What happens when you raise $2.7M... then realize you never want to raise again?

Jennifer Tsai, founder and CEO of Shoott.com, built a profitable photography marketplace from the ground up; surviving death threats from creatives, a brutal CAC spike post-iOS14, and the chaos of marketplace economics. In this episode of Fundraising Demystified, we dive into how she scaled to $10M in revenue, hit breakeven, and is now facing the “what’s next” moment many founders dream of, or dread.

Whether you're building a two-sided marketplace, wrestling with capital strategy, or wondering how to survive without more VC cash, this one's for you.

Raising capital?

Get a list of vetted VCs for FREE here: https://web.thunder.vc/list-of-investors-vcs-for-founders?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode85&utm_id=FundraisingDemystifiedPodcast

Get the latest fundraising insights, news, and tips:

https://blog.thunder.vc/funding-101?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode84&utm_id=FundraisingDemystifiedPodcast

In this episode, you'll learn:

00:00 – Death Threats, Disruption & The Origin Story of Shoott.com

05:45 – Why Creatives Hated Us And How We Won Them Over

12:08 – From $80K to $10M: The Fundraising + Growth Playbook

17:52 – How We Hit Profitability (And 20x’d It)

21:26 – Cash Flow Roulette: Paying Creators Before Clients Pay Us

22:57 – The $300K Mistake That Nearly Sank Us

25:57 – Should You Raise, Sell, or Stay the Course?

27:32 – The Brutal Truth About Valuations in Today’s Market

30:38 – Founders: Before You Build a Marketplace, Watch This

This week on Fundraising Demystified, I sat down with David Connors, founder of The Swarm, a Go-To-Network platform transforming how founders and investors connect- think LinkedIn but for companies.

David shares how he used The Swarm to raise capital for his own startup, how the product helps other founders close rounds, and what he learned from working at Sequoia.

Raising capital?

Get a list of vetted VCs for FREE here: https://web.thunder.vc/list-of-investors-vcs-for-founders?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode84&utm_id=FundraisingDemystifiedPodcast

Get the latest fundraising insights, news, and tips:

https://blog.thunder.vc/funding-101?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode84&utm_id=FundraisingDemystifiedPodcast

Sign up to get 70% off the Swarm: theswarm.com/thunder

Here’s what you’re in for:

00:42 - Who is David Connors and what is The Swarm?02:08 - How working at Sequoia birthed The Swarm

05:32 - Raising The Swarm’s $2M pre-seed round solo (and why it was capped)

11:37 - Raising a $4M seed and scaling a building a winning team

14:31 - How to find investors and pick the right ones for follow-on funding

18:52 - Getting warm intros for investor outreach in minutes

22:28 - The best kind of warm intros ranked

25:43 - Why Swarm raised an extension round

29:10 - The shift from SaaS to data, 10xing revenue and getting Hubspot Ventures to invest

32:40 - Vibe coding and AI tools that support The Swarm’s scale

35:02 - Top tips for personal branding that boosted growth

Check out the pre-seed investment memo for The Swarm here: https://docs.google.com/document/d/1wzo0PxFCyNgaD627-e2q2wefV0LUk4DJjnEr3R4b07k/edit?tab=t.0

ABOUT DAVID CONNORS

David Connors is the founder of The Swarm, a Go-to Network platform that helps startups access warm intros to capital, talent, and strategic partners. A second-time founder with deep experience in startup M&A, David previously built a company acquired by Levels, a Sequoia-backed health tech firm. With a background in enterprise sales and operations, he built The Swarm to solve one of the hardest problems founders face: getting in front of the right people without wasting time on cold outreach.

Connect with David via:LinkedIn: https://www.linkedin.com/in/connorsdavidWebsite: http://theswarm.com/

ABOUT JASON

Jason Kirby is the co-founder of Thunder VC. He is a serial entrepreneur with 4 multi-million exits and decades of experience in fundraising and business building. He has coached hundreds of entrepreneurs in his career on fundraising, investing, capital strategy, and business development.

You can reach out to Jason through:

Email: jason@thunder.vc

LinkedIn: https://www.linkedin.com/in/jasonrkirby/

ABOUT FUNDRAISING DEMYSTIFIED

Our goal is simple: to equip you with the knowledge, inspiration, and guidance to navigate the labyrinthine world of fundraising. Whether you're a budding entrepreneur seeking seed funding or an established founder looking to scale your business, this podcast will provide you with the tools you need to conquer the fundraising landscape.

Thanks for tuning in! We appreciate your support and are excited to continue bringing you more inspiring stories from successful founders.

#startupfunding #venturecapital #theswarm #founderstories #fundraisingdemystified #saas #data #investoroutreach

In this episode, Jess Loren, founder and CEO of Global Objects, shares her journey on raising capital as a female founder, including turning down a $20M offer and building her business using digital twins technology.

Jess dives into how she's building a tech company rooted in culture, purpose, and innovation, while navigating the fundraising landscape as a female CEO. We talk about generative AI in media, managing a startup as a mom, building a tech community, and how to use AI to boost productivity.

A great story about leadership, innovation, and startup resilience.

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Raising capital?

Get a list of vetted VCs for FREE here: https://web.thunder.vc/list-of-investors-vcs-for-founders?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode83&utm_id=FundraisingDemystifiedPodcast

Get the latest fundraising insights, news, and tips:

https://blog.thunder.vc/funding-101?utm_source=Youtube&utm_medium=Video&utm_campaign=Episode83&utm_id=FundraisingDemystifiedPodcast

Here's what you're in for:

00:00 - Intro

00:35 – Raising Capital as a Female Founder: Intro to Jess Loren & Global Objects

03:06 – Building a Tech Community in LA

06:05 – Balancing Life as a Female CEO

08:42 – Digital Twins Technology for Culture & Innovation

13:16 – Using AI to Boost Productivity in Creative Industries

16:34 – Generative AI in Media & Entertainment

22:18 – Jess Loren’s Journey: From 2X Exit Founder to Building Global Objects

25:47 – Funding Strategies & Investor Alignment

28:16 – Global Objects' Mission and Growth Plan

31:30 – Startup Leadership as a Female CEO

34:05 – Jess Loren on Persistence, Boards & Building Visibility

ABOUT JESS LOREN

Jess Loren is a 2X exited founder and the CEO of Global Objects, a cutting-edge startup at the intersection of digital twins technology, cultural preservation, and generative AI. With a background in community building, immersive experiences, and Web3 innovation, Jess is known for her bold leadership, fundraising acumen, and vision for reshaping how we digitally capture and interact with the world. Her journey includes turning down a $20M term sheet to stay mission-aligned, proving that purpose and persistence can coexist at scale.

You can reach out to Jess through:

LinkedIn: https://www.linkedin.com/in/jessloren/

Global Objects' LinkedIn: https://www.linkedin.com/company/globalobjects/

ABOUT JASON

Jason Kirby is the co-founder of Thunder VC. He is a serial entrepreneur with 4 multi-million exits and decades of experience in fundraising and business building. He has coached hundreds of entrepreneurs in his career on fundraising, investing, capital strategy, and business development.

You can reach out to Jason through:

Email: jason@thunder.vc

LinkedIn: https://www.linkedin.com/in/jasonrkirby/

ABOUT FUNDRAISING DEMYSTIFIED

Our goal is simple: to equip you with the knowledge, inspiration, and guidance to navigate the labyrinthine world of fundraising. Whether you're a budding entrepreneur seeking seed funding or an established founder looking to scale your business, this podcast will provide you with the tools you need to conquer the fundraising landscape.

Thank you for being a loyal subscriber to Fundraising Demystified. We appreciate your support and are excited to continue bringing you more inspiring stories from successful founders.