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Angel Investor (Individual)

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Investments

9

Portfolio Exits

2

About Rob May

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Latest Rob May News

The VentureFizz Podcast: Rob May - Founder & CTO of Dianthus Keith Cline Read More

Apr 18, 2022

I feel like this interview was long overdue, as I’ve know Rob for a long time. I probably first met him at one of the tech events in Boston… maybe Web Innovators Group or something like that. It was during a resurgence of the tech industry in that region where a new crop of entrepreneurs were building companies and Rob’s company, Backupify, was one of the hot companies in the Boston tech scene. Backupify raised funding from top investors like First Round Capital, Avalon Ventures, General Catalyst, Lowercase Capital and top angel investors like Dharmesh Shah, Chris Sacca, and Jason Calacanis. It was a big deal because he chose to build his company in Boston instead of Silicon Valley or NYC, which helped him make a splash coming from Kentucky. Since having a successful exit with Backupify, Rob has gone on to make a major impact to not only the Boston tech scene, but to the tech industry at large as both an entrepreneur and investor. His latest company is called Dianthus, the world's only AI-first eCommerce company which is acquiring small to medium sized brands and helping them grow faster with a common AI platform that includes not just new technologies, but new AI-centric workflows, processes, and ways of working. The company just announced $11.5M in seed funding led by PJC, Underscore, and Jason Calacanis. In this episode of our podcast, we cover: The use of AI and the areas that Rob finds the most interesting in terms of use cases. Rob’s early professional career out of school and a look at how he got into blogging in the early days, including how it has helped him as an entrepreneur. The story of Backupify, a backup cloud company that was started in 2008 for Salesforce and Google Apps and was acquired by Datto. His experience as an investor - first as an angel, which includes some amazing advice on how to get started as an angel investor and then his experience as a Venture Partner at PJC. A deep dive into the creation of his latest company, Dianthus and how they are leveraging AI as a competitive advantage. Advice for hiring when building out your company. And so much more. Company Dianthus is a tech meets ecommerce company with a suite of custom AI powered tools. We acquire Shopify and WooCommerce brands and rapidly grow them with AI and Machine Learning.

Rob May Investments

9 Investments

Rob May has made 9 investments. Their latest investment was in proton.ai as part of their Series A on January 1, 2022.

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Rob May Investments Activity

investments chart

Date

Round

Company

Amount

New?

Co-Investors

Sources

1/18/2022

Series A

proton.ai

$20M

Yes

14

2/24/2020

Seed VC

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$99M

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10

8/28/2019

Angel

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$99M

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10

6/20/2018

Unattributed VC

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$99M

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10

5/1/2018

Seed VC - III

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$99M

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10

Date

1/18/2022

2/24/2020

8/28/2019

6/20/2018

5/1/2018

Round

Series A

Seed VC

Angel

Unattributed VC

Seed VC - III

Company

proton.ai

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Amount

$20M

$99M

$99M

$99M

$99M

New?

Yes

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Co-Investors

Sources

14

10

10

10

10

Rob May Portfolio Exits

2 Portfolio Exits

Rob May has 2 portfolio exits. Their latest portfolio exit was Capiche Research on April 15, 2021.

Date

Exit

Companies

Valuation
Valuations are submitted by companies, mined from state filings or news, provided by VentureSource, or based on a comparables valuation model.

Acquirer

Sources

4/15/2021

Acquired

2

8/21/2019

Acquired

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10

Date

4/15/2021

8/21/2019

Exit

Acquired

Acquired

Companies

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Valuation

Acquirer

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Sources

2

10

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