucks, advising leaders on where digital experience is heading and what it takes to get there.

At Byline, she brings that same instinct — the one that asks how do we make this feel like magic? — to a category that's been waiting for someone to care enough to try.

Natasha Kaplinsky

Natasha Kaplinsky

Co-Founder, Influencer Success

Natasha understands something most platforms miss: the people who inspire travel are not just marketing channels — they're the reason someone books the trip in the first place.

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She's spent her career building relationships between brands and the creators who shape how people discover the world. She knows what influencers need to do their best work, what brands need to see real returns, and how to build the bridge between the two without losing what makes either side valuable.

At Byline, she leads influencer success — making sure the creators, guides, and tastemakers on the platform have everything they need to turn their audience's wanderlust into unforgettable experiences.

Alex Ross

Alex Ross

Co-Founder, Data

Alex is a strategist and operator who cut his teeth in environments where every decision has to be backed by data and every dollar has to be justified.

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He ran a high-stakes Congressional office while still an undergraduate at Stanford — managing legislative strategy, campaign operations, and a district with a 14-point registration disadvantage. He engineered a 564-vote upset victory in California's 13th District by ignoring the national playbook and leaning into hyper-local issues — water rights, agricultural economics, the things that actually move voters in the Central Valley. His Lunsford Award-winning research at Stanford shows the same instinct: find the real problem, build a rigorous analytical framework around it, and deliver something actionable.

At Byline, he owns data, measurement, and A/B testing infrastructure — making sure we know exactly what's working across every user action and every monetization path.

Dessy Danailova

Dessy Danailova

Co-Founder & CFO

Dessy's job is to make sure the company that wants to change travel doesn't run out of runway before it gets the chance to.

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She's seen how fast things can move when a company finds its footing — and how quickly poor financial planning can become the constraint that limits everything else. At Byline, her role is to build the financial architecture that lets the product team build boldly and the operations team move fast, without the kind of surprises that derail good companies.

She's been working alongside Alex and the team for years and came to Byline because she knew the team, believed in the mission, and wanted to be part of building something that lasts.

Build the Future of Travel With Us

We're a small team in Palo Alto building technology that genuinely changes how people experience the world. Concierge roles are open worldwide, with trips starting in May; our Palo Alto roles are full-time and primarily in-person.

Concierges

Trip Concierge

Worldwide · Seasonal · Starting May 2025

Travel Concierge

Worldwide · Seasonal · Starting May 2025

Concierge Program Lead

Worldwide · Seasonal · Starting May 2025

Influencer Success

Influencer Partnerships Manager

Palo Alto, CA · Full-time · In-person

Creator Growth Strategist

Palo Alto, CA · Full-time · In-person

Product

Director, Product Delivery

Palo Alto, CA or remote · Full-time

Don't see your fit? We're always interested in meeting people who love travel and want to build something that matters.

Press & Media

Covering Byline Travel? We'd love to help — send us a note and we'll get back to you quickly.

Press & media

Working on a story? Tell us what you need and your deadline, and we'll get back to you quickly.

Prefer email? Reach us at support@byline.travel.

Join Our Journey

Whether you want to explore the world or help others do the same, there's a place for you at Byline Travel.

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