SaaStr

AUGUST 6, 2025

Dear SaaStr: What Are Some Top Tips for Hiring and Retaining Top Leaders? Hiring and retaining top leaders is one of the most critical things you’ll do as a founder or CEO. The best leaders will transform your company, but the wrong hire can set you back months—or even years. But mediocre VPs only talk about process.

Sales Hiring

SaaStr

AUGUST 4, 2025

Dear SaaStr: What Do I Look For In My First Marketing Hire? Hiring your first marketing leader is a pivotal moment, and it’s easy to get it wrong if you don’t approach it strategically. The vast, vast majority of “marketers” are just not the right fit to be your first marketing hire and leader. And Hire That.

Sales Hiring

SaaStr

JULY 1, 2025

Dear SaaStr: I’m Joining a Start-Up as Head of Sales At Just $1m ARR. Don’t wait to hire an SDR team—start building pipeline immediately. Use tools like LinkedIn Sales Navigator, Apollo, or ZoomInfo to find leads. What’s the sales cycle? Hire Slowly, But Hire Right Don’t rush to hire a big team.

Sales Hiring

SaaStr

MAY 31, 2025

Key hires like a VP of Engineering or VP of Product might get 1%-2% each. Another way to think of this stage; the first 10 or so should probably get at least twice the equity of others for joining early, if they are mission-critical hires. This ensures you have enough to reward early hires without running out too quickly.

Part-Time VPE

SaaStr

MARCH 24, 2025

Dear SaaStr: I’m Starting as a New VP of Sales. A new VP of Sales can add value immediately by focusing on a few critical areas that drive results and demonstrate leadership from day one: Assess and Support Top Performers : A great VP of Sales will immediately identify the top-performing reps and double down on them.

Sales Recruiting

SaaStr

JULY 12, 2025

billion trust management platform wasn’t a straight line. Over-Engineered Early Hiring and Created “Unicorn” Roles In their early days, Vanta convinced themselves they were so special that standard SaaS roles didn’t apply to them. But Vanta’s journey to becoming a $2.45 5 Things Vanta Got Wrong 1.

Sales Hiring

SaaStr

JUNE 6, 2025

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. From hiring to partnerships to fundraising, being here makes it easier to connect with the right people at the right time. From California?

Sales Recruiting

SaaStr

MARCH 18, 2025

As Colin describes it, “I went to the CEO and asked to generate more revenue and hire more people, which is counter-intuitive to the standard approach where revenue leaders may sandbag to over deliver and crush numbers.”

Scale

SaaStr

AUGUST 7, 2025

Building Top-Performing Sales Orgs: Hard-Won Lessons from Scaling 4 Unicorns (Including OpenAI’s Hypergrowth from 10 to 500 People) Maggie Hott has spent 15 years building go-to-market teams at four unicorns that collectively represent over $500B in market value. Yet most companies underinvest in manager development.

Scale

SaaStr

MARCH 6, 2025

One of the classic original SaaStr posts was on the Top 10+ Questions to Ask a VP of Sales Candidate. It’s a different world today, AI-fueled, often distributed and hybrid, and with inflation both in titles (CRO or VP Sales) and compensation expectations. Use this updated script for hiring that first VP of Sales.

Sales Recruiting

SaaStr

JUNE 20, 2025

billion valuation after 175M round Scale AI : $29 billion valuation / “sale” with Meta’s $14.3 Workflow Management Tools Threat: AI agents can orchestrate workflows without UI-heavy tools Example: Orby AI observes enterprise processes and generates executable automations for complex operations 2.

AI Search

FastSpring

FEBRUARY 6, 2025

If you’re running a smaller digital business, you may find it challenging to hire great talent. 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.

SMB

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.

Scale

ChurnZero

NOVEMBER 26, 2024

This is a guest article by Swati Garg , founder and CEO, Melo Associates , and Lindsay Lynch , senior recruitment consultant, Melo Associates , a recruitment firm focused on customer success hiring for SaaS and tech companies nationwide. For example, “Enterprise Customer Success Manager”.

Technical Review

Sales Hacker

DECEMBER 17, 2024

15:41) Scaling Twitter’s ad business and managing hyper-growth. (26:54) Thats why HG Insights created The Next Generation of Sales AI report to calm the FOMO and help you bring AI to your GTM teams. It includes a breakdown of the Sales AI landscape, adoption of GenAI and Sales software across buyer groups.

Scale

SaaStr

MARCH 5, 2025

In our most recent episode of CRO Confidential , hosted by Sam Blond , Graham Moreno , VP of Worldwide Sales at Codium, shared invaluable insights on what drove this growth, the challenges they faced, and how other SaaS companies can replicate this success. Their strategy?

Sales Hiring

Sales Hacker

NOVEMBER 8, 2024

GTM 120: Avoid the AI Sales Skills Atrophy Trap with Peter Kazanjy Pete Kazanjy is a serial founder, and seasoned early stage Saas executive, advisor, and investor. He currently leads Atrium, makers of sales performance management software to help organizations measure and improve sales performance.

Scale

How To Buy Saas

MAY 21, 2025

In the fast-paced hiring landscape of 2025, an Applicant Tracking System (ATS) has become an essential tool for companies of all sizes and sectors. Whether youre a startup , an SMB , or a global enterprise , the right ATS can streamline your recruitment process, save time, and help attract top talent in a competitive market.

Systems Review

Sales Hacker

JULY 11, 2025

Managing ops without a dedicated RevOps or CS ops hire. Build a custom GPT copilot If you’re juggling things like hiring, pipeline recaps, creating investor or board updates and it all lives in your head (or in GSheets, Notion, etc.) Use this when you’re: Drowning in recurring internal work. Top takeaways here.

AI Search

Sales Hacker

JUNE 20, 2025

People post in our Slack channel that they’re hiring but it’s not posted. And in a world of layoffs, AI disruption, and hiring freezes, your next opportunity will increasingly come through backchannels, not applications. Refresh your LinkedIn to tell a singular story Most recruiters spend less than 20 seconds on a profile.

Sales Hiring

SaaStr

JULY 9, 2025

Sales in the Age of AI: Top 10 Learnings from the CROs of Databricks, Windsurf, Perplexity and Owner We’re recently done A+ SaaStr deep dives with the CROs / VPs of Sales from Perplexity, Owner, Databricks, and Windsurf. ” All four leaders have fundamentally changed their hiring criteria. What do you know about it?

Scale

Sales Hacker

NOVEMBER 15, 2024

That’s why HG Insights created The Next Generation of Sales AI report — to calm the FOMO and help you bring AI to your GTM teams. It includes a breakdown of the Sales AI landscape, adoption of GenAI and Sales software across buyer groups. Plus, an analysis of the top 75 trending sales AI tools. You’re not alone.

Scale

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

SaaStr

AUGUST 1, 2025

A SaaStr Annual live break down on how ServiceTitan and its CRO scaled from $30M to $860M+ ARR in 7 years by obsessing over plumbers, revolutionizing sales with AI, and never compromising on customer immersion. Kristina Shen is Managing Partner and Co-founder of Chemistry, a $350M early-stage fund investing in seed and Series A companies.

Scale

Sales Hacker

JUNE 24, 2025

From viral LinkedIn content and founder-led dinners to the now-infamous “donut drop” strategy, this episode is packed with practical, first-principles GTM plays you won’t find in a sales playbook. Both Centari and Atrix AI scaled founder-led sales by hiring a Chief of Staff to operationalize and extend GTM efforts.

AI

SaaStr

JULY 10, 2025

Bottom Line Up Front Jason’s Directness : “It will be the biggest issue of 2026, I think, in B2B AI is just the inability to recruit talent… If you think your answer is to go hire a VP of AI that wears a tie and is studying things like just shut the startup down.” billion venture fund NFDG to join Meta.

AI

Sales Hacker

FEBRUARY 25, 2025

Pursuit helps companies hire elite go-to-market talent on a non-retainer basis. As a key GTMfund partner, they equip sales and marketing teams with top performers. If you’re hiring for sales or marketing roles, reach out to Pursuit at pursuitsalessolutions.com/gtm or message a GTMfund team member.

Sales Hiring

Sales Hacker

JULY 8, 2025

06:33 Why Sales Nav was a $250M business with a “crappy product” — and how Doug turned it around. 09:56 Doug’s “awesome test” for hiring top talent (and the 90-day rule he swears by). 13:26 The speed dating hack that landed Coffee’s first sales leader. 17:36 What Doug learned running Sales Cloud at Salesforce — and why he left.

Sales Recruiting

Sales Hacker

JANUARY 28, 2025

The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Kraig Swensrud is the Founder & CEO of Qualified where he provides crucial experience and entrepreneurial energy to create the future of enterprise sales tech. You got sales reps. Everybody was learning on the fly. At that time.

Sales Hiring

SaaStr

MARCH 30, 2025

You need to learn to become a parallel recruiter. To constantly, painfully, boring-ly be recruiting the next level of management and managers all the time. By $2m in ARR, you need a VP of Sales, Marketing, Customer Success, Product and Engineering (if you can afford them all). Ill focus on the product hire first.

Scale

Sales Hacker

JUNE 3, 2025

Over his 15-year career at Meta, Rick was instrumental in driving international expansion, especially across Europe, the Middle East, and Africahelping to localize strategy, scale high-performing sales teams, and bring new ad products to market. Rick is the former managing director of Meta Ireland. Rick Kelley: You’re right.

Sales Hiring

SaaStr

SEPTEMBER 13, 2020

Recruiting is tough. But to be a great CEO, you need to find a way to force yourself to be a great recruiter. Let me share some learnings, and what I do now to force myself to be a better recruiter. First, you will budget a ton of time for recruiting. Hire external recruiters — and be very good to them.

Sales Recruiting

Sales Hacker

DECEMBER 31, 2024

Featuring hot takes from leaders at HubSpot, Brex, GitHub, and more, this compilation challenges the status quo and might just change how you think about volume vs. value, outbound sales, and hiring in 2025. 10:38) The third theme: hiring based on past experience. (10:58) 6:29) The second theme: the future of outbound. (7:12)

Sales Hiring

Tom Tunguz

AUGUST 15, 2021

There’s a simple secret to hiring quickly and building a strong team. Invest in great managers early. Post-PMF, the organization must evolve: it has to grow headcount and then manage that headcount well. How many hiring managers are in each of the two hierarchies from above? On the left, the startup is flat.

Sales Recruiting

Sales Hacker

JUNE 13, 2025

More for your eardrums GTM 150: 80% of Exec Roles Aren’t Posted, Here’s How to Land Them Anyway with Andy Mowat This episode explores how go-to-market leaders can navigate today’s hiring market — and land their next role in a tough market. Listen on Apple , Spotify , YouTube , or wherever you get your podcasts by searching “The GTM Podcast.”

AI Search

SaaStr

NOVEMBER 19, 2020

IME, rough order to make hires in: VPM: $0.2m He asked which to hire first. If you have a few nickels in the bank, and you somehow find a great VP a half stage or even full stage early, just hire her. Hiring is so hard as it is. Make the hire now. But you’ll need a manager to scale beyond 2.

Part-Time VPE

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