podcast image for Two-Sided - The Marketplace Podcast
Two-Sided - The Marketplace Podcast
Description

Two-Sided, the podcast about building an online marketplace business. Two-sided of course, because we’ll discuss Demand & Supply, but also the good side and the bad side, the easy stuff and the hard stuff, and how it looks from the outside versus what is really going on on the inside of an online marketplace. In this series, we sit down with marketplace entrepreneurs, investors and other brilliant minds who work with online marketplaces and two-sided platforms every single day. We will talk about starting, building, growing and scaling, and every stage in between. In each episode, we will do our best to uncover insights and wisdom you won’t find anywhere else. If you are into online marketplace businesses, you will be into this podcast.

Episodes
  • 2025 / 10 / 22
    [Bonus Episode] Dribbble's controversial pivot to a lead-gen marketplace with Constantine Anastasakis (CEO @ Dribbble)

    Surprise! It’s a Two-Sided bonus episode! Sjoerd sat down with Constantine Anastasakis, CEO of Dribbble, to discuss their transition from an online design community to a lead-generation marketplace. The shift...

  • 2025 / 4 / 3
    S3E09: Season 3 Recap: six key takeaways

    In this solo episode, Sjoerd wraps up Season 3 of Two-Sided, summarizing key lessons from eight insightful conversations with leading marketplace investors. He highlights essential themes like leveraging...

  • 2025 / 3 / 12
    S3E08 - Building defensible marketplaces: insights on network effects and AI - Pete Flint (NFX)

    In this episode, we dive into the world of marketplaces with Pete Flint, co-founder of NFX, one of the leading venture firms specializing in network effects. Pete brings decades of marketplace experience,...

  • 2025 / 3 / 5
    S3E07 - Disrupting Legacy Industries with B2B Marketplaces - Laurens Groenendijk & Bas Rieter (DFF)

    In this episode, we dive into the world of B2B marketplace investments with Laurens Groenendrijk and Bas Rieter from DFF Ventures. With years of experience as founders and investors, Bas and Laurens (as...

  • 2025 / 2 / 26
    S3E06 - From first revenue to breakout success - Colin Gardiner (Yonder.vc)

    In this episode, we’re joined by Colin Gardiner, a seasoned operator and investor in the marketplace space. From his experience scaling Outdoorsy to leading early-stage investments, Colin dives into the...

  • 2025 / 2 / 19
    S3E05 - Founders and speed: finding and funding scalable marketplaces - Jeroen Arts (Speedinvest)

    In this episode of Two-Sided, we explore how early-stage marketplace investors like Jeroen Arts at Speedinvest evaluate and support marketplace founders. Jeroen brings years of experience in identifying...

  • 2025 / 2 / 12
    S3E04 - Navigating marketplace growth: Lateral attacks and the power of the niche - Mira Mihaylova (Piton Capital)

    In this episode, we are joined by Mira Mihaylova from Piton Capital. Since its inception in 2010, Piton Capital has focused solely on network effects businesses, having invested in over 100 businesses, all...

  • 2025 / 2 / 5
    S3E03 - What turns a good marketplace into a great marketplace? - Andrew Blachman (Marketplace Capital)

    In this episode, Andrew Blachman, co-founder of Marketplace Capital, shares his wealth of experience in building and investing in online marketplaces. As an operator turned investor, he reveals valuable...

  • 2025 / 1 / 29
    S3E02 - Four steps to evaluate a network effects business - Sameer Singh (SpeedInvest / Breadcrumb.vc)

    In this episode, we'll talk to Sameer Singh, an angel investor known for his excellent blog on network effects, Breadcrumb.vc, former Atomico Angel, and current venture partner at SpeedInvest.We’ll discuss...

  • 2025 / 1 / 22
    S3E01 - Lessons from investing in 1,100+ network businesses with Jose Marin of FJ Labs.

    After a brief hiatus, Two-sided—the marketplace podcast is back! I’m super excited to kick off season three of the podcast with a chat with Jose Marin of FJ Labs. FJ Labs is considered the world’s most...

  • 2025 / 1 / 16
    Two-Sided Season 3 coming out next week! - Trailer

    Season three of Two-Sided is here, and we’re switching focus. After exploring the experiences of entrepreneurs and founders in previous seasons, we now dive into the minds of the investors shaping the future...

  • 2024 / 1 / 30
    Sharetribe launched on Product Hunt!

    In this special, one-off mini-episode of Two-sided, Sjoerd asks for your help and reflects back on the past ten years of building marketplace software at Sharetribe.On January 30th, 2024, Sharetribe launched...

  • 2022 / 12 / 6
    S2E12 - Season 2 Recap: six essentials insights from this season

    In this final episode, Sjoerd looks back at season 2. He highlights the top takeaways that any early-stage marketplace entrepreneur can use, and backs them up with outtakes from the interviews.Besides a...

  • 2022 / 11 / 22
    S2E11 - How a comic book community turned into a marketplace - Gene Miguel (Shortboxed)

    A community can be a strong foundation for a marketplace. In the early days, it helps with onboarding initial supply and demand and creates trust. Later, it can form a powerful moat that defends the...

  • 2022 / 11 / 8
    S2E10 - Growing a marketplace through perseverance - Trisha Bantigue (Queenly)

    Sometimes, the story of the founder can be just as interesting as the story of the marketplace.In the case of Trisha Bantigue, this is certainly the case. Trisha was born in the Philippines, raised by her...

  • 2022 / 10 / 25
    S2E09 - How Drive lah balances speed vs. quality - Gaurav Singhal (Drive lah)

    First-time marketplace founders often struggle to balance speed to market and marketplace quality. On the one hand, launching an MVP as fast as possible is often the best strategy.On the other hand, high...

  • 2022 / 10 / 11
    S2E08 - How Curtsy drove $25M annual GMV with a team of 6 - David Oates (Curtsy)

    Marketplaces have conquered some industries earlier and faster than others. Besides home-sharing and ride-haling, one such industry is fashion. The European second-hand clothing giant Vinted was founded in...

  • 2022 / 9 / 27
    S2E07 - Why you shouldn’t underestimate the power of sales for your marketplace - Jason Bergman (MarketPryce)

    Jason Bergman thinks most marketplace founders underestimate the power of sales.Jason is a big sports fan and has always loved working in sales. Before founding MarketPryce, he ran his own sports agency where...

  • 2022 / 9 / 13
    S2E06 - Having fun building your business is a competitive advantage - Andrew Gazdecki (MicroAcquire)

    Andrew Gazdecki loves building businesses. He was the weird kid in high school with an eBay store. He built and sold a job board in college. He used the proceeds to start another company, still in college,...

  • 2022 / 7 / 26
    S2E05 - How a passion turned into a marketplace - Dirk Fehse (PaulCamper)

    I'm talking to Dirk Fehse, founder and CEO of PaulCamper, Europe's leading marketplace for RV rentals.Many of us have probably daydreamed about spending a few weeks on the road in an RV. Just get in the van,...

  • 2022 / 7 / 12
    S2E04 - How to start a marketplace in an industry you know nothing about - Emmanuel Nataf (Reedsy)

    In business school, Emmanuel Nataf and his friends were bored. They were more interested in startups and tech than studying, and so they decided to start a company: a marketplace around services for...

  • 2022 / 6 / 28
    S2E03 - Focus on a problem that you have experienced yourself - James Younger (TempStars)

    Knowing is half the battle, said the wise man G.I. Joe at the end of each episode. This rings doubly true for James Younger of TempStars, a marketplace for temporary dental hygienists and assistants. Not only...

  • 2022 / 6 / 14
    S2E02 - Transforming from a network to a marketplace - James McAulay (Encore)

    For this episode, I spoke to James McAulay, CEO & co-founder of Encore, a marketplace for booking musicians. We speak about how James combined his love for music and computer science into Encore. How they...

  • 2022 / 5 / 31
    S2E01 - Lessons from two decades in two-sided platforms - Casey Winters (Eventbrite)

    We kick off the season with a deep-dive by Casey Winters, one of the most knowledgable and experienced two-sided platform people out there. Casey started at Apartments.com, helped Grubhub to IPO-ready, grew...

  • 2022 / 5 / 24
    Two-Sided Season 2 - Trailer

    It is coming. Finally. Two-Sided Season 2. I know many of you have been waiting a long time. A big thanks to everyone who has reached out me since the first season, and let me or Sharetribe know how much they...

  • 2020 / 8 / 12
    S1E12 - Season 1 Recap: Five takeaways from this season

    In this episode we look back at season 1. I distill five interesting takeaways that any early-stage marketplace entrepreneur can use, and I have picked out the most relevant outtakes from this season’s...

  • 2020 / 8 / 5
    S1E11 - From mowing lawns to tech entrepreneur - Bryan Clayton (Greenpal)

    Bryan Clayton, co-founder and CEO of Greenpal, tells the story behind Greenpal, the marketplace for lawn care, and how he transformed himself from a blue-collar entrepreneur into a tech entrepreneur.

  • 2020 / 7 / 29
    S1E10 - Lessons learned from building Kickstarter - Charles Adler (co-founder Kickstarter)

    Charles Adler, co-founder of Kickstarter, shares how Kickstarter began and how they grew organically while maintaining the quality and the vibe.

  • 2020 / 7 / 22
    S1E9 - Dealing with trust and Covid-19 in a travel industry marketplace - Jacob Wedderburn-Day (Stasher)

    Jacob Wedderburn-Day tells Sjoerd about building Stasher fresh out of university and dealing with the pandemic in a travel industry marketplace.

  • 2020 / 7 / 15
    S1E8 - Free marketplaces will disappear - Ryan Gill (Communo)

    Ryan Gills shares how Communo got started, why he thinks Fiverr & UpWork are in a race to the bottom, why they built a community that is about giving before receiving and how Communo is building for the...

  • 2020 / 7 / 8
    S1E7 - Building an enterprise gateway marketplace - Kevin Lustig (Scientist.com)

    Kevin Lustig: [00:00:00] So we literally have a press release [laughs] from September 15th, 2008, you know, saying they were launching this platform, and we hoped it would be as consequential as, you know,...

  • 2020 / 7 / 1
    S1E6 - Talent marketplaces and the future of work - Sophie Adelman (WhiteHat/ex-Hired)

    Sophie Adelman: [00:00:00] But I think people forget that all of these companies started off with humans going out into the streets and making that business work.Speaker 2: [00:00:12] [music playing] Welcome...

  • 2020 / 6 / 24
    S1E5 - Embrace, don't replace the middleman - Michael DeGiorgio (Crexi)

    TS_Michael_MasterMichael DeGiorgio: [00:00:00] And I kind of, in the back of my mind, thought, "If nothing else, you know, this'll be a platform that we can transact on ourselves if people didn't want to use...

  • 2020 / 6 / 17
    S1E4 - Talk to your users before building anything - Charles Armitage (Florence)

    Sjoerd Handgraaf: [00:00:15] Welcome to two-sided, the marketplace podcast brought to you by Sharetribe.Sjoerd Handgraaf: [00:00:23] Hi, I'm Sjoerd CMO with Sharetribe and I'm your host. I'm actually very...

  • 2020 / 6 / 7
    S1E3 - Building a marketplace for a fragmented market with complex workflows - Ruthie Amaru (Freightos)

    We talk to Ruthie Amaru, CEO of Freightos, the world's biggest marketplace for freight. We’ll talk about how to serve fragmented markets, with complex workflows and middleman. We talk about how to get supply...

  • 2020 / 6 / 7
    S1E2 - Optimize for quality and productivity in your marketplace - Josh Breinlinger (Jackson Square Ventures)

    We sat down with Josh Breinlinger to dive into his long history with online marketplaces. Josh was early at oDesk and Rev.com and has invested in several marketplaces while working in Venture Capital at...

  • 2020 / 6 / 7
    S1E1 - Build something people want - Lenny Rachitsky (ex-Airbnb)

    Sjoerd Handgraaf: [00:00:23] Hello and welcome to two-sided. I am Sjoerd CMO at Sharetribe, and I'm your host. And this episode I talked to Lenny Rachitsky. He first founded his own marketplace company, then...

  • 2020 / 6 / 3
    Two-Sided - The Marketplace Podcast - An Introduction

    Hi and welcome to Two-Sided, the podcast about building an online marketplace business. My name is Sjoerd, I am your host and also the CMO at Sharetribe, which is the company that brings you this podcast. We...