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Startups For the Rest of Us

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

Startups For the Rest of Us

Rob Walling

Entrepreneurship, Management, Business, Marketing

4.9819 Ratings

🗓️ 22 June 2021

⏱️ 36 minutes

🧾️ Download transcript

Summary

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! Subscribe & Review: iTunes | Spotify | Stitcher

Transcript

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0:00.0

Welcome to this week's episode of Starts for the Rest of Us. I'm Rob Walling. Thanks for joining me again this week.

0:06.0

Today I dive in to listener questions with Ruben Gama, the founder of BidSketch and Doc Sketch, which is Electronic Signatures.

0:16.6

And he is soon renaming that to sign well, as you will hear in this episode.

0:21.3

But today we talk about different models of bootstrapping success.

0:25.1

We talk about hiring W2 versus hiring contractors.

0:28.4

We talk about how to determine if a business is an ideal fit for bootstrapping versus one that isn't.

0:33.7

And we once again revisit enterprise pricing.

0:36.5

Thanks so much for joining me today.

0:37.8

If we're not connected on Twitter, I'm at Rob Walling, and Startups for the rest of us is at Startups Pod.

0:43.9

And with that, let's dive into our listener questions.

0:47.6

Ruben Gamas, welcome back to startups for the rest of us.

0:50.0

Thanks for joining me, man.

0:51.2

Thanks.

0:51.7

Thanks for the invite.

0:53.1

Absolutely.

0:53.7

Let's dive straight into some listener questions.

0:57.4

Of course, per usual voicemails go to the top of the stack.

1:02.0

And in this episode, we are debuting our first ever video voicemail.

1:07.2

So if you're watching this on YouTube or on Twitter, you'll actually see a video of

1:13.0

James Kennedy asking a question, but we'll also obviously pull the audio in for your listening

1:19.3

enjoyment.

1:24.4

Hey, this said, you ask a question feature on search for Russia's website. It's cool, so I couldn't resist,

...

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