SaaStr

DECEMBER 16, 2023

Dear SaaStr: What Are The Top 10 Things to Know Before Starting a SaaS Company? It takes 7–10 Years in SaaS to Get Anywhere. And 99% of SaaS companies will need 7–10 years to get to $100m ARR and beyond. You have to love, or at least commit to, recruiting constantly. Some SaaS companies start off with huge TAMs, for sure.

Part-Time VPE 234

Part-Time VPE CTO Hire Sales Recruiting VPCs (Virtual Private Cloud) 234

Tom Tunguz

JULY 25, 2020

But I see this company structure more frequently across SaaS startups. In interviewing great CMOs , the product marketing leader is the first marketer most startups should recruit, and often the first key mishire. This makes sense. By hiring two focused people, the startup is free to find the best person in each role.

Sales Recruiting 206

Sales Recruiting Product Marketing Scale Sales Hiring 206

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? Ask to join a customer call and listen to a few Gong calls and see if you really believe you can level up things Way too many sales execs don’t do this. How Do I Vet Them?

Sales Recruiting 227

Sales Recruiting CTO Startup Sales 227

SaaStr

AUGUST 9, 2023

My top mistakes as a SaaS founder/CEO: Not convincing the very, very, very best VPE I knew to join as our VPE. Not becoming a better recruiter. I recruited a great VP of Sales, a strong VP of Marketing, a great VP of Product (now COO at Gong), and a great VP of Customer Success. But I was a sequential recruiter.

Part-Time VPE 213

Part-Time VPE Sales Recruiting CTO Scale 213

SaaStr

NOVEMBER 2, 2023

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 Hiring 245

Sales Hiring Sales Recruiting Sales Interviewing 245

SaaStr

JUNE 26, 2023

Dear SaaStr: What’s the Best Way to Get Ahead in SaaS Sales? It is important to decide which of 3 life tracks you want to be on: Super-successful sales rep / individual contributor. Successful sales manager. I.e., become a VP of Sales someday. Leverage “sales” to become a founder, business owner , etc.

Sales Recruiting 256

Sales Recruiting Sales Hiring Sales SMB 256

SaaStr

JANUARY 8, 2022

We’ve talked a lot on SaaStr about how to hire a Great VP of Sales, and how you have to close the first 10 or so customers yourself, and how when you do go to hire your first sales rep — make sure you hire two. Use Recruiters and other paid channels. Here are 5 suggestions: 1. I doubt any will be good enough.

Sales Recruiting 278

Sales Recruiting Sales Hiring Sales Pricing 278

SaaStr

MARCH 20, 2024

At SaaStr Miami, former Founder’s Fund Partner and CRO of Brex Sam Blond — host of the SaaStr CRO Confidential Podcast — sat down with SaaStr CEO and founder Jason Lemkin for a fireside chat about finding success as a SaaS company in 2024. On the sales side, people hired way too much. More salespeople do not equal more sales.

Sales Hiring 271

Sales Hiring Sales Recruiting Scale Headcount 271

OpenView Labs

APRIL 29, 2021

OpenView, Work-Bench , Primary Venture Partners , and Lerer Hippeau just hosted the fourth and final session of SaaS Growth Camp—a series for the firms’ portfolio companies tailored to the complex ideas behind SaaS growth and go-to-market strategies. Recruiting top talent is the common denominator across all scaling startups.

Sales Recruiting 81

Sales Recruiting Outsourcing Services Sales Hiring Scale 81

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. Instead, the reason most SaaS purchases are really made are initiatives. It can’t strategically improve sales software, financial software, quoting software, recruiting software, QA processes, call center software, etc.

Sales Recruiting 326

Sales Recruiting Sales SaaS Software 326

SaaStr

MARCH 1, 2024

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 can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. As are you.

Scale 260

Scale Part-Time VPE CTO Hire Fractional VPE 260

SaaStr

JANUARY 24, 2021

2021 will be the year SaaS sales evolves the most since the Appexchange ecosystem started to take off ~15 years ago, which spawned the entire notion of a true sales app stack. The permanent move to distributed sales teams. Almost every SaaS VP of Sales and CRO I’ve talked to in the past few months isn’t going back.

Sales Recruiting 352

Sales Recruiting Scale Technical Review Sales 352

SaaStr

DECEMBER 1, 2023

Hiring a VP of Sales isn’t new, but the conversations have evolved as the world has. Jason has written about the cheat codes for hiring VPs of Sales since 2012 and realized it was worth a deeper dive. Jason has written about the cheat codes for hiring VPs of Sales since 2012 and realized it was worth a deeper dive.

Sales Hiring 152

Sales Hiring Sales Recruiting Sales Interviewing 152

Kellblog

MARCH 17, 2020

Rephrasing Lewis Carroll, “if you don’t know what you’re recruiting for, any candidate looks great.” ” I liken executive recruiters to Realtors. ” That know-not-what, by the way, is that it’s for sale. Let’s switch to executive recruiting. Sound judgment and maturity.

Sales Recruiting 77

Sales Recruiting Sales Enablement Startup Pricing 77

SaaStr

AUGUST 8, 2023

So there’s a sort of org chart you’ll probably end up with at least twice as you start scaling in SaaS: The “Headless” Sales Org. It’s a bunch of sales reps without anyone to manage them other than … you. But if you end up not hiring a VP of Sales at that perfect moment in time (and most don’t), you’ll end up headless.

Sales Hiring 218

Sales Hiring Sales Recruiting Scale Sales 218

Tom Tunguz

DECEMBER 2, 2015

Last night, SaaS Office Hours at Redpoint welcomed Maia Josebachvilli , the VP of People and Strategy of Greenhouse. Specifically, she champions a metrics-based approach for developing world class recruiting teams. Maia reports these five strategic recruiting metrics to the executive team each quarter.

Sales Recruiting 111

Sales Recruiting Startup Sales Hiring Data Analysis 111

SaaStr

OCTOBER 30, 2022

Check out this week’s top blog posts, podcasts, and videos: Top Blog Posts This Week: SaaS Multiples Are Down 75% From a Year Ago. SaaStr 602: Secrets To Combining PLG and Enterprise Sales with Grammarly CEO Brad Hoover. ?. CRO Confidential: Sales Comp, Quotas & Recruiting with Jason Lemkin and Sam Blond of Founders Fund.

Sales Recruiting 288

Sales Recruiting CTO Compensation Software Review 288

SaaStr

AUGUST 30, 2022

This happens with some regularity in SaaS, I’ve learned (and to be clear: I’m not talking about any company I’ve invested in, am an advisor to, board member of, etc – Because when it’s still a very small team, with no true management team … co-founders can kind of hack it to $1m-$2m in ARR together.

Sales Recruiting 246

Sales Recruiting Technical Cofounder Scale Investment 246

SaaStr

SEPTEMBER 17, 2020

Director+ of Sales at Slack / Zoom / DropBox / Pick Your Brand Name SaaS Company. Because it’s not ARR growth or even an IPO alone that determines if a VP of Sales him or herself is great. And there were probably 100+ RVPs of Sales at that point. Because often, the managers were given a team, or a lot of it.

Sales Recruiting 305

Sales Recruiting Sales Hiring Sales Interviewing 305

Tom Tunguz

NOVEMBER 22, 2015

On December 2, SaaS Office Hours at Redpoint will welcome Maia Josebachvilli , VP of Strategy and People at Greenhouse, a fast growing recruiting software company. Maia is especially well known for her thought leadership in developing best in class recruiting metrics. She was also selected for Inc’s 30 under 30.

Sales Recruiting 100

Sales Recruiting Metrics SaaS Sales Funnel 100

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 355

Sales Hiring Sales Recruiting Sales Headcount 355

SaaStr

JUNE 22, 2021

The other day I saw a VP of Sales flame out and resign with no notice from a SaaS company doing $10m ARR growing quickly. So I thought it might be helpful to brush off the topic of alignment between Sales and Marketing by updating a classic post on the topic. What 3 factors/skills must every VP of sales possess?

Sales Recruiting 306

Sales Recruiting Scale Sales Hiring Revenue 306

SaaStr

OCTOBER 28, 2022

Conversations about the state of the SaaS market in 2022 are everywhere, and it can seem overwhelming for entrepreneurs and business leaders to make sense of everything. A New SaaS Playbook. This focus on margins and efficiency forces SaaS companies to adjust the tried-and-true playbook.

Sales Recruiting 218

Sales Recruiting Sales Hiring Leadership Interviewing 218

SaaStr

DECEMBER 16, 2020

We’ve talked a lot on SaaStr about how to make that critical hire: the VP Sales. You’ll end up with a crummy sales team under a mis-hire. We’ve posted a script to use when interviewing a VP Sales. And lessons learned on what a VP Sales really does. Job #1 is Recruiting. It all clicks.

Sales Recruiting 311

Sales Recruiting Sales Hiring Sales Engineering 311

SaaStr

NOVEMBER 6, 2022

Figma: “We’d Been Talking to Adobe Since 2012” Half of Public SaaS Companies Trade At Under 6x ARR Today. SaaS Multiples Are Down 75% From a Year Ag. SaaStr 603: SaaStr CRO Confidential Presents the Ultimate Guide to Sales Compensation, Quotas and Recruiting with SaaStr CEO and Founder, Jason Lemkin.

Sales Recruiting 245

Sales Recruiting Compensation Cloud Retention 245

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. Flock Safety is a hardware-enabled SaaS company dedicated to stopping crime.

Sales Recruiting 183

Sales Recruiting Sales Hiring Scale Sales 183

SaaStr

SEPTEMBER 27, 2023

More here: If You’re Going to Do a SaaS Start-Up … You Have to Give it 24 Months – SaaStr Post-Revenue: Staying the Course When Revenues Are Trivial. From $1m in ARR, and Then Forever After: Recruiting Great VPs. You need to learn to become great at recruiting. Wait too long, you’ll never get there. It never ends.

Sales Recruiting 267

Sales Recruiting Sales Hiring Startup Scale 267

OPEXEngine

APRIL 12, 2022

Emboldened by this seeming endorsement, I dashed off what turned into a lengthy email on interviewing and recruiting, a topic about which I am passionate not because I think I am good at it but because I think I am not. Thoughts on The Recruiting Process. Remember it’s a mutual sales process. Know what you’re looking for.

Sales Recruiting 40

Sales Recruiting Sales Hiring Interviewing Finance 40

SaaStr

FEBRUARY 25, 2021

Ah the VP of Sales. The first post is What a Great VP of Sales Actually Does. The second post is a script for you to use (and modify as you see fit) – 10 Great Questions to Ask a VP Sales Candidate. Just so you know, there are 48 Different Types of VP Sales. The toughest hire. Such a high failure rate.

Sales Hiring 363

Sales Hiring Scale Sales Recruiting Sales 363

SaaStr

JANUARY 27, 2021

We’ve talked a ton on SaaStr over the years on how to make sure your VP of Sales and top hires really work out. We can pretty much summarize a lot of it into the following: Your VP of Sales should have lots of experience selling at your average ACV. for that type of sale. That they are the right ones. Ask who they are.

Sales Recruiting 328

Sales Recruiting Sales Hiring Scale Sales 328

SaaStr

JANUARY 30, 2021

One of the starkest differences I see between First Timers in SaaS and Second Timers is when they hire their VP of Marketing. 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. At least, no later than once you have 2 scaled sales reps.

Sales Hiring 351

Sales Hiring Sales Recruiting Scale Marketing 351

SaaStr

MAY 29, 2022

So we’ve talked so much over the years on SaaStr on how to hire a great VP of Sales, the difference they’ll make, and how the level-up comes quickly. And VPs of Sales do, too. Don’t hire a VP of Sales that isn’t truly comfortable selling to your buyer persona, especially in B2D and fintech. Be careful.

Sales Hiring 270

Sales Hiring Sales Recruiting Startup Sales 270

Sales Hacker

JANUARY 6, 2020

The number one thing I grade candidates on is how well did they run their sales process on me? If you’re a job candidate in sales, you should be managing your job application process just like you’d run your sales process with a potential customer. Again, I’m running this like a sales process.

Sales Recruiting 70

Sales Recruiting Sales Hiring Sales Consulting 70

SaaStr

JANUARY 23, 2024

Dear SaaStr: Does it get easier or harder to scale SaaS as your company grows? Efficiency goes down in other places (sales efficiency usually, marketing efficiency often). Account expansion starts to work. The best mid-market and enterprise SaaS companies grow their accounts 120%-160% as a cohort, inclusive of churn.

Scale 212

Scale Sales Recruiting Scaling Branding 212

SaaStr

MAY 21, 2023

Check out this week’s top blog posts, podcasts, and videos: Top Blog Posts This Week: SaaS Capital: Across 1,500 SaaS Startups, Yearly Contracts Don’t Actually Increase NRR Dear SaaStr: How Long Should a CEO Continue Being the Head of Product?

Sales Recruiting 231

Sales Recruiting Startup Investment SaaS 231

SaaStr

OCTOBER 27, 2022

In SaaS, I think one of the biggest traps you can get yourself into as a founder is doing Low ROI things for one minute longer than you have to. But quickly, in SaaS, it becomes worse. Routine Sales. You gotta hire 2 great sales reps as soon as you can. This didn’t work well until I had a Great VP of Sales.

Sales Hiring 286

Sales Hiring Sales Recruiting Scale Scaling 286

Tom Tunguz

MAY 31, 2021

That’s a reason the Redpoint SaaS metrics template includes Glassdoor score. The better the management hires for a business, the greater candidates' interest to work for a company. Startups should expect successful management hires about 75% of the time. Most companies observe about 15% attrition annually.

Sales Hiring 162

Sales Hiring Sales Recruiting Startup Branding 162