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A 10 Point Checklist for Hiring Your First Few Sales Reps

SaaStr

Your first few sales reps have to be … different. "That early sales team … they have to be product gurus. If you wouldnt buy your own product from them, dont hire them. Do They Know How to Sell Without a Big Brand? Be very wary of hiring anyone at an early-stage startup who has never worked at one before.

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What To Look For In Your First Marketing Hire

SaaStr

Dear SaaStr: What Do I Look For In My First Marketing Hire? Hiring your first marketing leader is a pivotal moment, and it’s easy to get it wrong if you don’t approach it strategically. The vast, vast majority of “marketers” are just not the right fit to be your first marketing hire and leader. And Hire That.

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Dear SaaStr: How Do I Make Sure My First 1-2 Sales Reps Are Strong?

SaaStr

Dear SaaStr: How Do I Hire a Great First 1-2 Sales Reps? Hiring your first AE (Account Executive) is a pivotal moment for your startup. "Never, ever hire a VP of Sales until you have 2 individual sales reps really closing. . "Never, And that early sales team? Hitting quota.

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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.

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The Top 3 Reasons AI Sales Tools “Don’t Work” (Spoiler: They Actually Do)

SaaStr

✨ Lemkin (@jasonlk) June 16, 2025 The Top 3 Reasons AI Sales Tools “Don’t Work” (Spoiler: They Actually Do, If You Use The Tools Properly) I get this question at least 3x a week: “Jason, we tried AI sales tools and they just don’t work. I’ve been in B2B and Saa sales for 15+ years.

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4 Unexpected Learnings from Databricks’ Sales Growth Machine From Its VP of Sales

SaaStr

A little ways back Databricks VP of Sales Heather Akuiyibo joined SaaStr to share unexpected things that work well at Databricks GTM organization as well as some things that havent worked as well. Deep Dive: Unexpected Learnings Time Management as Competitive Advantage Most sales organizations guess how reps should spend their time. .”

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SaaStr Live: How Wiz’s CMO Built a $32B Marketing Machine (Without Any Marketing Experience)

SaaStr

Not MQLs, not pipeline attribution, not brand awareness metrics. The Hiring Philosophy That Built a $23B Company “Every single person you hire should be your best hire ever. Unless you leave an interview very excited—like ‘I wish this person was here right now’—don’t hire them.”