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10 Learnings Scaling from Consumer to SMB to Enterprise with Grammarly’s Head of Organizations Revenue Dorian Stone (Podcast 520 + Video)

SaaStr

Dorian Stone , Head of Organizations Revenue at Grammarly, is here to share lessons from his experience of scaling the company from consumer to SMB to Enterprise to help you steer your expansion efforts in the right direction. Build the baseline by checking leadership assumptions. Go-to market mechanisms don’t translate.

Scale 205
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Scaling Past $10M ARR: Listening to the Market and Defying Tradition with WorkRamp CEO Ted Blosser (Video)

SaaStr

It has now secured over $67M in funding and offers a robust platform for mid-market and SMB segments. But the drive and passion remained, and leadership didn’t give up. Blosser comments, “The big thing I want to share with everyone is just stick with it if you feel like you have product-market fit.

Scale 200
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How Stack Overflow Harnesses the Power of Flexible Leadership

OpenView Labs

It might be a little surprising to learn that the leadership style at Stack Overflow is decidedly not binary. Step 2: Adopt a flexible, non-dual approach to leadership. Prashanth takes a different approach for himself and the leadership style at Stack Overflow. Step 3: See what happens when you forge your own path.

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How to Find Product-Market-Sales Fit

Andreessen Horowitz

One of the toughest challenges for founders — and especially technical founders who are used to focusing so much on product features over sales — is striking “product-market fit”. What does this mean for product design and product management? the night before it was to IPO).

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Successes and Setbacks on the Road to $1B with Alessio Artuffo, President and COO at Docebo

SaaStr

Over time, they realized the product value was best spent with high-complexity organizations. They started via SMB and are now serving the Amazons of the world. When considering product market fit and seeing value back when Docebo got traction in 2012, they gave away a ton of value with ridiculously low ARR.

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The SaaS Org Chart Live with David Sacks (Podcast #491 and Video)

SaaStr

Positions Needed: Enterprise AEs, Mid-Market & SMB AEs, SDRs, Sales Ops, Sales Engineer. Head of Marketing. Positions Needed: Demand Gen, Product Marketing, Sales Enablement, Events/Community. Team Size: 5 – 6. Director of CSM. Team Size: 4 – 8.

CTO Hire 245
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The Secrets to Scaling and Growth in Uncertain Times with monday.com Co-Founder and Co-CEO Eran Zinman

SaaStr

You don’t want to overwhelm SMB customers, and Monday made this a focus from day one. In retrospect, if they had an amazing salesperson that could sell a mediocre product, they might have got the wrong signal. But because people convert by themselves, it creates a healthy product market fit.

Scale 164