Tag: SaaS
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I tried to sell software to an AI simulator. I wound up crushing my quota and getting promoted! My biggest lesson: you can’t sell to every buyer the same way. Every day, I’m evaluating founders’ sales skills. The founder is the first salesman for the startup. If they’re good at…
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+ AI, Artificial Intelligence, Business, Enterprise Sales, Entrepreneur, Finance, Founders, Investing, Real estate, SaaS, Sales, Startups, VC, Venture Capital+
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If your product is easy to use, you’ll get more customers. Here are three simple tweaks to make your product better… Make Sign-In Easy Always offer Google and Apple sign-in options. If you make it easy for customers to sign in, more of them will complete the flow and become…
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+ AI, Artificial Intelligence, ChatGPT, Entrepreneur, SaaS, Startups, Technology, UX, Venture Capital+
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ARR = Best Day x 365. This is NOT how you calculate your Annual Recurring Revenue. Let me show you how to do it like a professional… What to Include Pull all your customer contracts. We are calculating a live ARR number, so only include customers that you are actually…
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+ Accounting, Business, Entrepreneur, Finance, Founders, Investing, Money, Personal finance, SaaS, Silicon Valley, Startups, Technology+
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Every founder needs to cut costs and sell more. Here are some great ways to do that, courtesy of my portfolio companies… Make Incorporation and Fundraising Easy – Capbase Capbase makes it easy to get incorporated, prep for due diligence, and raise money. If you want to raise venture capital,…
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+ AWS, Business, Cloud Compute, Entrepreneur, Entrepreneurship, Finance, Founders, Investing, SaaS, Startups, Technology+
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“$800k ARR…is that contracted or live?” Most investors never ask this question. They’re making a big mistake. Whether you’re an investor or a founder, you have to understand the difference between contracted and live revenue. Tl,dr: Contracted ARR is signed revenue, live ARR is actual money you’re billing. Focus on…
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+ Accounting, Angel Investing, Angel Investor, Business, Entrepreneur, Entrepreneurship, Finance, Investing, Money, SaaS, Silicon Valley, Startups, Tech, Technology, Venture Capital+
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If you want to know where technology is headed, look at what the smartest founders use. Here are the tools my startups are loving right now: Delve Delve automates compliance for SOC 2, HIPAA and more. Delve can get you compliant and ready to close big deals. I first heard…
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+ Business, Compliance, Entrepreneur, Entrepreneurship, Founders, HIPAA, SaaS, SOC 2, Startup, Startups, Venture Capital+
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Here’s how I know I met a great founder: he’s at a customer site when we talk, sitting next to the Pepsi machine. Too often, investors look for the wrong things when they meet a founder. Did he go to Harvard? Is he in San Francisco? Is a big name…
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+ Business, Conferences, Entrepreneur, Entrepreneurship, Finance, Investing, Personal finance, SaaS, Silicon Valley, Startups, Tech, Venture Capital+
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After 18 long months, the product was finally live. Customers poured in. And then, all hell broke loose. Held Hostage By a ‘Tech Partner’ This founder had launched a LinkedIn Content Creator app. Early users loved it, but the project had an Achilles heel. The founder explains what happened next…
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+ AI, Artificial Intelligence, Business, Entrepreneur, Entrepreneurship, Investing, SaaS, Silicon Valley, Startup, Startups, Tech, Venture Capital+
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It’s been a quiet 2025 for me investment-wise. But every once in a while, you see something truly exceptional. Sent.dm is exactly that. Sent is an API to send messages to whatever platform your customers prefer – iMessage, WhatsApp, RCS, SMS and more. Sent can save you 80-90% on your…
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Lots of founders mess up calculating their Total Addressable Market (TAM). Here’s how to do it correctly… Calculating TAM Correctly You need to do what’s called a bottoms-up TAM. Take the number of potential customers and multiply that by what you charge for your product. The figure you get is…
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+ Business, Entrepreneur, Entrepreneurship, Founder, Investing, SaaS, Silicon Valley, Startup, Startups, Tech, Venture Capital+
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