SaaStr

JUNE 20, 2025

But here’s the uncomfortable truth the original convergence narrative missed: these markets ARE competing. And the evidence is mounting that AI startups aren’t just complementing SaaS — they’re actively hunting traditional SaaS incumbents for lunch. Not for the most part, at least. billion in funding xAI : $6.4

AI Search 289

AI Search Artificial Intelligence AI CTO Hire 289

SaaStr

JUNE 6, 2025

Even as the world has gone more remote and distributed, there are unique advantages to being based here—especially for startups that want to build something really big. Whether it’s hiring a VP of Sales who’s scaled a team to $50M ARR or finding a product leader who’s built enterprise-grade solutions, the talent pool here is unparalleled. #2.

Sales Recruiting 225

Sales Recruiting Scale Sales Hiring B2B 225

SaaStr

MARCH 24, 2020

Nothing matters but recruiting and using your personal network. Sam Blond, CSO at Brex explains why recruiting, networking and employee happiness is the key to this playbook on recruiting your sales team. Sam Blond | Chief Sales Officer @ Brex. I’m doing The Playbook To Recruiting Your Sales Team.

Sales Recruiting 191

Sales Recruiting Sales Hiring Scale Underperforming Technical Team 191

SaaStr

MARCH 5, 2025

Codium is one of the fastest-growing startups in the AI coding assistant space, having scaled its go-to-market team from 3 to 75 in just under a year. Before hiring their first sales reps, the founders personally closed millions in revenue. Their strategy?

Sales Hiring 185

Sales Hiring Scale Sales Recruiting AI 185

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

AUGUST 14, 2020

A mistake many founders make is hiring a VP of Sales who has many strengths — but not at sales per se. A VP of Sales who is smart, polished, and worked at the right place, in a management-level position. That can talk about quota attainment and sales operations and scaling and number. you might ask.

Sales Recruiting 363

Sales Recruiting Sales Hiring Scale Sales 363

SaaStr

SEPTEMBER 8, 2024

Make sure you know how your customers buy and tailor your go to market strategy and messaging to that. When building a list, try to define your potential customer as granularly as possible – size, location, industry, ideal buyer, sales process, technology stack, etc. Very early on it’s weighted towards product vision and sales.

Sales Recruiting 322

Sales Recruiting Scale Venture Capital Sales Hiring 322

SaaStr

MAY 22, 2025

Dear SaaStr: How Can I Crush a VP of Sales Interview? To nail a VP Sales interview, you need to demonstrate that youre not just a smooth talker with a great LinkedIn profileyou need to show youre the real deal. Too many VPs of Sales and CROs show up to interviews knowing almost nothing about the product.

Sales Recruiting 202

Sales Recruiting Interviewing Sales Hiring Scale 202

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. Key Takeaways Building a successful startup is hard work, but you can leverage the resources available to you to accelerate that success.

Sales Recruiting 246

Sales Recruiting Sales Hiring Social Media Sales 246

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

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 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

Tom Tunguz

AUGUST 18, 2018

Startups are business machines engineered to grow quickly. Every lead hired today, whether marketing , sales, engineering or product, will have a very different job nine months from now, much less two years from now. Imagine you work at a startup that is growing headcount 125% year over year. And ship code on time.

Sales Recruiting 270

Sales Recruiting Sales Hiring Startup Headcount 270

SaaStr

MARCH 14, 2022

We’ve talked a ton about How to Hire a Great VP of Sales on SaaStr, but I wanted to highlight a few VP of Sales “personas” that I rarely, if ever, see work out. Because again and again, many of your will hire this VP of Sales. Here are the types of VP of Sales that just never work out. Sales is hard.

Sales Recruiting 300

Sales Recruiting Sales Hiring Technical Review Scale 300

SaaStr

SEPTEMBER 27, 2023

Dear SaaStr: What Are The Biggest Problems You Face as a Startup Founder? From $1m in ARR, and Then Forever After: Recruiting Great VPs. Later, once you have a brand, you’ll be competing with Hot Startups nipping at your heals for top VPs. You need to learn to become great at recruiting. This challenge never ends.

Sales Recruiting 284

Sales Recruiting Sales Hiring Startup Scale 284

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 is hard.

Sales Hiring 303

Sales Hiring Sales Recruiting Sales Interviewing 303

SaaStr

AUGUST 12, 2021

Q: What are the top 3 biggest concerns in managing a first sales team? A few of the top ones: Recruiting. Top sales people want to work for a great VP of Sales. If you don’t have one, it’s very hard to attract top sales reps. Too many startups don’t train or onboard reps properly.

Sales Recruiting 284

Sales Recruiting Sales Hiring Sales Onboarding 284

Tom Tunguz

JUNE 18, 2019

The template is broken into six sections: People, Bookings & Revenue, Cash, Sales, Marketing, Customer Success. People is the first section because people are a startup’s most important element. This section covers employee satisfaction, headcount, and recruiting metrics.

Metrics 250

Metrics Sales Recruiting Startup SaaS 250

Tom Tunguz

NOVEMBER 9, 2019

The most frequent mishire in startups is the first head of marketing. Many different disciplines fall under marketing’s purview. The question facing founders recruiting marketers is: which is the most important to prioritize? Each of these kinds of marketers have critical skills for a startup.

Scale 255

Scale Startup Sales Recruiting Sales Hiring 255

Tom Tunguz

MAY 28, 2019

They are are among the best engineers to recruit to the team and the first to join. Today, China, Brazil, India, Argentina, France, Ireland, Germany; you name it, there’s a startup with a remote office there. Sometimes, management spins up new offices to start a functional team like support or success or sales development.

Sales Recruiting 278

Sales Recruiting Startup Sales Hiring Engineering 278

Tom Tunguz

FEBRUARY 7, 2018

When a startup takes form, the first weeks and months and years are spent furiously. The startup raises capital. To recruit 100 people. To understand the competitive dynamics in the market. It’s the same with a startup. The team assembles itself. The lightbulb illuminates. To have built a brand.

Scale 257

Scale Scaling Sales Recruiting Startup 257

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 299

Sales Recruiting Sales Hiring Scale Engineering 299

SaaStr

MARCH 18, 2025

The result was a 5x increase over initial projections – growing from an $8M revenue target to $40M actual results – driven by a belief that market demand justified the investment. 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 Sales Recruiting 185

SaaStr

JUNE 21, 2023

Founders are responsible for ensuring a startup always has enough money, setting the vision for the company, and driving things forward. Lesson #1: If You Aren’t Making Mistakes, You Aren’t In A Startup If you do things that always work and maintain the status quo, you’re likely at a major company like Microsoft. And it was true.

Sales Recruiting 293

Sales Recruiting Sales Hiring Underperforming Technical Team Pricing 293

SaaStr

SEPTEMBER 1, 2021

You see this time and time again in startups that are late to “top” their first set of VPs. For example, a great Stretch VP of Sales might get you to from $50k to $500k a month in new bookings. A sign of a marketer that may have reached their limits. What changed? A new revenue team. I see this again and again.

Sales Recruiting 313

Sales Recruiting Sales Hiring Scale Metrics 313

SaaStr

AUGUST 23, 2022

Dear SaaStr: When Should a CEO of a Startup Stop “Doing the Work” and Let Others Do the Work? So you don’t have to directly manage at least several of the key functional areas in the company at all. A great VP of Marketing that can just get you leads. management team by 50 employees or so.

Part-Time VPE 266

Part-Time VPE Sales Recruiting Sales Hiring Startup 266

Tom Tunguz

FEBRUARY 23, 2021

Recently, Redpoint Office Hours welcomed Allison Pickens to clarify the COO role and when startups should consider recruiting one. Whereas a decade ago, a board might have hired a professional CEO to scale the operations of a startup, today, more boards seek COOs. A few hypotheses underpin this trend. The Four COO Archetypes.

Sales Recruiting 212

Sales Recruiting Startup Sales Hiring Scale 212

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. If you pay under-market, you get bottom of the barrel.

Sales Hiring 274

Sales Hiring Sales Recruiting Sales Branding 274

Tom Tunguz

NOVEMBER 16, 2015

Mark Roberge, the Chief Revenue Officer at Hubspot, has spent 20 years in startups. As he told me a few days ago, he has observed the lack of sales management and sales execution skills as one of the most consistent deficiencies limiting the potential of early stage SaaS companies. The first step is hiring a sales leader.

Sales Hiring 184

Sales Hiring Sales Recruiting Startup Compensation 184

SaaStr

MAY 6, 2021

A CRO owns and directs the strategy over a company’s revenue cycle, but there’s not a set standard for operational or management decisions: in addition to sales and sales development, they might be responsible for customer success, lead generation and pipelines, and even marketing and brand development.

Sales Hiring 299

Sales Hiring Sales Recruiting Interviewing Acquisition 299

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

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. Fourth, make the OTE (“On Target Earnings”) market correct. This sets an example for everyone.

Sales Recruiting 299

Sales Recruiting Scale Sales Startup 299

SaaStr

AUGUST 30, 2022

Great product, driven team, good early product-market fit, great vision. But after that, it starts to break down when you have to recruit a true management team, and in many cases, additional capital. They’ll know … Who can best recruit a management team? Check, check, check and check. My learning?

Sales Recruiting 274

Sales Recruiting Technical Cofounder Scale Investment 274

SaaStr

JUNE 15, 2023

Dear SaaStr: Is a Big Market Really Better than a Niche Market? A big market is better than a small / niche market. Small markets are often, though not always, less crowded. If that’s the case, sometimes starting there and then expanding into a larger market segment can work out well. What Should I Expect?

Sales Recruiting 246

Sales Recruiting Marketing Sales Hiring Market Segmentation 246

FastSpring

FEBRUARY 6, 2025

Larger technology companies can pay more, offer more benefits, and provide a more marketable brand on a candidate’s resume. and content as well to punch above your weight when recruiting and insights on why the best candidates even say yes to working for smaller brands. How to leverage community involvement to that end.

SMB 107

SMB Sales Recruiting Branding Sales Hiring 107

Tom Tunguz

NOVEMBER 24, 2018

Your startup is just getting off the ground. You might have a few account executives and a sales leader in place; maybe some revenue and a handful of customers. The sales team costs real money, and the question before the company is: how do you know what quota plan to assign to the account executives?

Compensation 195

Compensation Sales Recruiting Sales Hiring Scale 195

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. Turning over a sales team is very hard on the organization. A great VP of Sales is worth her weight in gold.

Sales Hiring 363

Sales Hiring Scale Sales Recruiting Compensation 363