328: Negotiating Bootstrapper Funding with Tyler Tringas

The Bootstrapped Founder

06/12/24

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55m

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A few months ago, I raised a low 6-figure investment for Podscan. Here's the conversation between me and my investor, @tylertringas, that happened just before I signed the contract.

You usually don't get to listen in for one of those. Today, you will.

Tyler and I discuss how the Calm Company Fund navigates the alignment challenge between founders and investors, what makes a business like Podscan investable, and the risks of funding a portfolio of niche bootstrapped businesses.

Tyler on X: https://x.com/tylertringas

00:00:00 Bootstrapper-Compatible Funding
00:06:23 Profit Sharing and Standardizing Investment Agreements
00:12:53 Investor-Founder Alignment & Site Projects
00:22:30 Side Project Management in Investments
00:28:18 Early Stage Financing Investment Considerations
00:40:50 Valuation and Investment Strategy Art
00:48:19 Entrepreneurial Collaboration and Forward Planning

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/negotiating-bootstrapper-funding-with-tyler-tringas/

The podcast episode: https://tbf.fm/episodes/328-negotiating-bootstrapper-funding-with-tyler-tringas

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
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- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Previous Episode

327: Two (Surprisingly Scary) Tales of Platform Risk

June 7, 2024

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16m

This week, I almost lost access to my database, including all its backups. Also, a full-text index brought down my product. Neither were intended —obviously—, but both made me revisit my safety precautions and how I approach depending on platforms like AWS. Here's what happened, how I got out of there, and what there is to prevent this in the future.