Rob May

Recent Posts

Announcing the New Talla ServiceAssistant - An Intelligent Conversational ServiceDesk

Posted by Rob May on Apr 5, 2017 10:45:09 AM

Today we have a big announcement. You’ve probably watched the “bot” industry over the last year with some skepticism. We have too. And we spent the last year building a product with everything we learned about bots that we believe highlights all the strengths of bots and conversational interfaces, without the weaknesses.

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Topics: Product Updates

Announcing Talla for Microsoft Teams

Posted by Rob May on Mar 14, 2017 12:54:05 PM

We're excited to announce the future Talla integration for Microsoft Teams. Talla is an A.I.-driven service assistant for managing HR operations, onboarding, internal FAQs and more, all from within an organization's chat platform. The Talla platform gives businesses the ability to easily manage and prioritize inquiries, automate answering repetitive questions, and keep employees engaged. 

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Topics: Product Updates

Announcing BracketBot: Manage Your NCAA Tournament Bracket In Slack

Posted by Rob May on Mar 2, 2017 2:39:48 PM

I love basketball and, as a University of Kentucky graduate, March Madness is the best time of the year. In fact, at Backupify (my last company) and Talla, the first two days of the NCAA basketball tournament are official company holidays. (Also, we’re hiring!)

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Topics: Product Updates

Talla Product Updates

Posted by Rob May on Aug 2, 2016 10:23:00 AM


It's been a while since we wrote on this blog because we've been running an experiment and only posting on  Now that we have digested the results of that experiment, we intend to publish on both places.  Before we get started writing again here on, I want to update you on some of the things we've done the past few months, in case you missed it.

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Topics: Deep Learning, Neural Networks, NLP

Tapjoy CTO Sean Lindsay Joins Talla Board of Directors

Posted by Rob May on Mar 23, 2016 10:20:00 AM


Several years ago, when I was new to the Boston startup scene, I was introduced to Sean Lindsay.  We met for beers and instantly hit it off.  Sean is one of those rare guys who loves to go out after work and talk about work.  It's always been clear that Sean loves what he does.  Over the years, we've had a lot more beers and dinners and other types of events together, and through our many conversations about business and technology, I new I wanted to work with Sean in some capacity.  So I am very excited to announce that Sean has officially joined the Talla Board of Directors as an Independent Director.

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Topics: About

How We Approached The Allen A.I. Challenge on Kaggle

Posted by Rob May on Jan 11, 2016 11:11:00 AM


When I started a machine intelligence company, the first thing a VC said to me was "You can't do it. There aren't enough good data scientists out there, and you won't be able to find any." He was wrong of course. But, I knew that as we went to raise money, VCs would ultimately ask about the team. How do I know that the Talla data science team is up to the task? The majority of VCs like to back teams that have Stanford engineering degrees, Harvard MBAs, and then a stint at Google or Facebook, but I prefer to hire weirdos, and I knew VCs wouldn't accept them on their credentials alone, because I'm not hiring the kind of person they want. So one way to get around this VC question was to do some sort of task that shows we have a good team. And that is why we decided to participate in the Allen A.I. Challenge on Kaggle. This post is about how we approached that problem.

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Topics: Deep Learning, NLP

Talla Is Hiring

Posted by Rob May on Oct 9, 2015 10:05:00 AM


Talla is working on an intelligent automated assistant for knowledge workers.  If you have an interest in NLP, machine learning, cognitive science, and similar technologies, please send your resume to  We are hiring for all kinds of roles.

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Topics: About