Bootstrapped Giants

Jesse Pujji

Bootstrapped to an 8 figure exit @ampush. Now building a $1B+ bootstrapped venture studio @GatewayX and sharing everything I learn along the way.

Featured Post

How I Evaluate Ideas

I had a VERY exciting development this week! I had a post go Viral… ICYMI, we announced the latest venture out of Gateway X: Aux Insights. The post got >500k impressions across platforms, and we got 200+ inbound inquiries from potential clients and employees! Energized just writing that, Whew! But let's back up a second. One of the most common questions I get from this community is: "Jesse, how do you evaluate and choose business ideas?" Here is my approach: 1) Identify Trends - What is...
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6 days ago • 6 min read

My Favorite Bootstrapping Hack: Negative Working Capital

Some Housekeeping: If you’re interested in a crash-course on business finances for entrepreneurs, please answer a few questions in this survey. At Gateway X, we launch "Bootstrapped Giants," but we "cheat" a little. I invest less than $250K in each business and it has to get cash flow positive within its first year or we'll kill it. Notice how I didn't say profitable. I said “cash flow positive.” While for most of our businesses that means the same thing, it isn't always the case. That's...
13 days ago • 5 min read
The ULTIMATE Quant Marketing Cheatsheet

3 Must-know Marketing Concepts You Should Know…

Some Housekeeping I’m thinking about launching a course to help entrepreneurs and aspiring entrepreneurs! If you’re interested, please answer some questions in this quick survey. I’ve decided to change my email cadence to once a week every Sunday morning :) Let’s get started: Entrepreneurs talk about marketing endlessly but I am consistently shocked at how poorly they understand it. I don’t consider myself a marketer. Prior to starting my last company Ampush, I worked at Goldman Sachs. Say...
20 days ago • 6 min read
X Factor Pyramid

Design Your Life Around Your X Factors

Seven years into my first business, I burned out. I felt bored and tired. I questioned why I had chosen this business and industry. I wasn’t energized to solve problems. It was very unlike me. And surprisingly, it had nothing to do with business performance. We had just sold a minority interest and I had “freedom” money. Ampush was crushing it: 80% of unicorn startups were our customers and we were responsible for half a billion dollars of ad spend each year. It didn’t matter though. I felt...
27 days ago • 5 min read
The email that landed me the $100M+ Clash Royale and Clash of Clans accounts at the last company I co-founded, Ampush.

How I Used This Sales Hack to Land a $100M Account

I have a secret to sales, recruiting, and landing pretty much any meeting I need to get. I’ve never shared it publicly, but I will today. This system was instrumental in getting Ampush and GrowthAssistant to >8 figures in revenue with virtually ZERO CAC. In short, this is a sales approach that will get you meetings without having to spend money on sales people, marketing costs, etc. The funny thing is: I didn’t even realize this was a “secret” until I showed it to a few friends and their...
about 1 month ago • 3 min read

BONUS VIDEO: Choosing a marketing channel & how I think about social content

Yo Bootstrapped Giants! Here's a little bonus clip from a "fireside chat" I had with my friend Luke from Clever. We chatted about picking a marketing channel for customer acquisition and how I think about social content. WATCH HERE​ TL/DR: Pick one channel! Give it all your attention for 90-120 days and then evaluate from there. Let me know what you think! jesse
about 2 months ago • 1 min read

The secret to sealing the deal

In Tuesdays Email, I went through how I sell B2B, but I didn't go deep into what I actually say to seal the deal. So, here's my secret to landing new clients/customers every single time: "sentence stems". What is a "sentence stem"? It's a way to effectively setup the beginning of a sentence. I use them to frame my pitch to be informative, interesting and brief. If you're in DTC or something consumer facing you might not think this applies to you, but you can use these in ads, partnership...
about 2 months ago • 2 min read

How I Sell (as a Bootstrapped Founder)

If you’re going to Bootstrap a B2B business, getting good at sales is absolutely critical. I’d go so far as to say, if you don’t like or want to sell a lot, don’t choose a B2B company to bootstrap. Because in your first year (and maybe even your fifth), you’ll be selling a lot. Here’s my cheat sheet for selling that I teach all my GX Founders. How do I get meetings? The simplest system here to start is use your network. I say this to most founders and they nod and then look blankly at me....
about 2 months ago • 3 min read

Financing a Bootstrapped Giant (tools and more!)

BG Crew! In Tuesdays email, I promised a list of my favorite financing sources and a quick overview. Well, here it is! There are TONS of options out there these days to help you get going with little or no capital, become an expert in them. Let me know which ones you choose and why, I’ll keep this database updated. jesse Disclaimer: A biz with established history and solid numbers will be able to get much more traditional forms of funding (e.g. bank loan, line of credit, SBA loan, etc) but...
about 2 months ago • 2 min read

Where do I get the $$$$?

Virtually every conversation I have with an early entrepreneur goes like this: Them: Jesse, I'm building this and that, will you invest?​​Me: Why can't you bootstrap this?​​Them: Well, I need money for X, Y and Z​​Me: Are you sure you need those things?​​Them: Well, I guess I only need X.​​Me: Ok, so why can't you bootstrap?​​Them: Well, Where do I get $$$ for X?!​​​So let's answer this critical question. Some businesses can truly start with zero, especially in the services realm. We started...
2 months ago • 3 min read
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