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. Diversity is really important when scaling.

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SaaStr

JULY 13, 2023

A strong sales leader is vital to any company hoping to scale. With this in mind, hiring for the Head of Sales role is one of the most important things a business can do. Unfortunately, too many companies focus on the wrong things when hiring their sales leaders, which can lead to hires that aren’t the best fit for the business.

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Sales Recruiting Sales Hiring Scale Sales 244

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.

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Sales Recruiting Interviewing Sales Hiring Scale 197

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?

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Sales Hiring Scale Sales Recruiting AI 180

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

Tom Tunguz

JULY 25, 2020

To handle this complexity, some startups have split the role under two leaders: a head of product marketing and a head of demand generation. But I see this company structure more frequently across SaaS startups. By hiring two focused people, the startup is free to find the best person in each role. Gabe Larsen enumerates more.

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Sales Recruiting Product Marketing Scale Sales Hiring 246

Tom Tunguz

FEBRUARY 7, 2018

When a startup takes form, the first weeks and months and years are spent furiously. The startup raises capital. However, continuing this way isn’t the path to huge scale. To recruit 100 people. As the business increases it scale, the management team needs to plan further and further out in time.

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Scale Scaling Sales Recruiting Startup 257

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.

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Sales Recruiting Sales Hiring Scale Outsourced Development 290

SaaStr

SEPTEMBER 8, 2024

So just as supply chain logistics juggernaut Flexport was beginning to scale, founder CEO Ryan Petersen came to SaaStr Annual to share his top lessons — and mistakes. When building a list, try to define your potential customer as granularly as possible – size, location, industry, ideal buyer, sales process, technology stack, etc.

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Sales Recruiting Scale Venture Capital Sales Hiring 322

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?

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Scale Scaling Sales Hiring Sales Recruiting 291

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.

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Scale Sales Recruiting Sales Hiring Sales 284

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.

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Sales Recruiting Sales Hiring Scale Underperforming Technical Team 189

SaaStr

OCTOBER 25, 2023

For part one of this Ask Me Anything session, Jason covers everything you need to know about hiring your first VP of Sales, what he really thinks about AI, what the future of lead generation in 2024 looks like, and much more. Q: What is the Future of Lead Generation, and How Do You Stand Out? People don’t do that today.

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Scale Sales Hiring Sales Recruiting AI 284

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.

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Sales Hiring Sales Recruiting Scale Technical Review 304

Intercom, Inc.

SEPTEMBER 10, 2020

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. Yet in Mark’s experience working with and mentoring startups, he’s found that many entrepreneurs go with intuition over information.

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Scale Scaling Sales Recruiting Sales Hiring 227

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.

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Sales Recruiting Sales Hiring Technical Review Scale 300

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.

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Scale Sales Hiring Sales Recruiting Sales 291

Tom Tunguz

FEBRUARY 2, 2021

Throughout her time there, she scaled the SaaS company from $1M ARR to pre- IPO, along the way, creating the category of customer success software, and paving the way for Gainsight’s $1.1B COOs have become more common in management teams as ways for founders & CEOs to build the management team to scale a business.

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Scale Sales Recruiting Sales Hiring Customer Success 299

SaaStr

JANUARY 28, 2022

When you think of scaling up, many things may come to mind, like hiring, culture, marketing, and sales. But what are the essentials of scaling up, and how do you navigate obstacles along the way to function as a high-impact organization? Does PLG really help scale by a large amount? The go-to-market playbook.

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Scale Sales Hiring Scaling Sales Recruiting 241

SaaStr

JANUARY 24, 2024

Mark Roberge , SaaStr fan-favorite and Co-Founder and Managing Director of Stage 2 Capital brought together some of the top CROs in SaaS during the SaaStr Annual to share some of their greatest learnings and pivotal moments leading some of the Cloud 100 SaaS companies. As a startup, it’s tempting to try and do everything.

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Scale Sales Hiring Scaling Revenue 273

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

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?

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Scale Startup Sales Recruiting Sales Hiring 255

SaaStr

SEPTEMBER 1, 2021

Pretty incredible at scale. 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. Leads and pipeline that flattens. What changed? A new revenue team. Be on the lookout.

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Sales Recruiting Sales Hiring Scale Metrics 312

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.

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Sales Recruiting Sales Hiring Scale Engineering 299

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.

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Sales Hiring Scale Sales Recruiting Compensation 363

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 246

Sales Hiring Sales Recruiting Scale Sales 246

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.

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Sales Recruiting Sales Hiring Startup Scale 255

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.

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Sales Recruiting Scale Sales Startup 299

SaaStr

AUGUST 8, 2023

Accountants are responsible for ensuring the company has clean financial statements and data. This function can be outsourced in the early days of a startup, but it is usually brought in-house after Series B. You must build a lean, impactful team to help your business scale. Sign up for free HERE !

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Scale Finance Outsourcing Services Sales Recruiting 239

Sales Hacker

DECEMBER 17, 2024

Building ‘opinionated products’ and the importance of customer intimacy Lessons learned from scaling Twitter’s ad business from zero to $650 million in three years. The challenges and rewards of founding and growing a startup for nine years. 15:41) Scaling Twitter’s ad business and managing hyper-growth. (26:54)

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Scale Engineering Acquisition Scaling 97

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.

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Sales Recruiting Startup Sales Hiring Scale 212

SaaStr

JULY 15, 2022

Jason recently opened up an AMA on Twitter Spaces to answer questions about scaling from $1M to $10M. We did a good AMA on this scaling at SaaStr Europa in Barcelona, a couple weeks back. That will scale, and then take those emails after four great pieces of content and do a weekly webinar and do a weekly get-together for them.

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Chart Mogul

JANUARY 9, 2025

So read on, and hopefully, your SaaS sales journey will be less about trial and error and more about steady progress toward success. Whats important to note is that each model targets a distinct customer persona and, therefore, has a unique approach to the customer journeyfrom brand awareness to sales and, ultimately, conversion.

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Scale Sales Hiring Startup Sales Recruiting 52

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?

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Compensation Sales Recruiting Sales Hiring Scale 195

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. You can’t do it all yourself, at least not as you scale.

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Sales Recruiting Scale Scaling Engineering 246

SaaStr

APRIL 7, 2021

The first type is the kind of management team hired by second+ time founders. They often staff up their teams with folks they already know and have been successful with at their last startup. Often folks they convince to once again be a VP of Eng or VP of Sales. Then, they can scale almost infinitely.

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Part-Time VPE Sales Hiring Sales Recruiting CTO Hire 275

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.” Recruitment: Getting the right talent onboard is a critical step. Sales: You must understand how to grow your sales machine, and it isn’t easy.

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