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328: Negotiating Bootstrapper Funding with Tyler Tringas

328: Negotiating Bootstrapper Funding with Tyler Tringas

The Bootstrapped Founder

June 12, 202455m 26s

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Show Notes

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 


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Topics

Bootstrapper-Compatible FundingCapitalVenture CapitalSAFESimple Agreement for Future EquitySide LettersInvestor-Founder AlignmentProfit SharingStandardizing Investment AgreementsModified SAFEsSolo FoundersMRRRevenueFlexible Investment StructuresSide ProjectsInterrelated ProjectsEarly Stage FinancingCommon EquityFirstbaseQSBSQualified Small Business StockValuationInvestment StrategyReputationMetricsMarket AnalysisGut FeelingPortfolio SuccessMedia BusinessFeedback PandaFinancial RiskPartnershipsTransparent AgreementsEntrepreneurial EndeavorsSmooth OperationsFuture Growth