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The Keys to Getting to $500M ARR In Just 7 Years with Attentive’s CEO

SaaStr

Attentive spent months with brands, consumers, and regulators to crack this. This wasn’t just an improvement it fundamentally changed how brands could engage with SMS marketing. The traditional “Text WHY to 12345” SMS opt-in process was clunky and killed conversion rates. The result? Black Friday playbook) 3.

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Is AI Penetration … Slowing Down? Ramp Says Possibly

SaaStr

Companies are discovering that hiring AI talent or upskilling existing teams takes much longer than anticipated. Many organizations are stuck in “pilot purgatory”—running successful experiments but unable to scale them. Integration challenges are mounting.

AI 269
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Scaling From $10M to $100M ARR: The Good, The Bad, and The Ugly with Showpad Co-Founder Pieterjan Bouten (Pod 586 + Video)

SaaStr

Scalability is about capability, so businesses need to understand whether they have the capacity to grow and whether their infrastructure and team can accommodate growth. The stage of scaling from $10 million to $100 million ARR may seem like a daunting task, but it is an exciting one. Turning a vision into reality.

Scale 246
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The 6 Most Common Mistakes Founders Make When They Are Just Starting to Scale Revenue

SaaStr

Dear SaaStr: What are The Most Common Mistakes Founders Make When They Are Just Starting to Scale Revenue? Then, you’ll have enough folks and experience to put a small team on a new initiative / segment / market. Micromanaging Your First (and Second) Management Team. Bad operational model / misunderstanding the burn rate.

Scaling 301
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Scaling Success: Digital Entrepreneurship and SaaS Exits

FastSpring

When I was running it, it was a lot smaller than that, but scaled that up very, very quickly. And that’s substantial scale in. Blake Hutchison (20:38) And of course, these businesses don’t have the scale or opportunity that a VC asset would typically have for growth. That’s now a billion dollar company.

Scale 118
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The three strands of brand authenticity

Intercom, Inc.

One of the biggest determining factors of a company’s success is the clarity of its message, and how that clarity comes across in every interaction across the product and brand. Brand Identity: When customers interact with your brand, is your value proposition clear? 1 Poor definition of value proposition and feature focus.

Branding 209
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How SMB Digital Brands Can Win the Best Talent

FastSpring

Larger technology companies can pay more, offer more benefits, and provide a more marketable brand on a candidate’s resume. So how are smaller companies supposed to compete with large brands for the best talent? to working for smaller brands. And some people really value brand names. Lizzie, welcome to Growth Stage.

SMB 106