IPOs 2024: Waystar Delivers a Successful IPO

Earlier this year, healthcare payments technology provider, Waystar (Nasdaq: WAY) went public to a tepid debut. The market seems to have improved now and the stock has been climbing since.

Featured Videos

1Mby1M Virtual Accelerator AI Investor Forum: With Jishnu Bhattacharjee, Managing Partner at Nexus Venture Partners (Part 2)

Sramana Mitra: Let me synthesize this point for our audience. In startups that are going the open source route, including non-AI startups, what is great is that developers with insights put something out there in the open source realm and start getting usage. Then, by the time they go out for investment, often there’s a lot of history of usage that has built up and some of that has started to monetize. There’s a little bit of a monetization model that is starting to emerge. Even if it hadn’t emerged yet, if there is substantial usage and value creation, there is a tried-and-true path of monetizing commercial open source in a freemium mode, where basically people start with free and then become premium.

Best of Bootstrapping: Building a Portfolio of Bootstrapped Businesses

Ryan Millman, CEO of Undigital, has built a portfolio of bootstrapped businesses over the last 25 years that adds up to over $50M in revenue. He discusses the strategies and nuances, pivots and positioning, and more.

Sramana Mitra: All right, Ryan. Let’s start at the very beginning of your story. Where are you from? Where were you born, raised? What kind of background?

Ryan Millman: I was born and raised in Baltimore, Maryland. I was raised by two loving parents and grew up with a sister. I had a little bit of a lineage in entrepreneurship. My dad had a small business. My grandfather had a small business. I’d always hear about entrepreneurship from them. Throughout my schooling, I was considered a very poor student. I was very uninterested in my curriculum. My parents were quite concerned about me. I was, however, very much into athletics and pretty much excelled in a lot of the sports that I played.

>>>

Video FAQs

1Mby1M Virtual Accelerator AI Investor Forum: With Jishnu Bhattacharjee, Managing Partner at Nexus Venture Partners (Part 1)

Jishnu Bhattacharjee, Managing Partner at Nexus Venture Partners, has been investing in AI startups for over a decade. This is an excellent and insightful discussion about his AI investment thesis.

Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 7)

Sramana Mitra: Category creation is interesting. Let’s talk about category creation.

Ryan Millman: Undigital is a category creator. We’ve invented what we call in-package personalization. Category creation is extremely different. When you go out to a company as a category creator, nobody has you in the budget, right?

Colors: Geometry II

I’m publishing this series on LinkedIn called Colors to explore a topic that I care deeply about: the Renaissance Mind. I am just as passionate about entrepreneurship, technology, and business, as I am about art and culture. In this series, I will typically publish a piece of art – one of my paintings – and I request you to spend a minute or two deeply meditating on it. I urge you to watch your feelings, thoughts, reactions to the piece, and write what comes to you, what thoughts it triggers, in the dialog area. Let us see what stimulation this interaction yields. For today – Geometry II

Geometry II | Sramana Mitra, 2022 | Watercolor, Ink | 8 x 8, On Paper

Building a Portfolio of Bootstrapped Businesses: Ryan Millman, CEO of Undigital (Part 6)

Sramana Mitra: Okay. All right. So I understand your business. Where do you go from here?

Ryan Millman: I spend all my time focusing on Undigital, my newest endeavor. It is a little bit related, but it is more of a pure technology company. From a personal perspective, when the companies get big and mature, a lot of your work and effort is focused on HR and admin. I like to be on a small team solving a puzzle that hasn’t yet been solved.

Colors: Geometry I

I’m publishing this series on LinkedIn called Colors to explore a topic that I care deeply about: the Renaissance Mind. I am just as passionate about entrepreneurship, technology, and business, as I am about art and culture. In this series, I will typically publish a piece of art – one of my paintings – and I request you to spend a minute or two deeply meditating on it. I urge you to watch your feelings, thoughts, reactions to the piece, and write what comes to you, what thoughts it triggers, in the dialog area. Let us see what stimulation this interaction yields. For today – Geometry I

Geometry I | Sramana Mitra, 2022 | Watercolor, Ink | 8 x 8, On Paper