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.

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Sales Recruiting Scale Sales Hiring B2B 215

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 191

Sales Recruiting Interviewing Sales Hiring Scale 191

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.

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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.

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Sales Recruiting Sales Hiring Scale Sales 363

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 181

Sales Recruiting Sales Hiring Scale Underperforming Technical Team 181

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.

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Sales Recruiting Scale Venture Capital Sales Hiring 322

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 175

Sales Hiring Sales Recruiting Scale AI 175

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. Two managers with 15 reports each.

Sales Recruiting 270

Sales Recruiting Sales Hiring Startup Headcount 270

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

Tom Tunguz

SEPTEMBER 7, 2020

When a new leader joins a startup, their impact hinges on their ability to build their teams. Whether you manage a team of engineers, a team of regional sales managers, or the company, your first responsibility is to hire and successfully manage the seven people who will form your leadership team.

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Sales Hiring Sales Recruiting Management Leadership 263

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. Way too many folks give managers a pass here that never understand the product. Sales is hard.

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Sales Hiring Sales Recruiting Sales Interviewing 302

Tom Tunguz

DECEMBER 2, 2015

Specifically, she champions a metrics-based approach for developing world class recruiting teams. Because of her position, Maia has observed recruiting patterns in hundreds of companies, and has developed best practices for startups. Maia reports these five strategic recruiting metrics to the executive team each quarter.

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Sales Recruiting Startup Sales Hiring Data Analysis 113

FastSpring

SEPTEMBER 3, 2020

In this post, we’re featuring our Recruiting Manager, Elizabeth Faddis! Priority projects are focused on enhancing the company’s recruiting strategy, processes, and programs to deliver on current and future talent needs. You recently started your Recruiting Manager role at FastSpring, how are you liking it so far?

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Sales Recruiting Sales Hiring Management Technical Review 129

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.

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Sales Recruiting Sales Hiring Sales Onboarding 284

SaaStr

MAY 17, 2021

Q: Dear SaaStr: What is the path to become a great VP of Sales? Each story is different, but there is one clear penultimate step: recruiting and managing a small team yourself. What 95 times out of 100 is a recipe for failure is jumping straight from successful individual rep to VP of sales. Not just managing one.

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Sales Recruiting Sales Hiring Sales Startup 220

Tom Tunguz

FEBRUARY 7, 2018

When a startup takes form, the first weeks and months and years are spent furiously. The startup raises capital. The founders have hired department heads, who manage employees. At some point, those managers manage managers too. To recruit 100 people. It’s the same with a startup.

Scale 257

Scale Scaling Sales Recruiting Startup 257

Tom Tunguz

MAY 28, 2019

Hashicorp and Mattermost staff their GTM functions in headquarters, but manage a distributed engineering team. 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.

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Sales Recruiting Startup Sales Hiring Engineering 278

Tom Tunguz

NOVEMBER 9, 2019

The most frequent mishire in startups is the first head of marketing. 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. Each of these kinds of marketers have critical skills for a startup. Why is this?

Scale 255

Scale Startup Sales Recruiting Sales Hiring 255

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. By 50-60 employees, you must have a complete initial management team. management team by 50 employees or so.

Part-Time VPE 264

Part-Time VPE Sales Recruiting Sales Hiring Startup 264

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

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. The CoS doesn’t manage anyone. The Four COO Archetypes.

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Sales Recruiting Startup Sales Hiring Scale 212

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 298

Sales Recruiting Sales Hiring Scale Engineering 298

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. But if it goes one for more than a sales cycle, or a few releases, it’s time to bring in the VP for the next stage of growth.

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Sales Recruiting Sales Hiring Scale Metrics 308

SaaStr

MAY 6, 2021

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. If you’re a company that has a 100% sales-driven business model, it makes sense to hire a big-deal revenue person. Is a CRO right for you?

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Sales Hiring Sales Recruiting Interviewing Revenue 299

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 274

Sales Recruiting Technical Cofounder Scale Investment 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.

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Sales Hiring Sales Recruiting Startup Compensation 184

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

OCTOBER 20, 2023

20Dear SaaStr: My Top Sales Rep Made $600,000 a Year — And Just Quit! Why would a sales rep quit a job where they are making top 1%-5% money, respected, treated well, and have it dialed it? It may not be 100% logical, but looking back, here’s where I see it happen: A new VP of Sales comes in. The VP of Sales leaves.

Sales Recruiting 273

Sales Recruiting Sales Startup Engineering 273

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

Tom Tunguz

MAY 31, 2021

In terms of time cost to the startup, a failed executive hire is roughly similar, 9 months. Letting go of the wrong leader often means rebuilding their team under new management. The better the management hires for a business, the greater candidates' interest to work for a company. But knock-on effects hinder the organization.

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Sales Hiring Sales Recruiting Startup Branding 197

Tom Tunguz

FEBRUARY 2, 2021

COOs have become more common in management teams as ways for founders & CEOs to build the management team to scale a business. In conversations with management teams, the concept of a COO remains murky. Should you hire a COO for your startup? How you should you go about recruiting the right person?

Scale 299

Scale Sales Recruiting Sales Hiring Customer Success 299

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. Just an FYI: I’ve done some iteration of this 4 times in early stage startups.

Scale 284

Scale Sales Recruiting Sales Hiring Sales 284

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

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 291

Scale Sales Hiring Sales Recruiting Sales 291

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.

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Sales Hiring Sales Recruiting Scale Sales 246

SaaStr

MARCH 18, 2025

Rather than seeing this as a liability, Wiz leveraged it as a strategic advantage — even in its sales team. By building operational capacity ahead of revenue, they avoided the common trap of having sales capabilities outstrip the organization’s ability to deliver and support those sales.

Scale 175

Scale Sales Hiring Scaling Headcount 175

SaaStr

JUNE 15, 2021

The Return to the Startup Game. Says Bansal, “You should be doing what you enjoy…I realized I really enjoyed the journey of building a startup.” Managing Board Members: Previous experience helped him interact with the board with more confidence. Recruitment: Getting the right talent onboard is a critical step.

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Sales Recruiting Scale Software Delivery Travel 272