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Dear SaaStr: Should I Hire a Sales Consultant as My First Sales Rep?

SaaStr

Dear SaaStr: Should I Hire a Sales Consultant as My First Sales Rep? No, you shouldn’t hire a sales consultant as your first sales rep. This isn’t just about getting deals done—it’s about deeply understanding your sales process, your customers, and what works (and doesn’t) in your pitch.

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A Look Back: How $13 Billion Ramp Began To Scale with Co-Founder and CTO Karim Atiyah

SaaStr

His journey from consultant to coder to fintech founder offers a masterclass in what he calls “asymmetric outcomes” strategic bets where the potential upside dramatically outweighs the downside. ” This framework can be applied across every aspect of building and scaling a company: 1. .

CTO Hire 208
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Dear SaaStr: What Are The Most Common Mistakes First-Time Founders Make Building Enterprise Sales Teams?

SaaStr

Dear SaaStr: What are the most common mistakes first-time founders make when building enterprise sales teams? The most common mistakes first-time founders make when building enterprise sales teams are surprisingly consistent. Heres the breakdown: Hiring a VP of Sales Too Early : This is a classic. Its harsh, but necessary.

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AI-Native GTM Teams Run 38% Leaner: The New Normal?

SaaStr

Sales isn’t going anywhere in the Age of AI. OpenAI has a big sales team, Windsurf does, Anthropic has a great one. Especially the next generation of them: Perplexity has scaled to 5,000 enterprise customers with just 5 sales reps. Cursor built a $400M business with what appears to be a skeleton GTM team.

Scale 184
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Is AI Penetration … Slowing Down? Ramp Says Possibly

SaaStr

Many organizations are stuck in “pilot purgatory”—running successful experiments but unable to scale them. Why the Slowdown Might Be Illusory Enterprise Sales Cycles Are Finally Kicking In The most compelling explanation for the apparent plateau has nothing to do with demand and everything to do with procurement realities.

AI 281
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GTM 126: Reverse Engineering the Founder Journey: From Scaling Twitter Ads to $650M, 20 Years Operating, and a Webflow Acquisition | Guy Yalif

Sales Hacker

Building ‘opinionated products’ and the importance of customer intimacy Lessons learned from scaling Twitter’s ad business from zero to $650 million in three years. 15:41) Scaling Twitter’s ad business and managing hyper-growth. (26:54) Plus, an analysis of the top 75 trending sales AI tools.

Scale 101
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Dear SaaStr: What Should I Know As a First-Time Customer Success Manager?

SaaStr

If you’re not measuring, you’re guessing—and guessing doesn’t scale. Be consultative, solve problems, and help them achieve their business objectives. Be consultative, solve problems, and help them achieve their business objectives. Build Relationships with Customers. But don’t stop there—bring value beyond just being “nice.”