SaaStr

FEBRUARY 25, 2025

The Best Speakers In The World With hundreds of sessions from proven SaaS leaders who have scaled companies to significant revenue milestones, SaaStr Annual offers practical, actionable insights you won’t find elsewhere. Finding and recruiting top talent is consistently ranked as one of the biggest challenges for growing SaaS companies.

Sales Recruiting 169

Sales Recruiting Scale CTO Hire Sales Hiring 169

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. Work with Great Executive Recruiters ”The first time I saw an invoice for an executive search, I think I had a heart attack,” Shrav joked.

Sales Recruiting 291

Sales Recruiting Sales Hiring Scale Engineering 291

Tom Tunguz

FEBRUARY 7, 2018

However, continuing this way isn’t the path to huge scale. To recruit 100 people. To answer these questions, the team must look beyond this today’s one-on-ones and this month’s engineering milestones this quarter’s sales pipeline. Eventually the team hews the right product. To have built a brand.

Scale 257

Scale Scaling Sales Recruiting Startup 257

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

Sales Hacker

DECEMBER 17, 2024

As the co-founder and CEO of Intellimize (acquired by Webflow), Guy brings a unique perspective from his journey through iconic companies like Microsoft, Yahoo, and Twitter, as well as his background in aerospace engineering. 15:41) Scaling Twitter’s ad business and managing hyper-growth. (26:54) Youre not alone.

Scale 97

Scale Engineering Acquisition Scaling 97

SaaStr

JANUARY 31, 2022

Having learned from thousands of customers and prospects, Sarah Lash, Envoy’s head of enterprise sales, will talk about what it takes to guide and scale enterprise sales programs during an uncertain future. In my first six months at Envoy , I grew the sales team from six to 17. Combine Strategies To Drive Sales.

Sales Recruiting 246

Sales Recruiting Sales Hiring Scale Enterprise 246

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. You’ll need more than 5–6 core engineers to go big.

Part-Time VPE 289

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 289

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? But they’re still one of the last remaining open-source companies at scale. All they sold was the visualization layer with no sales team. How did it come to be?

Scale 284

Scale Scaling Sales Hiring Sales Recruiting 284

SaaStr

NOVEMBER 19, 2020

More on that here and a great video discussion below: You’ll probably be ready for your first VP of Sales by $1m in ARR. We’ve talked about this a lot on SaaStr, but hiring a true VP of Sales before you have 2 reps hitting quota (and thus a repeatable, if not yet fully repeating process) is too early. Plan for it.

Part-Time VPE 363

Part-Time VPE Sales Hiring CTO Hire Scale 363

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

SEPTEMBER 27, 2023

From $1m in ARR, and Then Forever After: Recruiting Great VPs. You need to learn to become great at recruiting. As you finally begin to scale, you’ll have enough revenue to hire some great folks, but not enough to build very redundant teams. More here: From Initial Traction to Initial Scale (~$10M in ARR): The Hardest Phase.

Sales Recruiting 278

Sales Recruiting Sales Hiring Startup Scale 278

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 269

Sales Recruiting Technical Cofounder Scale Investment 269

SaaStr

JULY 18, 2023

Some engineers by training, others in sales or product originally. But a few uniting characteristics of the very best: Relentless Recruiters. You have to be constantly recruiting the best. The best founders usually spend at least 20% of their time recruiting. Some extroverts, some introverts. No Excuses.

Sales Recruiting 246

Sales Recruiting Scale Scaling Engineering 246

Intercom, Inc.

SEPTEMBER 10, 2020

As an engineer by training, in pressure situations he tends to “lean to the quant.” 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.

Scale 227

Scale Scaling Sales Recruiting Sales Hiring 227

SaaStr

MARCH 17, 2021

The other day, I met with a great founder who talked with me about how he was about to top his VP of Sales. in ARR in pretty short order, recruiting a great small team of reps under her, and had really nailed the formula. Our top Director of Engineering was just an A+ from Day 1. This VP had gotten him from $0 to $1.5m

Sales Hiring 300

Sales Hiring Sales Recruiting Scale SMB 300

SaaStr

AUGUST 8, 2023

The team is typically highly cross-functional, working together with sales, product, engineering, and marketing, and the goal is to help the other teams make better decisions through data and financial modeling. You must build a lean, impactful team to help your business scale. Sign up for free HERE !

Scale 236

Scale Finance Outsourcing Services Sales Recruiting 236

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 286

Part-Time VPE Sales Recruiting Sales Hiring Scale 286

Tom Tunguz

AUGUST 2, 2019

If you must choose a long term headquarters for your startup, call an executive recruiter who focuses in that city. VP Engineering, VP Product, VP Sales, VP Customer Success, VP Marketing, or VP Operations. After establishing product market fit, the startups grow their management team to scale.

Sales Recruiting 255

Sales Recruiting Sales Hiring Startup Scale 255

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. I thought it was a great checklist for all of us to take a look at.

Scale 278

Scale Sales Recruiting Sales Hiring Sales 278

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. “The Leads are There, the Problem is the Sales Team.” Hacking just does not scale.

Part-Time VPE 347

Part-Time VPE Sales Hiring Scale Sales Recruiting 347

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 286

Scale Sales Hiring Sales Recruiting Sales 286

SaaStr

OCTOBER 27, 2022

You need engineering, product in all start-ups — but in SaaS, even in the very early days, you also need sales, client success, true support, demand gen marketing, etc. 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

SaaStr

FEBRUARY 27, 2023

Storyblok started with a leadership-first hiring plan and a recruitment strategy that involved the following: A test to know how candidates handle different tasks and their expertise level. Their first step to achieving this was hiring a sales leader to build a sales team. Outbound: including Account Based Marketing (ABM).

Scale 245

Scale Sales Hiring Sales Recruiting Scaling 245

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 274

Sales Recruiting Sales Hiring Scale Customer Success 274

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 284

Scale Sales Hiring Sales Recruiting Sales 284

SaaStr

JANUARY 9, 2020

So to keep the engine going, the leaders have to be asking themselves if they can leverage the SaaS / application layer to win overall in Cloud. For example, Google put a lot of work into Google Hire, its recruiting SaaS product. If you buy Salesforce, you get several benefits: Scale. But then shut it down. Maybe not today.

Sales Recruiting 273

Sales Recruiting Scale Sales Hiring Cloud 273

SaaStr

DECEMBER 10, 2020

I hear again and again from SaaS founders growing to $5m, $10m ARR or even more that they don’t need a certain VP — with the exception of a VP of Sales. Basically, in SaaS, everyone “gets” that they need a VP of Sales. in ARR, get to Initial Traction , we then realize we have to scale. Of Engineering.

Sales Hiring 363

Sales Hiring CTO Hire Sales Recruiting Scale 363

SaaStr

OCTOBER 9, 2020

A VP of Sales and Success A VP of Sales and Marketing A VP of Sales and Anything Else. Is usually not really a VP of Sales. I don’t know about you, but I’ve had to recruit a lot of types of folks over the years where my domain knowledge was limited. I’ve had to recruit Ph.Ds.

Sales Hiring 255

Sales Hiring Part-Time VPE CTO Hire Sales Recruiting 255

SaaStr

DECEMBER 28, 2019

Enough with the excuses for not having hired your real VP of Sales, or that VP of Engineering, or whatever. Hire a real recruiter. Hire more sales reps in the areas where they are profitable. Hire more engineers that can build features that help you close six figure deals. Not in April. Not by June. Get it Done.

Part-Time VPE 321

Part-Time VPE Sales Hiring Scale Sales Recruiting 321

FastSpring

FEBRUARY 6, 2025

In this episode of Growth Stage, we interview Lizzie Mintus Founder and CEO of Here’s Waldo Recruiting and host of The Heres Waldo Podcast about her thoughts on: The most effective recruiting strategies for SMBs. So during the intro, I kind of talked about how you run here’s Waldo recruiting.

SMB 108

SMB Sales Recruiting Branding Sales Hiring 108

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. CROs should focus on capturing that unrealized demand which is not a sales-led effort.

Sales Recruiting 258

Sales Recruiting Sales Hiring Scale Branding 258

SaaStr

NOVEMBER 12, 2022

But now they are back to picking the types of risk they like to take: Lack of A+ Engineering Team Risk. In SaaS, VCs seem to split two ways on the engineering team. They see it as a key differentiator to win as you scale. You never have a perfect management team until you are at $10m+ ARR, at the earliest, in 98/100 cases.

Scale 342

Scale Sales Recruiting Machine Learning Artificial Intelligence 342

SaaStr

JANUARY 23, 2024

Dear SaaStr: Does it get easier or harder to scale SaaS as your company grows? Generally, it gets easier to grow at a “good”/modest rate at you scale, but harder to grow at an outsize rate. Efficiency goes down in other places (sales efficiency usually, marketing efficiency often). Account expansion starts to work.

Scale 266

Scale Sales Recruiting Scaling Branding 266

SaaStr

JULY 10, 2022

Or drives the engineering team to ship more features per quarter. A great VP of Customer Success in just a quarter or so decreases churn and increases account revenue growth. It’s hard enough just to maintain KPIs and metrics as you scale. Sales growth slowly declines as she struggles to bring in enough reps. And quickly.

Sales Recruiting 251

Sales Recruiting Sales Hiring Scale Churn 251

SaaStr

JULY 4, 2019

Matt Schatz is SVP of Sales at WPEngine, responsible for defining and executing the global sales strategy. Matt has nearly two decades of senior leadership experience in sales and customer growth, specifically for technology companies with customers around the world including Bazaarvoice, CityVoice and Rackspace. It is hard.

Sales Hiring 194

Sales Hiring Scale Engineering Sales Recruiting 194

SaaStr

JULY 25, 2021

They talked about product adoption, sales alignment, freemium models and lessons they have learned throughout their successful SaaS careers. As two CEO who love the art of sales and scaling, this one really was special. And now it’s all about like, can you really scale and execute? Dev Ittycheria : Thank you.

Sales Recruiting 258

Sales Recruiting Sales Hiring Scale VP of Engineering 258

SaaStr

FEBRUARY 1, 2021

A Rockstar engineer really is 10x better than the next tier. If you don’t think you need a great VP of Sales, Product, Marketing, Customer Success, and Engineering — then all that all that means is you’ve never worked with a great one. He or she doesn’t have to jump start the engine.

Sales Hiring 278

Sales Hiring Part-Time VPE Scale Sales Recruiting 278