SaaStr

FEBRUARY 25, 2025

200+ dedicated workshops and braindates with the best in SaaS, Cloud and AI, from intimate small sessions to 20-50 person workshops from the best Our CRO + CEO Poker Night where we bring 200 top revenue leaders together with CEOs and founders of B2B / AI companies attending Our 4th annual CMO Summit for top CMOs and the CEOs that want to meet them!

Sales Recruiting 195

Sales Recruiting Scale CTO Hire Sales Hiring 195

SaaStr

SEPTEMBER 8, 2024

So just as supply chain logistics juggernaut Flexport was beginning to scale, founder CEO Ryan Petersen came to SaaStr Annual to share his top lessons — and mistakes. When building a list, try to define your potential customer as granularly as possible – size, location, industry, ideal buyer, sales process, technology stack, etc.

Sales Recruiting 325

Sales Recruiting Scale Venture Capital Sales Hiring 325

SaaStr

JUNE 21, 2024

Sam Blond, the former CRO at Brex with 15 years in tech sales, took the stage at SaaStr Europa 2024 to share nine easy sales concepts that so many get wrong. Sam got his first job in tech sales as an SDR for Jason Lemkin’s company, EchoSign, which later sold to Adobe and launched his career. They did this right at Brex.

Sales Recruiting 296

Sales Recruiting Sales Hiring Scale Outsourced Development 296

SaaStr

DECEMBER 16, 2020

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.

Sales Recruiting 299

Sales Recruiting Sales Hiring Scale Sales 299

SaaStr

SEPTEMBER 27, 2021

In the “old” days, there was a rough rule that as soon as you are bringing on more than 1–2 reps a quarter, you needed to hire a director of sales ops. That at that point, at a minimum, there would be too much administrative work for your VP of Sales to handle it herself. You want the sales ops help scaled up and helping before then.

Sales Hiring 296

Sales Hiring Sales Recruiting Scale Sales 296

SaaStr

MARCH 1, 2024

Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders? In SaaS, once you have even a few million in ARR, the #1 challenge is recruiting top-tier VPs and building a truly top-tier management team: SaaS products mostly don’t sell themselves. You will need a VP of Product to scale your roadmap.

Scale 279

Scale Part-Time VPE CTO Hire Fractional VPE 279

SaaStr

JANUARY 21, 2020

Justin Welsh, former SVP of Sales at PatientPop explains how he started in SaaS in 2009 as the second sales hire at Zocdoc. Justin used Sales Culture to grow a successful PatientPop team to 140 employees and 55 million in revenue. Justin Welsh | SVP Sales @ PatientPop. Want to see more content like this?

Sales Recruiting 332

Sales Recruiting Sales Hiring Scale Sales 332

SaaStr

AUGUST 28, 2020

I know we’ve hit a number of these points individually before on SaaStr, but after getting asked about the top mistakes hiring your first sales team so many times over the years, I thought it would be worthwhile to assemble a Top 10 List. Make fewer of them and you’ll scale faster with less stress. Yes, you may be terrible at sales.

Sales Hiring 334

Sales Hiring Sales Recruiting Scale Sales 334

SaaStr

JANUARY 24, 2024

Solving High Volume, Low Conversion at Lattice Dini Mehta joined Lattice at $3M in revenue when it had just 10 people in seat for Go-To-Market and 7 salespeople. She was hired because they saw a bit of softening in new business growth, and she came to help diagnose what was going on and help scale the business.

Scale 278

Scale Sales Hiring Scaling Revenue 278

SaaStr

FEBRUARY 11, 2021

In SaaS, #1 most common misfire, with a bullet, is the VP/head of sales. It goes something like “You’ve Got to Get Past the Carcass of Your First VP of Sales” or “It’s The Second VP of Sales When You Really Start Selling” or variants thereof. Because in SaaS start-ups, it seems like the majority of first VP Sales fail.

Sales Hiring 363

Sales Hiring Scale Sales Recruiting Sales 363

SaaStr

JANUARY 5, 2024

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.

Sales Hiring 316

Sales Hiring Sales Recruiting Scale Outbound Sales Team 316

SaaStr

MARCH 5, 2021

Flock Safety’s Founder and CEO, Garrett Langley, and its VP of Growth, Alex Latraverse, know a bit about sales. Enough to go from 0 to 100 sales reps in about 18 months — and they’re looking to be well beyond 100 by the end of this month. Here are some things to remember when you think about scaling your next big SaaS company.

Sales Recruiting 260

Sales Recruiting Sales Hiring Scale Sales 260

SaaStr

JULY 12, 2024

Scaling to $150M ARR and beyond is no simple task. Back then, remote first was a recruiting advantage. Will this change as Grafana Labs scales? Those were the innocent days with no customers, revenue, or responsibilities. But they’re still one of the last remaining open-source companies at scale. Probably not.

Scale 297

Scale Scaling Sales Hiring Sales Recruiting 297

SaaStr

JULY 20, 2024

Dedicated Slack Channel For Every Metric From the early days at Secureframe, they have had a dedicated Slack channel for every metric: every net new sale, every expansion, every churn, and every expense. Let’s use net dollar or net revenue retention as an example. By keeping very similar revenue goals in mind.

Sales Recruiting 304

Sales Recruiting Sales Hiring Scale Engineering 304

SaaStr

JANUARY 30, 2021

Most of us can’t afford to hire a VPM 12 months before we have our first customer, and we can’t survive through 10 sales reps without one. It’s not quite as terrible as waiting too long for a VP of Sales. A great VP of Marketing can help make the sales reps better qualitatively, even before you have a VP of Sales.

Sales Hiring 352

Sales Hiring Sales Recruiting Scale Marketing 352

SaaStr

AUGUST 26, 2020

Founder-led sales generally stops scaling around $1m-$2m ARR. 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. The distraction of building a real sales team isn’t worth it yet.

Sales Hiring 328

Sales Hiring Sales Recruiting Scale Sales 328

SaaStr

JUNE 23, 2020

Q: What’s the number one challenge for scale-up founders? In SaaS, it is recruiting your VPs and management team : SaaS products mostly don’t sell themselves. You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. Upsell and retention is an art, science and craft.

Part-Time VPE 311

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 311

SaaStr

SEPTEMBER 1, 2021

Pretty incredible at scale. A new revenue team. 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. What changed? Be on the lookout.

Sales Recruiting 315

Sales Recruiting Sales Hiring Scale Metrics 315

SaaStr

OCTOBER 3, 2022

When approaching a GTM exercise, one thing needs to be very clear: the company’s revenue strategy. This revenue strategy consists of three core questions: What is the market opportunity—the problem that needs to be solved? Sales Cycle. Post Sales. Hire talent strategically and be two steps ahead with sales capacity.

Scale 277

Scale Sales Hiring Sales Recruiting Scaling 277

SaaStr

SEPTEMBER 20, 2024

What are the top 10 mistakes founders are still making today when hiring their VP of Sales? In this post, we’ll delve into the common pitfalls founders encounter when hiring a VP of Sales. 1: You Can’t Stay Founder-Led Sales Forever. . #1: 1: You Can’t Stay Founder-Led Sales Forever. This one is newer.

Sales Hiring 309

Sales Hiring Sales Recruiting Scale Technical Review 309

SaaStr

JULY 22, 2019

SaaStr Scale, our one day, San Francisco based event. The Playbook To… Hear from different revenue leaders on the playbooks to revenue growth, scaling, building better teams and more. The Playbook to Building a Thriving Sales Culture with PatientPop SVP of Sales Justin Welsh.

Scale 209

Scale Sales Recruiting Scaling Sales Hiring 209

SaaStr

SEPTEMBER 3, 2021

An oldie but a good on that here: Your #1 Sales Rep Should Be Driving an M8 Convertible By Month 12. It also means cutting lose folks who after a sales cycle or two will never hit quota. Sales is hard. Done right, sales reps shouldn’t be that expensive in the early days. This sets an example for everyone.

Sales Recruiting 305

Sales Recruiting Scale Sales Startup 305

SaaStr

SEPTEMBER 27, 2023

The list of problems is endless (this is one of the hardest parts of the job), but let me try to order a few of the biggest challenges roughly based on stage: Pre-Revenue: Finding a Truly Great Co-Founder That is Just as Committed as You. Then their collective revenues often only add up to Cappuccino money. It never ends.

Sales Recruiting 290

Sales Recruiting Sales Hiring Startup Scale 290

SaaStr

OCTOBER 5, 2020

There’s a common thinking that sales teams should be relatively high churn. That the bottom 15-20% of the sales team almost has to churn each year, because it’s survival of the fittest. At Salesforce, at Box, the bottom end of the sales team churns out each year. First, do sales reps really compete with each other?

Scale 299

Scale Sales Hiring Sales Recruiting Sales 299

SaaStr

AUGUST 8, 2023

In a fascinating workshop session, Miao shares his thoughts on how finance teams can contribute to company strategy and grow revenue. Strategic finance can be thought of as a project management function for your company’s underlying business model or a BizOps team that operates within a more financial lens. Sign up for free.

Scale 239

Scale Finance Outsourcing Services Sales Recruiting 239

SaaStr

AUGUST 7, 2020

A few factors that contribute to high-performing sales teams: High quota attainment. The best startups invest in their sales teams and work hard so most of the reps hit and exceed quota. It does mean a well-oiled machine that hires strong reps of all backgrounds, and gets them the help and training so they can scale up and succeed.

Sales Hiring 363

Sales Hiring Scale Sales Recruiting Compensation 363

Intercom, Inc.

SEPTEMBER 10, 2020

It’s an approach that’s served him well along the road to building the HubSpot sales team, where he was CRO for nine years. That experience led to his bestselling book, The Sales Acceleration Formula. A data-driven framework for scaling. Mark’s latest ebook, The Science of Scaling , outlines a precise framework for success.

Scale 226

Scale Scaling Sales Recruiting Sales Hiring 226

SaaStr

JUNE 24, 2022

Your best sales reps can close so much more than your average rep. Move the bottom 10% out and give the best leads to your top performer, and watch sales go up 20%. The best VPs of Sales design comp plans so the team never wants to leave. You should be striving for zero voluntary attrition on your sales team.

Sales Recruiting 287

Sales Recruiting Sales Hiring Scale Customer Success 287

SaaStr

JUNE 9, 2021

A ways back, I asked Brendon Cassidy, VP of Sales at LinkedIn, Adobe Sign / EchoSign, and Talkdesk to put together his playbook for double sales. … How We Increased Sales Nearly 100% In One Quarter at HackerRank – Brendon Cassidy. They had significant recurring revenue and a lot of customers. Common sense.

Scale 290

Scale Sales Recruiting Sales Hiring Sales 290

SaaStr

NOVEMBER 21, 2020

We’ve written a lot on SaaStr on how to increase the odds your first management team is a success. How to hire a great VP of Sales (tons on that here ). What a great VP of sales really does. How to manage customer success. About recruiting and helping you scale. When to hire her (more here ).

Sales Hiring 357

Sales Hiring Scale Sales Recruiting Engineering 357

SaaStr

MARCH 7, 2021

I thought it would be worth drilling down deeper into each of them, and sharing the learnings and mistakes: 1/ Spending less time fixing things, more time recruiting senior folks to own them. No one spends enough time recruiting as it is, after $1m ARR or so. Yes, you can manage the sales team yourself. You can do this.

Part-Time VPE 299

Part-Time VPE Sales Recruiting Sales Hiring Scale 299

SaaStr

JANUARY 28, 2022

When you think of scaling up, many things may come to mind, like hiring, culture, marketing, and sales. But what are the essentials of scaling up, and how do you navigate obstacles along the way to function as a high-impact organization? The go-to-market segment worked together on key metrics across the revenue board.

Scale 241

Scale Sales Hiring Scaling Sales Recruiting 241

SaaStr

JUNE 17, 2023

The toughest part in the end is always recruiting. Recruiting. Over time, that’s recruiting more and more senior folks, so the target changes. As your company scales, you’ll start to hit 15%+ attrition in your employee base just naturally each year. You’ll have to be recruiting new ones all the time.

Sales Recruiting 240

Sales Recruiting Scale Compensation Business Model 240

SaaStr

MARCH 25, 2023

So one recent survey we did really brought out a healthy debate: does your VP of Sales really need to be a product expert? Many of the comments said it was more important a VP of Sales understand process and leadership more than the product itself. They often melt. I say, you just gotta know the product. Not just with buzzwords.

Scale 297

Scale Sales Hiring Sales Recruiting Sales 297

SaaStr

APRIL 7, 2021

Often folks they convince to once again be a VP of Eng or VP of Sales. The sales leader that did well, but their startup still didn’t quite make it. The best ones find a way to recruit strong Directors and others under them with more experience than them. Then, they can scale almost infinitely.

Part-Time VPE 285

Part-Time VPE Sales Hiring Sales Recruiting CTO Hire 285

SaaStr

JANUARY 27, 2021

“Give the VP of Sales More Time” This is always terrible advice. If a VP of Sales can’t improve things in one sales cycle or less — she never will. In one sales cycle, or less. An owner will add more net new revenue than her salary. Hacking just does not scale. More on that here.

Part-Time VPE 348

Part-Time VPE Sales Hiring Scale Sales Recruiting 348

SaaStr

JUNE 2, 2023

With teams spread across the globe, they had to find new working patterns to scale their businesses in a distributed environment. Recruit diverse leaders The goal of hiring a revenue leader is to put gasoline on finding product market fit success. In 2020-2021, many SaaS startups faced a unique challenge.

Sales Recruiting 264

Sales Recruiting Sales Hiring Scale Branding 264