Episode 555 | Businesses You Can Bootstrap, W2 vs. Contract, Enterprise Pricing, and More Listener Questions with Ruben Gamez

In Episode 555, Rob Walling answers listener questions with Ruben Gamez. They discuss different models of bootstrapping success, hiring W2 versus hiring contractors, determining if a business is an ideal fit for bootstrapping and they revisit enterprise pricing.

The topics we cover

[01:24] Bootstrappers Rob & Ruben admire

[12:25] Pros and cons to hiring contractors vs W2 employees

[23:05] Determining if an idea is a good fit for bootstrapping

[28:31] How to develop competitive pricing for large enterprise clients

Links from the show

• Moraware
• CartHook
• Balsamiq
• Churn Buster
• SparkToro
• Bidsketch
• Episode 551 | Task-level vs. Project-level Thinkers, No Such Thing as an Autopilot Business, and More (A Rob Solo Adventure)
• Ruben Gamez (@earthlingworks) | Twitter

If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!

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