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80 Founders Share The Moment They Knew … When They Really Had Something

SaaStr

Hard to see when your brand is coming into its own. ” — Jason Riedel, founder/CTO of Aspireship. “When on New Year’s Eve, customers kept sending us signed contracts.” “When customers get back $100k’s in minutes and want to pay us more” — Kanat Bekt, founder/CTO, SupplyPike.

CTO Hire 347
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Top 10 GTM Mistakes Founders Make Again … and Again with SaaStr’s Jason Lemkin 

SaaStr

They hire a VP of Sales who doesn’t want to sell or learn the product. You also don’t want to hire a VP of Sales who won’t carry a bag. If you joined a startup at $2M and wanted to get to $6M with reps doing $400k, that VP of Sales would need to hire ten reps. 90% of the time, sales falls when a founder steps out of it.

CTO Hire 211
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10 Things That Would Have Helped Me Go From $1m to $10m Faster with Less Stress

SaaStr

These are all full-time jobs by $1m ARR. Fixing it yourself becomes the biggest time sink and excuse for not hiring there is. You end up spending all your time backfilling roles you should have hired. And even worse, you often sort of give up trying to make the hire. Less and you under-invest.

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Scaling a Product-Led Growth Model with 1Password, Apollo.io, Sentry, and Lightspeed (Pod 634 + Video)

SaaStr

It starts at the beginning when someone interacts with your brand.” – Kim Walsh Hiring and collaboration for growth The product marketing team is the first function to hire for. The next hiring focus should be growth marketing. Once this is in place, start investing in paid channels.

Scale 244
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What are some of the biggest mistakes you made with enterprise SaaS sales?

SaaStr

I remember my CTO once arguing with a Fortune 500 company on a “security” concern they had which really made no sense. More here: I Never Lost a Customer I Actually Visited | SaaStr Not hiring a full-time RFP person. Not hiring a full-time Chief Security & Compliance Offer. Didn’t matter. They were concerned.

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SaaStr Podcast #376 with ZoomInfo CEO Henry Schuck: “10 Mistakes the CEO of ZoomInfo Made on His Journey to IPO (Part 2)”

SaaStr

They’ve invested in all of these other businesses. Immediately told them to hire 50 reps in a different city, in a different city, and they did. The CEO was deferential because that was 10 times what he’d ever raised before, and did all of it. We might’ve touched on this one too on the hiring and the people.

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AMA at SaaStr Annual 2022 with SaaStr Founder & CEO Jason Lemkin – Part 1 (Pod 607 + Video)

SaaStr

They were aware of it, but startups that I work with closely or invested in, if they got all the way to 25 million with 75% NRR, I would tell them to quit today. Your core models for sales, for marketing spend, for hiring and engineering and product. VCs can only invest in outliers. I want to invest in her.”