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3 Ways I’ve Changed Venture Investing at SaaStr Fund

SaaStr

So I’m mostly made good investing decisions. My first VC investments were Pipedrive ($1.5B So if interested — here are the changed I’ve made to investing at SaaStr Fund : #1. Don’t Invest Without an S-Tier CTO If you follow me on social media, this won’t be a surprise, as I say it all the time.

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ServiceTitan: Benchmarking the S1 Data

Clouded Judgement

The purpose of the detailed information is to help investors (both institutional and retail) make informed investment decisions. We are modernizing a massive and technologically underserved industry—an industry commonly referred to as the “trades.” trillion on trades services annually. .”

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How to Avoid a Bad VC Investor with SaaStr CEO and Founder Jason Lemkin

SaaStr

We’re obviously written up a lot about Fundraising and Investing here on SaaStr.com, but time and time again, SaaStr CEO and Founder Jason Lemkin has seen so many Founders sign a bad term sheet based on gut instinct, VC celebrity or vibes, and while that may be fine, it’s not enough.

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Lowering the Hiring (And Investing) Bar Didn’t Work

SaaStr

We stopped doing reference checks. The same things happened in VC and investing. I did some of this myself, both on people and investments. Better to do with fewer people, fewer investments, fewer initiatives. The post Lowering the Hiring (And Investing) Bar Didn’t Work appeared first on SaaStr. We learned.

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Scaling Customer Success from 0-5,000 Customers with Drata’s VP of Customer Success and VP of Customer Experience

SaaStr

Customers you have a bond with will give you positive reviews on G2, become your reference customers, share their success stories, and work together with you on product innovation. Organizations that invest heavily in customer success earlier see much higher customer retention and loyalty than the competition.

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A Look Back at Q1 '25 Public Cloud Software Earnings

Clouded Judgement

Generally when you hear “consensus estimates” it refers to revenue and earnings (EPS), but for the purpose of this analysis we’ll just be looking at revenue consensus estimates (as this is the metric these companies are valued off). This is for information purposes and should not be construed as an investment recommendation.

Cloud 277
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How Important Are Happy Employees When VCs Invest?

SaaStr

Do startup investors care about how employees are treated where they invest? Last week, I literally was on a back-door reference call for a $250m+ valuation investment (not a company where I am an investor) where a late-stage VC did not invest just for this reason. Later stage investing becomes more purely transactional).