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Why Founder-Led Sales Breaks Earlier Than You Think

SaaStr

Founder-led sales generally stops scaling around $1m-$2m ARR. A sign to hire a real sales leader. Over the years at SaaStr we’ve talked a lot about hiring a great VP of Sales, when it works, when it does, and how it moves the needle. To stick with founder-led sales longer than most folks do, i.e. past $1.5m-$2m ARR or so.

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10 Hacks to Have Happier Investors

SaaStr

Your investors and others will learn a lot more hearing about sales from your VP of Sales, your CTO co-founder … and not you. This also will make you appear to be a much stronger manager. Especially, don’t try to talk over your weakest VPs and managers. Note: an update of a classic SaaStr post from 2018.

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Dear SaaStr: What’s The Toughest Skill to Learn to Scale in B2B?

SaaStr

You need to learn to become a parallel recruiter. To constantly, painfully, boring-ly be recruiting the next level of management and managers all the time. By $2m in ARR, you need a VP of Sales, Marketing, Customer Success, Product and Engineering (if you can afford them all). In SaaS, you need more VPs earlier.

Scale 159
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The 6 Things The Old Me Would Tell The Young Me

SaaStr

I did a version of this Old Me-Young Me post in 2018. You will be able to do a secondary sale of some of your shares if you continue to do well. Recruiting is hard. I thought it could bear with an update, given the unique times we are in. Young Me, 2011 : $100m ARR seems so very far from our $10m ARR today. Very far from today.

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SaaStr is Turning 10! How a Blog Turned into A Global SaaS Community for 250,000+

SaaStr

This led to our first meet-ups in 2013 and 2014, the first SaaStr Annual in 2015 , the industry’s leading podcast in 2016, the first SaaS founder coworking space in 2017, and SaaStr Pro , the first learning management system for SaaS founders in 2018. Founders were able to recruit on-site. VCs were able to meet with Founders.

Scale 307
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My Top 10 Year One SaaS Mistakes. Save Yourself Some Pain & Just Don’t Make Them Yourself.

SaaStr

Not Hiring 2-3 Sales Reps to Start. More on that here: When You Hire Your First Sales Rep — Just Make Sure You Hire Two. I should have invested a little more in sales reps, more quickly, one we had some initial traction (see above). Should Have Spent Even More Time Recruiting & Upgrading the Team. My 10, FWIW.

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The Top Sessions of SaaStr Scale: CEOs of Okta, Airtable, Safegraph, Blackline and More!!

SaaStr

On how to recruit in the early days, when not everyone gets it. The Q+A at the end is especially good — stay for it: #3: “Zendesk’s Secret Sauce to Scaling to $1B: SMB and Mid-Market Success” with VP Global SMB Sales Sharon Prosser and VP GTM Strategy Astha Malik. . How to recruit in a less hot space.

Scale 221