SaaStr

DECEMBER 16, 2020

We’ve talked a lot on SaaStr about how to make that critical hire: the VP Sales. Because you’ll lose not just some incremental revenue, but potentially far more. All the second-order revenue you could have had (6x the initial lost revenue). You’ll end up with a crummy sales team under a mis-hire.

Sales Recruiting 360

Sales Recruiting Sales Hiring Sales Engineering 360

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 290

Sales Recruiting Sales Hiring Scale Outsourced Development 290

SaaStr

NOVEMBER 25, 2020

We’ve talked a lot on SaaStr about how to hire a Great VP of Sales. And we’ll keep talking about it — so long as 70% of first-time VPs of Sales don’t make it 1 year. I wanted to take a moment to explore the flip-side … a guide to why first-time VPs of Sales that finally get their shot — fail.

Sales Hiring 359

Sales Hiring Sales Recruiting Sales Headcount 359

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

MAY 10, 2023

In this week’s episode of CRO Confidential, host Sam Blond, Partner at Founders Fund, continues a mini-series on founder-led sales with Colin Zima, founder and CEO of Omni. The post SaaStr CRO Confidential: Omni Founder Colin Zima on the Power of Leveraging Your Network for Sales and Recruiting (Pod 658 + Video) appeared first on SaaStr.

Sales Recruiting 246

Sales Recruiting Sales Hiring Social Media Sales 246

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. In fact, the best sales leaders always upgrade the team within 60 days of taking a new role.

Sales Recruiting 293

Sales Recruiting Sales Hiring Scale Sales 293

SaaStr

SEPTEMBER 8, 2024

When building a list, try to define your potential customer as granularly as possible – size, location, industry, ideal buyer, sales process, technology stack, etc. This will allow you to be much more targeted with your messaging when reaching out and will help you optimize your sales funnel. Pricing is always evolving.

Sales Recruiting 322

Sales Recruiting Scale Venture Capital Sales Hiring 322

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 290

Sales Hiring Sales Recruiting Scale Sales 290

SaaStr

MARCH 18, 2025

It’s an incredible look back on scaling and more: Colin Jones, first Chief Revenue Officer at Wiz. Colin joined Wiz in February 2021 when the company was near zero revenue. Rather than seeing this as a liability, Wiz leveraged it as a strategic advantage — even in its sales team.

Scale 185

Scale Sales Hiring Scaling Headcount 185

SaaStr

DECEMBER 31, 2020

The most common objection you’ll get in SaaS sales, which will drive you nuts at first, is … Not Right Now. Every business is mostly running OK already with its tech stack, and it’s unlikely your little app, alone, is going to change the revenue/profits course of any customer. I Don’t Have Budget. It’s Great, But Not This Quarter.

Sales Recruiting 345

Sales Recruiting Sales SaaS Software 345

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

MARCH 3, 2023

At SaaStr APAC 2023, Scott Pugh, VP of Sales at Figma, shared how to scale these two sales teams while building culture. Pugh’s strategy is simple, albeit not always easy: Recruitment — how to hire the best talent to scale your sales organization. Let’s look at five tips to consider for successful recruiting.

Scale 273

Scale Sales Recruiting Sales Hiring Scaling 273

SaaStr

SEPTEMBER 28, 2024

Kyle Norton CRO of Owner is kicking off a new podcast for Pavillion with revenue leaders, and we were lucky enough to be guest #001 here: It’s a great convo on many SaaStr themes — but from the perspective of a VP Sales / CRO. From Kyle’s summary: Here are eight takeaways from our conversation.

Technical Review 298

Technical Review Sales Hiring Sales Recruiting Revenue 298

SaaStr

JULY 27, 2021

Q: What are the most common challenges of a VP of marketing transitioning into a Chief Revenue officer CRO role? But here’s what happens: They don’t know how to recruit an A+ sales team. Maybe they recruited a few BDRs to work with them in marketing, but that’s not the same. I’ve almost never seen this work. Not entirely.

Sales Recruiting 318

Sales Recruiting Trends Sales Hiring Growth Marketing 318

SaaStr

FEBRUARY 12, 2022

What was the first warning sign your VP of Sales wasn't going to work out? A lot of veteran SaaS revenue leaders protested, but most of them, upon reflecting on it, came to agree the point was right. A new VP of Sales doesn’t always double sales in 30 days — although it can happen in SMB sales.

Sales Recruiting 274

Sales Recruiting Sales Hiring Sales SaaS 274

SaaStr

NOVEMBER 12, 2021

So you wanna build a channel sales program: Don’t Copy HubSpot! All these companies are great companies with great channel sales programs. . Any channel sales program goes through an evolution. There are many reasons to start a channel sales program. Everything is harder with a channel sales program.

Sales Recruiting 300

Sales Recruiting Sales Technical Support Onboarding 300

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 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. Yes, you may be terrible at sales. It’s sales, after all. Here’s my Top 10 list: #1.

Sales Hiring 332

Sales Hiring Sales Recruiting Scale Sales 332

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. The three things that led to ramping up sales at Flock Safety were: Achieving product-market fit.

Sales Recruiting 255

Sales Recruiting Sales Hiring Scale Sales 255

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

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. To stick with founder-led sales longer than most folks do, i.e. past $1.5m-$2m ARR or so.

Sales Hiring 326

Sales Hiring Sales Recruiting Scale Sales 326

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 311

Sales Hiring Sales Recruiting Scale Outbound Sales Team 311

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 304

Sales Hiring Sales Recruiting Scale Technical Review 304

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 299

Sales Recruiting Sales Hiring Scale Engineering 299

SaaStr

MAY 6, 2021

Sandi Lin, CEO and Co-founder of Skilljar, and Kathy Lord, its CRO, know a thing or two about Chief Revenue Officers. You might never have considered a Chief Revenue Officer (CRO) because it’s not been a common role until very recently, and because you might not have the kind of revenue that needs its own manager.

Sales Hiring 299

Sales Hiring Sales Recruiting Interviewing Revenue 299

SaaStr

APRIL 4, 2024

Dear SaaStr: I’m Being Recruited by a Startup That Just Raised $5m. So how you can do your own diligence as the first senior sales exec going in? It’s likely too early to judge based on revenue and a Google Search. How Do I Vet Them? First, there’s probably something there if they raised $5m. At least, usually.

Sales Recruiting 287

Sales Recruiting CTO Startup Sales 287

SaaStr

SEPTEMBER 1, 2021

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. Many first-time VPs just can’t recruit great managers under them.

Sales Recruiting 313

Sales Recruiting Sales Hiring Scale Metrics 313

SaaStr

JUNE 21, 2023

They hired their first VP of Sales with a wonderful pedigree and experience at some of the hottest startups. because they needed to rebuild the sales team. They rebuilt the sales team and closed some big deals. Lesson #3: Revenue Is Funding It’s harder and harder to raise money, and startups need to have more revenue.

Sales Recruiting 293

Sales Recruiting Sales Hiring Underperforming Technical Team Pricing 293

SaaStr

JUNE 23, 2020

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. Q: What’s the number one challenge for scale-up founders? You’ll need more than 5–6 core engineers to go big.

Part-Time VPE 310

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 310

SaaStr

JULY 12, 2021

Q: What are some common blind spots and mistakes startups make when hiring for and building out a sales team? Some of the top blind spots founders and even VPs of Sales make: #1. You hire a sales rep to sell before you can prove you can do it yourself. You hire a VP of Sales to sell before you prove you can do it yourself.

Sales Hiring 274

Sales Hiring Sales Recruiting Sales Branding 274

SaaStr

FEBRUARY 26, 2021

Brendon Cassidy, my VP of Sales wrote a version of this piece a while back. I though an updated version of this would be good for founders thinking about hiring a VP of Sales … VPs of Sales themselves … and VPs-to-be to read — Jason, ed. … 10 Rules to Being a VP of Sales in a Startup.

Sales Hiring 301

Sales Hiring Sales Recruiting Startup Sales 301

SaaStr

OCTOBER 28, 2022

In 2021, there was much less focus on efficiency and more on revenue metrics like ARR. In 2021 there was a lot of emphasis on top-line revenue growth, what percentage year-over-year was the business growing, and less emphasis on things like gross margins and quality of revenue.”.

Sales Recruiting 260

Sales Recruiting Sales Hiring Leadership Interviewing 260

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 299

Sales Recruiting Scale Sales Startup 299

SaaStr

SEPTEMBER 23, 2021

Dig deeper on a lot of titles during recruiting. A "VP of Revenue" often knows nothing about inside sales or building a sales team. A "CRO" often doesn't want to do sales anymore. A “VP of Revenue” for a VP of Sales job. But marketers never, ever know how to do sales.

Sales Hiring 325

Sales Hiring Sales Recruiting Growth Hacking Product Marketing 325

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 293

Scale Sales Hiring Sales Recruiting Sales 293

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 284

Sales Recruiting Sales Hiring Startup Scale 284

SaaStr

MARCH 19, 2021

No lead commit, or revenue commit. A head of sales that doesn’t recruit at least one strong rep in the first 90 days. A head of customer success that doesn’t own churn, or net revenue retention in the first 90 days. I can go on. But the top VPs of Sales know you have to get it going soon.

Sales Recruiting 349

Sales Recruiting Sales Hiring SMB Engineering 349