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Blog » Archive for September, 2024

Bootstrapping to Exit and Bootstrapping Again (and Again): Adam Robinson, CEO of Retention.com and RB2B (Part 4)

Posted on Friday, Sep 6th 2024

Sramana Mitra: This one is called Retention.com now, right? Adam Robinson: GetEmails at the end of 2022 focused only on these e-commerce stores. Then we added another product suite, which was a big product upgrade. Not only were we giving people emails to email for workflows like abandoned cart, abandoned product, or abandoned website, our

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653rd 1Mby1M Roundtable Recording

Posted on Friday, Sep 6th 2024

In case you missed it, you can listen to the recording of this roundtable here:

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Roundtable Recap: September 5 – AI Investment Thesis with Ashish Gupta, Clearvision Ventures

Posted on Friday, Sep 6th 2024

During this week’s roundtable, we had as our guest Ashish Gupta, Partner at Clearvision Ventures. Ashish has been in the industry for a long time and has an interesting perspective on AI investing. HabitHalo For our entrepreneur pitch, we had Phil Tran from Indianapolis, Indiana, pitch HabitHalo. We discussed his pre-seed fundraising strategy. You can

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Bootstrapping to Exit and Bootstrapping Again (and Again): Adam Robinson, CEO of Retention.com and RB2B (Part 3)

Posted on Thursday, Sep 5th 2024

Sramana Mitra: Well, I think what you’re pointing out is that if your ad can rattle people enough to get them to comment, it’s with comments and discussions in social media posts that you get distribution. That’s what snowballed the algorithm distribution. So by rattling these people, you were getting that distribution. So whether people

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Best of Bootstrapping: Bootstrapped an IoT Company from NC

Posted on Wednesday, Sep 4th 2024

If you haven’t already, please study our Bootstrapping Course and Investor Introductions page.  North Carolina, at one point, had a large concentration of cellular technology companies. Some of that talent then came together around IoT, including Bob Witter, CEO of Device Solutions. He shared his journey with me in 2016. Sramana Mitra: Let’s start at the very beginning of

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Bootstrapping to Exit and Bootstrapping Again (and Again): Adam Robinson, CEO of Retention.com and RB2B (Part 2)

Posted on Wednesday, Sep 4th 2024

Sramana Mitra: Could you double click down and explain with a bit more color and depth exactly what it was that you were doing at Retention.com, which had a different name at that time. Explain the workflow, the value proposition, and the complexity of it. Adam Robinson: The value proposition was that we can identify

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Learn to Bootstrap with Your Paycheck in September with Course Coupons

Posted on Tuesday, Sep 3rd 2024

Fred Luddy started ServiceNow, a Multi-Billion Dollar Unicorn, as a solo entrepreneur bootstrapping with a paycheck. Fred shares his early entrepreneurial journey in great depth here. Since 2006, thousands of hours have been spent interviewing successful entrepreneurs—listening, asking questions, understanding, extrapolating, and learning from their mistakes. These insights from the trenches have been encapsulated into

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Bootstrapping to Exit and Bootstrapping Again (and Again): Adam Robinson, CEO of Retention.com and RB2B (Part 1)

Posted on Tuesday, Sep 3rd 2024

Adam has bootstrapped his first company to exit, and before the acquisition, incubated his second one within it. He’s repeating the same incubation model by incubating a third company within his second one. Really cool strategy and a great interview.

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