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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. Simply because their product was being used in a professional setting didn’t mean it was a product-market fit.

Scale 213
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How to Justify “Non-Sexy” Product Investments

Casey Accidental

A common issue leaders in product management, design, or engineering face is justifying investment in the “non-sexy” stuff. What is not sexy can differ by company, but usually the sexy things are new products and few features. Another way to say that is product/market fit has a positive slope. User Experience.

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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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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. 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. WorkRamp shifted its focus to a different segment –– the mid-market and SMB side.

Scale 207
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CRO Confidential: Bringing Product-Led and Sales-Led Growth Together For Go-To-Market Success with Giancarlo Lionetti, CRO of Zapier

SaaStr

Next, think about product maturity. When Giancarlo started at Zapier, its product maturity at the time on the upmarket side was still new for them. They had been building toward an SMB audience, so hiring 50 people in sales against a product that wasn’t ready for a specific audience would’ve been a mistake.

Scale 267
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The SaaS Org Chart Live with David Sacks (Podcast #491 and Video)

SaaStr

David Sacks: SaaS Background and Investments. David’s first foray into SaaS was in 1999 when he joined a startup that would become PayPal, starting as the product leader and later as the COO. David Sacks has invested in over 20 unicorn companies, including Airbnb, Bird, ClickUp, Facebook, Slack, and Uber. Head of Marketing.

CTO Hire 252
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Forecasting Fintech’s Future and Keeping Culture Alive: A Q&A with the CEOs of BILL and Mercury

Andreessen Horowitz

So unless there’s some really obvious or transformative thing to do in your business today, it’s worth waiting a little bit to invest heavily in that. We’re experimenting with it, but we haven’t made a massive investment. Both of you sell into SMBs, which is a notoriously difficult segment.

Payments 107