YouSaid · the spoken record

Jeff Glass

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57
first
2024-11-21
most recent
2024-11-21
sittings or episodes
1
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podcast

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  1. “And that was kind of it. He wanted someone from the outside who was going to be more tech and contemporary leaning to really help build the business going forward. So I joined this company. That business got acquired by travelers, insurance. I worked at Travelers for a while. Travelers merged with Citibank. So I was part of Citigroup. Business did pretty well. At one point, Citigroup decided to sell a whole set of businesses to another company. And as part of that, I was asked whether I wanted to go along with the sale. And I took that moment in time to start an internet technology company. So that was my first raw tech outside venture-backed startup, and that's how it all began.”

    2024-11-21 · Capital Allocators · Jeff Glass - Home Equity Investment at Hometap (EP.418) · IDENTIFIED FROM THE TRANSCRIPT · source

  2. “So I'm at BCG. I'm part of their multimedia convergence practice area. And what that meant was there was this thing called the internet. People thought it was going to transform business models and the world, but it was still early and no one knew exactly how that would be. So I was working on projects where we were thinking about how technology and specifically the internet was going to transform business models. And I decided it was time to move on into more of an operating role. And I got introduced to the CEO of a very low tech insurance business. And I met the founder, CEO, and he was looking for a COO. And during the interview process, at one point, he said to me, so why do you think you're qualified for this job? And I said, sir, I'm not. I don't think I'm qualified for this job. I don't know anything about insurance. I've been a strategy consultant for the last six years. I'm a smart, hard-working guy, but I...”

    2024-11-21 · Capital Allocators · Jeff Glass - Home Equity Investment at Hometap (EP.418) · IDENTIFIED FROM THE TRANSCRIPT · source

  3. “Smart, wonderful people, and I just got the business bug. I was like, wow, I think I just want to stay in the business side. I still had no money and still had a ton of college debt. My little college business did well, but not well enough to get me fully out of debt. So BCG was gracious enough to make me an offer to go to business school, pay for my business school if I were to come back and work there. So I worked there for a bunch of years before and after business school and really grateful for it. And then I went for many years on an entrepreneurial run where I was part of smaller companies trying to build new products and new industries.”

    2024-11-21 · Capital Allocators · Jeff Glass - Home Equity Investment at Hometap (EP.418) · IDENTIFIED FROM THE TRANSCRIPT · source

  4. “When I graduated from college and I wound up getting a job with a strategy consulting firm, and my thought was, okay, this is good. I know how to be an entrepreneur. Now I can learn the strategy side and the financial side and the analytical side. Like that'll be a good, well-rounded experience perspective. I got laid off six weeks after I got there. So I also learned a quick early lesson about risk tolerance, which is perhaps the best way to mitigate risk is to put yourself in a position where you have more control over the outcome than less. So I have always viewed companies that I've started as less risky than going into a big company job. Because in a big company, you don't know what's going to happen to you and it often has nothing to do with your performance or what you can deliver. Whereas in a small company, you have a little bit more control over them. I wound up going to a different strategy consulting firm, the Boston Consulting Group. It was awesome. I learned a ton. I worked for all these great clients and cases and industries and worked with super great.”

    2024-11-21 · Capital Allocators · Jeff Glass - Home Equity Investment at Hometap (EP.418) · IDENTIFIED FROM THE TRANSCRIPT · source

  5. “So, my freshman year, I could not afford a college sweatshirt, and I was infuriated by the cost of a sweatshirt and the monopolistic pricing of the bookstore. And my roommate and I started doing some research and the markups were so phenomenal that we were just, this is ridiculous. So we borrowed about $10,000, which at the time was an enormous amount of money from my roommate's father. And we launched a college clothing company. We built a mail order business targeting parents and alumni. And then we wound up bringing it on campus and having trials and tribulations around the bookstore and their rights to have a monopoly on campus. So that was a whole other set of entrepreneurial experiences. But my career as an entrepreneur and trying to build things and build relationships really started quite early.”

    2024-11-21 · Capital Allocators · Jeff Glass - Home Equity Investment at Hometap (EP.418) · IDENTIFIED FROM THE TRANSCRIPT · source

  6. “Commission based sales role. There's no training. There's no salary. There's no draw. There's no nothing. We sell to companies here in Manhattan. You're a high school kid. And I said, great, I'll take it. So I would argue that my real career and understanding how do you build relationships and how do you think about customers and value proposition and delivering started back then? I spent the first several weeks canvassing the Empire State Building. Back then you could do that. You wouldn't be able to do that today. My career would have gotten stopped at the security gate because I had no badge and no one to let me into the building. And I went to every door in the Empire State Building talking to whoever would talk to me, getting kicked out of a lot of offices, learning how to deal with rejection, learning how to work my way to decision makers. But I started developing some really good skills. I wound up going back there that next summer and doing quite well. I started a company in college.”

    2024-11-21 · Capital Allocators · Jeff Glass - Home Equity Investment at Hometap (EP.418) · IDENTIFIED FROM THE TRANSCRIPT · source

  7. “Interestingly, I would say I started my career before college. I did well in school. I got into some good colleges. They're expensive, even after with financial aid and loans and grants and all the things we knew was going to be super tough. So the summer before I went to college, I was just trying to get whatever job I could make the most money. I wound up working in a trucking company that delivered office furniture. I thought it was pretty cool. At the time, I was viewing it as, oh, I'm getting paid really well to get in shape, lift credenzes and put them on trucks. And it was hot and it was New York City. It was not a glamorous job, but I wound up having a meeting with one of the companies whose furniture they delivered, the dealer of office furniture. And I said to the owner of the office furniture company, I said, hey, I'm delivering furniture. It's fine, but is there anything I could do here in the office? And he said to me, well, no, the only job we have open right now is a”

    2024-11-21 · Capital Allocators · Jeff Glass - Home Equity Investment at Hometap (EP.418) · IDENTIFIED FROM THE TRANSCRIPT · source