90 episodes

Here’s how to startup. Even when the world goes topsy-turvy.

From one home office to another, Zendesk leaders chat with founders, CEOs, and makers on their startup journey. There’s rule-flipping, new dogma and recycling failure into growth.

Plus, why customer experience is at the heart of success, as told by people who know unpredictability inside out. (That seems pretty helpful right now.)

Sit Down Startup Adam O'Donnell

    • Business
    • 5.0 • 46 Ratings

Here’s how to startup. Even when the world goes topsy-turvy.

From one home office to another, Zendesk leaders chat with founders, CEOs, and makers on their startup journey. There’s rule-flipping, new dogma and recycling failure into growth.

Plus, why customer experience is at the heart of success, as told by people who know unpredictability inside out. (That seems pretty helpful right now.)

    [4x Founder] From FBI to Founder: Jo Riley’s Journey to Product-Market Fit with Censia

    [4x Founder] From FBI to Founder: Jo Riley’s Journey to Product-Market Fit with Censia

    Join us on the newest episode of Sit Down Startup as Jo Riley, founder of Censia, shares her inspiring journey from the FBI to launching a disruptive AI-driven platform. Host Adam O'Donnell and Jo discuss the importance of persistence, the value of customer feedback, and how Censia is transforming the way companies find and manage talent. Whether you're a founder or an aspiring entrepreneur, Jo's story of resilience, innovation, and customer obsession provides invaluable insights.

    00:01:08 - Background: Jo’s early life and introduction to intelligence.
    00:04:25 - Transition from the FBI to entrepreneurship.
    00:10:45 - The turning point and early struggles in raising venture capital.
    00:12:24 - Hitting product-market fit and scaling Sentia.
    00:29:58 - Using customer feedback to guide product development.

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

    • 41 min
    [$30B Market Reimagined] Unlocking Home Care's Potential with Honor

    [$30B Market Reimagined] Unlocking Home Care's Potential with Honor

    Welcome back to Sit Down Startup!
    Seth Sternberg, co-founder of Honor ($625M raised), a company dedicated to addressing the challenges faced by senior citizens during the COVID-19 pandemic, was heavily influenced by his upbringing in Connecticut and his entrepreneurial spirit. Sternberg's experiences during the pandemic greatly shaped his perspective on its challenges.
    Acknowledging the significant impact of the pandemic on his business, which involves sending care professionals into the homes of older adults, Sternberg was faced with the realization of potential risks and the survival of the company.
    Despite these daunting challenges, Sternberg emphasized the necessity of resilience, adaptability, and finding creative solutions to ensure the safety of both employees and clients. Implementing strict infection control protocols and policies, Sternberg showcases his deep-rooted motivation to contribute positively to society, especially during times of crisis.

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

    • 32 min
    [$400M raised] FLYR Labs’s Founder, Alex Mans: journey to product-market fit

    [$400M raised] FLYR Labs’s Founder, Alex Mans: journey to product-market fit

    Welcome to the latest episode of Sit Down Startup, where host Adam O'Donnell explores FLYR Labs’ founder and CEO Alex Mans' meteoric rise with $400M raised, #boom!
    Transitioning from a consumer-focused model predicting ticket prices to a B2B powerhouse, they're now strategically collaborating with airlines to optimize pricing. Adam and Alex discuss why pivoting to high-margin, recurring revenue streams with big companies was a game-changer for their business model.
    Also critical to success are the strong personal relationships FLYR Labs has forged with airline C-suite executives, key in securing lucrative contracts. Finally, Adam and Alex tackle the criticism airlines face for poor data management and how FLYR Labs' machine learning solutions are setting new industry standards.

    Don't miss this high-altitude discussion!

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

    • 38 min
    [$80M+ raised] THAT Product-market fit moment: Avoid the analysis trap; Shippo’s Founder, Laura Behrens Wu

    [$80M+ raised] THAT Product-market fit moment: Avoid the analysis trap; Shippo’s Founder, Laura Behrens Wu

    In this episode of Sit Down Startup, join Laura Behrens Wu, founder of the multimillion-dollar shipping platform Shippo, as she reveals the pivotal moments that led to staggering growth and product-market fit success. Discover Shippo's journey using customer retention tactics (8:12), an API-first strategy (13:33), and conquering the Shopify App Store with a savvy inbound marketing approach (00:35:15). Listen to this interview for a deep dive into the game-changing approaches Shippo took to thrive in the competitive e-commerce space.

    Apply to the Zendesk for Startups program. Qualifying startups can use Zendesk six months for free. Click to learn more: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

    • 41 min
    Trulia’s Founder; product-market-fit journey with Sami Inkinen

    Trulia’s Founder; product-market-fit journey with Sami Inkinen

    In the latest episode of Sit Down Startup, uncover Sami Inkinen's entrepreneurial journey, [00:11:28] beginning with how seizing the opportunity in his 20s set the stage for a phenomenal career. Sami shares his groundbreaking strides in [00:19:51] revolutionizing residential real estate with interactive maps, helping Trulia achieve an unparalleled product-market fit. Venturing into health tech, [00:36:53] Sami discusses Virta Health's mission to reverse diabetes through nutrition, not pharmaceuticals. This episode is nothing short of a masterclass in unwavering commitment, diving headfirst into entrepreneurship, and fostering a genuine passion for success in work. Host Adam O'Donnell steers this insightful conversation to inspire and equip startup founders on their journey to market fit.

    Apply to join the Zendesk for Startups program and use Zendesk free for six months. Provide your customers with exceptional customer experiences from day one: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

    • 42 min
    Failed startup to $98M raised; Thoropass’s Founder, Sam Li shares their product-market-fit journey

    Failed startup to $98M raised; Thoropass’s Founder, Sam Li shares their product-market-fit journey

    Sam Li, co-founder and CEO of Thoropass, has a rich background. His perspective on achieving product-market fit as a startup founder is rooted in resourcefulness, curiosity, and adaptability. Here are some cool parts of the episode to check out!

    (00:02:18) Navigating Rookie Mistakes as a Founder
    (00:07:48) The Importance of Intellectual Honesty in Pivoting
    (00:12:36) Discovering Customer Pain Points for Product Market Fit
    (00:19:50) Framework Thinking and Curiosity: Sam Li's Superpowers

    Apply to join the Zendesk for Startups program and use Zendesk free for six months. Provide your customers with exceptional customer experiences from day one: https://www.zendesk.com/lp/startup-partner/?ref=gen&partner_account=0016R00003GUn7OQAT

    • 22 min

Customer Reviews

5.0 out of 5
46 Ratings

46 Ratings

Dan1777999877 ,

Love this show!

No matter the subject, you’re guaranteed to gain something from every episode - can’t recommend Sit Down Startup enough. 🙌

nawDoode ,

Smart tactics very accessible

Adam and his guests are so strategic and transparent ! They share growth practices that work and are insightful for anyone growing a business. This podcast is so juicy I listen with a napkin and a notepad ready to ask for seconds!

Donald1503 ,

Amazing content for early stage founders

I’m in process of launching my startups and this show is helping me a ton. It’s amazing to hear from these leaders on how they are investing in customer experience.

Top Podcasts In Business

The Ramsey Show
Ramsey Network
REAL AF with Andy Frisella
Andy Frisella #100to0
Money Rehab with Nicole Lapin
Money News Network
The Money Mondays
Dan Fleyshman
Young and Profiting with Hala Taha
Hala Taha | YAP Media Network
The Diary Of A CEO with Steven Bartlett
DOAC

You Might Also Like