SaaStr

JUNE 19, 2025

✨ 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. You wouldn’t expect a new SDR to be quota-crushing in week one, right?

Objection handling 106

Objection handling Sales Legal Strategize 106

SaaStr

JULY 9, 2025

The Evidence: Owner sees 3-4x productivity gains, but only from AI-native reps At Windsurf, 7 out of 10 seasoned reps quickly shot over their annual quota , with one rep closing $1.6 By mid-2025, any revenue leader not deeply engaged with AI tools should be transitioned out.

Technical Sales 67

Technical Sales Commission Pipeline Negotiate 67

SaaStr

APRIL 28, 2025

The AI doesn’t make you wait, doesn’t have a bad day, doesn’t push unnecessary upsells to hit quota, and knows the product comprehensively. These superhuman sellers will focus entirely on relationship building, complex negotiation, and strategic guidance while their AI handles everything else.

Negotiate 94

Negotiate Contract E-commerce Price 94

Hubspot

NOVEMBER 18, 2020

According to LinkedIn , 60% of sales leaders anticipate their team won’t be able to hit quota by year end. The most valued traits sales managers see in salespeople are problem solving, relationship building, critical thinking, confidence, and oral communication. 51% of sales leaders rely on data to measure sales rep performance.

Profit margin 99

Profit margin Quota B2B Commission 99

Salesforce

JULY 14, 2021

We could be evolving past the need for sales quotas as the sole measure of performance. ” But can putting customers first and a “quotas over everything” mentality coexist? .” ” But can putting customers first and a “quotas over everything” mentality coexist? What are sales quotas?

Quota 98

Quota Non-Profits Pharmaceutical Sales 98

Sales Hacker

OCTOBER 21, 2019

I was afraid of not making quota, losing to the competition, making an embarrassing blunder, and the list goes on. My goal right now is to have 300,000 NAWSP members by 2025. Everything else (hitting quota, growing your career, etc) will fall into place if you focus on the customer first. . And again, I know it’s made an impact.

Sales 97

Sales Up-sell Start-ups Cross-sell 97

SaaStr

JUNE 3, 2025

AI doesn’t have quota pressure. The “people person” sales profile that relies on smooth talking and relationship building? How many times have you been burned by a sales rep who oversold capabilities? Who promised features that didn’t exist? Who bent the truth just enough to get the signature?

Relationship building 95

Relationship building GTM Commission Niche 95