10+ Founders Share Their Fundraising Journey & Tips

10+ Founders Share Their Fundraising Journey & Tips

Blog Post
January 16, 2025


This blog post helps highlight some of our recent group chats that we’ve had with founders from marketplaces like Thumbtack, Postmates, HopSkipDrive, Flexport, Outschool, OfferUp, Zumper, Incredible Health, and more sharing their fundraising journey, learnings, and tips for other founders. We recommend referencing these clips from our past group chats to learn more about fundraising.

Marco Zappacosta Sharing Key Learnings After Raising $500M+ For Thumbtack

Marco Zappacosta is the Co-founder & CEO of Thumbtack, which is one of the largest marketplaces for home services. Marco took us back to the early stages of fundraising for Thumbtack, how they’ve now raised $500M+ in capital from top investors, and also shared some of his key fundraising learnings.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Marco
here.

Bastian Lehmann Sharing Key Learnings After Raising $900M+ For Postmates

Bastian Lehmann is the Co-founder & CEO of Postmates, which was an early on-demand & delivery marketplace that scaled to an eventual acquisition by Uber for $2.65B. Bastian shared about the fundraising journey for Postmates, how they raised $900M+ from top investors, and some of his key fundraising learnings.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Bastian
here.

Joanna McFarland Sharing The Fundraising Journey For HopSkipDrive & Learnings After Raising $100M+ From Top Investors

Joanna McFarland is the Co-founder & CEO of HopSkipDrive, which is a leading transportation service & marketplace for kids. Joanna shared about the fundraising journey for HopSkipDrive, how they’ve raised $100M+ from top investors, and fundraising tips for founders.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Joanna
here.

Ryan Petersen Sharing Fundraising Learnings After Raising $2.4B+ For Flexport

Ryan Petersen is the Founder & CEO of Flexport, which is a leading supply chain & global logistics platform. Ryan shared some of his key fundraising learnings after raising $2.4$B+ for Flexport, a few "hot takes" on raising from venture investors, and also shared fundraising tips for founders.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Ryan
here.

Amir Nathoo Sharing Key Fundraising Learnings After Raising $190M+ For Outschool

Amir Nathoo is the Co-founder Outschool, which is a leading online education & learning marketplace. Amir shared how Outschool has raised over $190M+ from top investors, along with some of his key fundraising learnings.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Amir
here.

Cody Candee Sharing Fundraising Learnings After Raising From Top Investors Like a16z

Cody Candee is the Founder & CEO of Bounce, which is a leading marketplace for luggage storage. Cody shared about the fundraising journey for Bounce, how they’ve raised from top investors like a16z, and also shared fundraising tips for earlier stage founders.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Cody
here.

Matt Bendett Sharing The Fundraising Journey For Peerspace & Key Learnings

Matt Bendett is the Co-founder & CEO of Peerspace, which is the leading marketplace for booking spaces & venues.  Matt shared about the fundraising journey for Peerspace, some of his key learnings, and fundraising tips for founders.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Matt
here.

Reham Fagiri Sharing The Fundraising Journey For AptDeco & Tips for Founders

Reham Fagiri is the Co-founder & CEO of AptDeco, which is the largest marketplace for buying & selling furniture. Reham shared what the fundraising journey has been like for AptDeco, going back to the earliest stages when they were fundraising post Y Combinator.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Reham
here.

Bask Gill Sharing The Fundraising Journey For Power & Learnings From Their Recent Series A Round

Bask Gill is the Co-founder of Power, which is a marketplace that’s making clinical trials more accessible. Bask shared what the fundraising journey has been like with Power, some of his learnings from their recent Series A round, and shared fundraising tips for earlier stage founders.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Bask
here.

Sara Mauskopf Sharing About The Fundraising Journey For Winnie

Sara Mauskopf is the Co-founder & CEO of Winnie, which is a marketplace that makes it easy for parents to discover trusted childcare providers nearby. Sara shared about the fundraising journey for Winnie, some of her key learnings, and tips for founders when fundraising at the earliest stages.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Sara
here.

Brendan Candon Sharing About The Fundraising Journey For SidelineSwap

Brendan Candon is the Co-founder & CEO of SidelineSwap, which is one the largest marketplaces for buying & selling sporting equipment. Brendan shared about the fundraising journey for SidelineSwap, along with some of his key learnings.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Brendan
here.

Nick Huzar Sharing Key Fundraising Learnings After Raising $380M+ For OfferUp

Nick Huzar is the Co-founder & former CEO of OfferUp, which is the largest mobile-first marketplace for buying & selling items from others nearby. Nick shared about the fundraising journey for OfferUp, how they raised $380M+ from top investors, and shared some of his key fundraising learnings.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Nick
here.

Anthemos Georgiades Sharing The Fundraising Journey For Zumper & Key Learnings

Anthemos Georgiades is the Co-founder & CEO of Zumper, which is a leading residential housing marketplace. Anthemos shared what the fundraising journey has been like for Zumper, how they’ve raised $180M+ from top investors, and some of his key fundraising learnings.


Note that you can also see the full recap post with the recording, notes, & highlight clips from our group chat with Anthemos
here.

Iman Abuzeid Sharing The Fundraising Journey For Incredible Health & Tips For Founders

Iman Abuzeid is the Co-founder & CEO of Incredible Health, which is a leading hiring & career marketplace for healthcare workers. Iman shared what the fundraising journey has been like for Incredible Health, how they’ve raised $100M+ in capital from top marketplace investors like NFX and a16z, along with a few fundraising tips for founders.


Note that you can also see a recap post with the recording, notes, & highlight clips from our group chat with Iman
here.

These founders have been incredibly generous in contributing their time to share about their experience, insights, and learnings with us. We'd like to mention a huge thanks to them for doing so and also actively supporting founders in the community. Hopefully these clips are helpful references for learning more about fundraising.


Want to connect with other founders to discuss this in the community? You can see where this was posted in the community and join the discussion here.