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B2B SaaS · Wyoming LLC
Case study · Saas Bootstrapped Llc

Tinkertree SaaS LLC

I bootstrapped to $420K ARR and never wanted to take VC money. Wyoming LLC works great for my situation. File.Business handled everything for under $300 total.

Riley Chen, Founder · $420K ARR · Solo + 2 part-time contractors · Formed 2024

The situation

Riley built a vertical SaaS product solo. She generated $420K ARR in 18 months without raising capital. Most SaaS guides assume Delaware C-Corp, but she wanted a simpler structure.

What File.Business did

Formed Wyoming LLC with strong privacy protections. Elected S-Corp tax treatment after revenue exceeded $100K. Set up Mercury banking and Stripe billing integration. Created customer agreement templates from our 200+ contract library. Set up sales tax compliance in nexus states.

The outcome

Total formation + first-year compliance cost: $260 (Wyoming fees + payroll setup). S-Corp saved approximately $4,800 in self-employment tax. Bootstrapped business remains profitable without external pressure.

Key facts

IndustryB2B SaaS
Entity structureWyoming LLC
Year formed2024
Scale at story point$420K ARR
TeamSolo + 2 part-time contractors

About this case study

This is a representative composite case study based on patterns we see across many similar customers. Names and identifying details have been changed. The structure, services, and outcomes described are typical of customers in this segment.

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On the $129/yr Compliance Annual Filings plan, we cover state late fees.

When you autofile your annual report through the $129/yr plan and we miss the deadline, we pay the state's late fee. The guarantee applies to that specific plan and the filings it includes. Other File.Business services are billed at the prices on this page.

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