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10 of the Top Mistakes I’ve Made in Venture Investing
Q: What are the most common mistakes people do while investing? My top mistakes in venture investing at least: Investing when I didn’t 100% believe in the CEO. No matter…
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A First Timer’s Guide to SaaStr Europa 2022 in Barcelona!
So we are so close!! The 3d SaaStr Europa is coming up 7-8 June in Sunny Barcelona! A first-timers guide here, 10+ Insider Tips: #1. Sign Up for A Bunch…
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Dear SaaStr: Will Peloton Be Filing Bankruptcy or Selling Within 2022?
Dear SaaStr: Will Peloton Be Filing Bankruptcy or Selling Within 2022? Bankruptcy: No. Almost Run Out of Money: Probably. They are already running out now. Sell: 50/50 chance … Peloton…
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Cloud Stocks May Be Down. But the Cloud Remains on Fire. That Matters More.
So much going on in economy right now, from inflation to interest rates But at end of the day, in Cloud, the question is if CIO and related spend will…
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Lessons Learned from Salesforce: Top 4 Mistakes Founders Make with Jonathan Weston, Partner Platform @ Salesforce and Vasu Prathipati, CEO & Founder @ MaestroQA (Video)
Founders pour their hearts and souls into their brands — and, for the most part, they do so gladly. But how much of their blood, sweat, and tears never actually…
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Dear SaaStr: Do You Think Palantir Will Be a Strong Company In the Near Future?
Dear SaaStr: Do You Think Palantir Will Be a Strong Company In the Near Future? Palantir will be a strong company for at least a decade. Why? It’s Just Math….
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If Your Numbers Are Good — Now Might Be a Great Time to Raise a Little Extra Capital From Your Existing Investors
Agreed – a very good option. Starting to see that a lot right now. — Doug Pepper (@dougpepper) May 14, 2022 So there’s a lot of panic from VCs now. …
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Dear SaaStr: How Much Money Do You Need to Be An Angel Investor?
Dear SaaStr: How Much Money Do You Need to Be An Angel Investor? You can certainly start with a few small checks — to learn. As long as they are…
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Top SaaStr Content for the Week: CircleCI CEO, Demandbase VP of Marketing, Gusto CRO, Snowflake Head of ABM, and More!
The top SaaStr content you might have missed for the week of May 15, 2022.


Dear SaaStr: What do Most Startup Founders Get Wrong About Financial Projections?
Dear SaaStr: What do Most Startup Founders Get Wrong About Financial Projections? The #1 thing I see with financial projections is they just don’t speak with data. Instead, they speak…
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Building a High-Performance Revenue Marketing Engine with Demandbase VP of Global Revenue Marketing Tracy Kraft (Pod 555 + Video)
Tracy Kraft, VP of Global Revenue Marketing at Demandbase, breaks down her strategy for building successful revenue marketing engines for large multinational companies and small startups.


VC Sunday School MEGA Episode with Jason Calacanis and Jason Lemkin
We came back the other day to our 5th session with Jason Calacanis. It will be edited a bit and cleaned up on their platform shortly for VC Sunday School,…
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One Simple Trick to Make Your SDRs Perform Better
The #1 mistake SDRs make: They don’t tell me how their app will solve my top problem They talk about: – Features– Who is #1– Buying me a coffee Don’t…
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Proven Models that Help GTM and Product-led Teams Scale with CircleCI CEO Jim Rose (Pod 554 + Video)
CircleCI is a cloud-based continuous delivery platform that helps software delivery teams build, test, and ship changes to their applications. Offering its services as a freemium-based model, CircleCI recognizes driving…
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The #1 Mistake I See Founders Make When They Hire Their First VP of Sales
The biggest mistake you can make as a founder when you hire your first VP of Sales is stepping out of sales I see this again, and again It only…
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7+ Tips On How To Build Your First Sales Team
Q: How do you structure a sales team when you’ve got zero experience doing sales? Well, first go get some experience with sales. 🙂 At least, close the first 10 customers yourself. If you don’t, you’ll never have any idea how to do it. And the odds your first rep...
Why SMB Reps Struggle in the Enterprise. And Vice-Versa.
Q: How is low/mid-ticket sales different from enterprise sales? They are very, very different. If I had to boil down how to filter potential sales professionals based on just 1 controlling criterion, it would be deal size. Enterprise sales: Reps often hunt many of...
The Top 50 SaaStr Answers on Quora in 2020
It's been a fun experience being on Quora for ... a decade 🙂 We've crossed 60,000,000 views of our answers there, so let's take a look at the Top 50 most viewed SaaStr Answers on Quora in 2020: Why do many startup owners sell...
The 3 Types of Day 1 Pricing: Low End of Normal. Identical. And Anchor High.
Q:Â As an entrepreneur starting out, is it better to overprice your product or underprice it? I remember years ago I was at an event with the CEO of a SaaS leader. But this was quite some time ago. And I asked him how he came up with their freemium pricing model. A...
7+ Tips On How To Build Your First Sales Team
Q: How do you structure a sales team when you’ve got zero experience doing sales? Well, first go get some experience with sales. 🙂 At least, close the first 10 customers yourself. If you don’t, you’ll never have any idea how to do it. And the odds your first rep...
Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Can an entrepreneur back out of a signed term sheet without damaging his/her reputation? I’m going to say Yes, probably. There is a lot of drama around broken term sheets. Mostly around VCs backing out, not founders. But here’s the thing — term sheet are term sheets....
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