article thumbnail

The 5 Characteristics of a Great Sales Leader

SaaStr

Q: What makes a great sales leader? The best sales managers / directors / VPs: Recruit great team members. Sales requires a linear number of hires to grow bookings. So you have to be a great recruiter to scale. But the best sales leaders know where they are #1. Decrease sales cycles.

article thumbnail

Why Founder-Led Sales Breaks Earlier Than You Think

SaaStr

Founder-led sales generally stops scaling around $1m-$2m ARR. But you see growth start to decline in new bookings, that's a sign. A sign to hire a real sales leader. Over the years at SaaStr we’ve talked a lot about hiring a great VP of Sales, when it works, when it does, and how it moves the needle.

Insiders

Sign Up for our Newsletter

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

article thumbnail

30+ SaaS CEOs Share The Signs Their First VP of Sales … Just Wasn’t Going to Work Out

SaaStr

What was the first warning sign your VP of Sales wasn't going to work out? A new VP of Sales doesn’t always double sales in 30 days — although it can happen in SMB sales. The old playbook does help, but every great VP of Sales knows they quickly have to evolve it to any new role.

article thumbnail

The Top 10 Mistakes I See In The VP of Sales Hiring Process

SaaStr

So we’ve spent a ton of time over the years on SaaS talking about hiring a great VP of Sales. Not only because it really matters, but because hiring the wrong VP of Sales can set you back a year — or longer. So many VPs of Sales disagree with me here — at least at first when I make the point. Sales is hard.

article thumbnail

6+ Key Signs a VP Can’t Scale Beyond $5m-$10m ARR

SaaStr

Either by yourself, or with a Sales Ops / Marketing Ops / Some Sort of Ops leader under you. Look for dashboards, strong project management, strong pipeline projection after $5m ARR. If you don’t see things getting more organized, that manager can’t scale. Inability to hire great Directors / managers under them.

Scale 354
article thumbnail

From Zero to Hero: How to Dominate Outbound SaaS Sales with Rippling and Founders Fund on CRO Confidential

SaaStr

In the latest episode of CRO Confidential, host Sam Blond, partner at Founders Fund and former CRO at Brex, sits down with Ashley Kelly, VP of Global Sales Development at Rippling. For context – Ashley had previously helped Sam scale Brex’s outbound sales from $2M to over $300M in ARR as Senior Director of SDR.

article thumbnail

Flat Metrics: The One Clear and Simple Sign its Time to “Top” a VP

SaaStr

You’ll see: Bookings that stop increasing. For example, a great Stretch VP of Sales might get you to from $50k to $500k a month in new bookings. To recruit the team and resources it takes not just to meet the plan this quarter, but the next one and the following quarters as well. But then … that’s it.