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5 Key Learnings from Scaling from 3 to 75 Go-To-Market Team Members in Less Than 12 Months The latest SaaStr CRO Confidential is out and Sam Blond did a great deep dive with Graham Mareno, VP of Worldwide Sales at Codeium. Create Compelling Economic Incentives For sales talent, compensation is critical.
Toast’s CRO Jonathan Vassel shared fascinating insights on how vertical SMB sales is fundamentally different—and why those differences can become massive competitive advantages. Here are 10 key lessons from Toast’s remarkable journey scaling vertical SMB sales: 1. Toast just reported Q1 2025 results showing $1.7
Built Category-Defining Creative Marketing In a space known for dry, enterprise messaging, Vanta chose humor and creativity. As Christina puts it: “If you can give people credit — which really means revenue — for showing off all the good security work they’ve done, they will do more good security work.”
The Great Spending Showdown: AI vs SaaS in 2025/2026 — What Every B2B Leader Needs to Know We’re witnessing the most dramatic shift in enterprise tech spending since the cloud migration began 15 years ago. billion valuation after 175M round Scale AI : $29 billion valuation / “sale” with Meta’s $14.3
It’s an incredible look back on scaling and more: Colin Jones, first Chief Revenue Officer at Wiz. Colin joined Wiz in February 2021 when the company was near zero revenue. Rather than seeing this as a liability, Wiz leveraged it as a strategic advantage — even in its sales team.
If you already have leads, you can hire someone who knows how to manage the funnel and increase revenue per lead. If you have a sales-led motion, hire someone that has worked with a sales team at your stage. Ditto enterprise. Make sure they’re focused on driving revenue, not just building a brand.
So read on, and hopefully, your SaaS sales journey will be less about trial and error and more about steady progress toward success. Whats important to note is that each model targets a distinct customer persona and, therefore, has a unique approach to the customer journeyfrom brand awareness to sales and, ultimately, conversion.
This is a guest article by Swati Garg , founder and CEO, Melo Associates , and Lindsay Lynch , senior recruitment consultant, Melo Associates , a recruitment firm focused on customer success hiring for SaaS and tech companies nationwide. For example, “Enterprise Customer Success Manager”.
15:41) Scaling Twitter’s ad business and managing hyper-growth. (26:54) 31:55) One thing revenue leaders believe to be true that Guy thinks is bull$ (49:07) One thing that is working for Guy in go-to-market right now. It includes a breakdown of the Sales AI landscape, adoption of GenAI and Sales software across buyer groups.
Hello and welcome to The GTM Newsletter by GTMnow – read by 50,000+ revenue professionals weekly to stay up-to-date and scale their companies and careers. 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.
The “Anti-Enterprise” Enterprise Model Most surprising insight: Atlassian’s growth challenges conventional enterprise wisdom. While competitors invested in huge sales teams, Atlassian actually restricted direct customer interaction. 5 Nonobvious Learnings from Atlassian’s Path to $10B 1.
Hello and welcome to The GTM Newslettr by GTMnow – read by 50,000+ revenue professionals weekly to stay up-to-date and scale their companies and careers. Jonathan Moss (EVP at Experity) showcased an Account Plan GPT that streamlines sales and marketing account research for outbound efforts. Link to GPT. Link to GPT.
Signal can come from many places (sales team notes, customer support tickets, etc) IT Incident Management: Similar to the security alert example. Revenue multiples are a shorthand valuation framework. Multiples shown below are calculated by taking the Enterprise Value (market cap + debt - cash) / NTM revenue.
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. It’s no longer enough to have great sales skills—candidates must demonstrate active AI fluency.
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.
Hello and welcome to The GTM Newsletter by GTMnow – read by 50,000+ revenue professionals weekly to stay up-to-date and scale their companies and careers. 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. You’re not alone. Let’s get into it.
She specializes in launching products, entering new markets, and scaling companies to the enterprise. 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.
06:33 Why Sales Nav was a $250M business with a “crappy product” — and how Doug turned it around. 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. 24:37 Why sales tech stacks are bloated — and how AI-native CRMs solve it.
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.
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 enterprisesales tech. You got sales reps. And we’re about seven years into.
PLG, enterprise SaaS, marketplaces). Get as specific as you can Stage: Get clear on what stage to focus on Sales Model (optional): Personalize or add a different line relevant to your function Sectors:See our thinking on sectors but have fun with this Target Companies: A target list is a powerful accelerant in your search.
In this live panel from the GTM Fund AGM, three early-stage leaders from three exceptional companies—Centari, Atrix AI, and Gaiia—break down how they’re closing enterprise deals in some of the most challenging verticals: legal, pharma, and telecom. Navigating payroll, benefits, and compliance shouldn’t slow you down.
They work with startups and scaling businesses to help take HR off your plate, so you can stay focused on building product, growing revenue, and hiring great people the go-to-market engine. I’ve been operating for the last 20 years, largely in enterprise software and almost exclusively sort of in the go-to-market area.
Each week, host Scott Barker asks guests two key questions, and this week, we’re diving into their responses to: What is one widely held belief that revenue leaders have that you think is bull$** or no longer serving us? 11:46) Neal Patel on why you shouldn’t hire a sales leader for their playbook. (15:44) Jon Dick: Okay.
The current enterprise AI wave is more chaotic than transformative, and the cracks are showing. On a daily basis, were new seeing new analyst reports, vendor surveys, and white papers coming out saying saying AI is going to: automate and optimize processes drive increased revenue decrease operating costs (ie.
The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Marcy Campbell is the Chief Revenue Officer at AppFolio, where she leads sales and client services with a focus on delivering unified, end-to-end customer experiences. 36:00 Marcys communication strategy for managing a 600-person org.
The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Marcy Campbell is the Chief Revenue Officer at AppFolio, where she leads sales and client services with a focus on delivering unified, end-to-end customer experiences. 36:00 Marcys communication strategy for managing a 600-person org.
With over two decades of experience leading marketing ops, sales ops, and go-to-market infrastructure, Andy is a true pioneer of modern RevOps. The Value of Niching Down ” → Encourages candidates to specialize and be specific to stand out and receive better, faster support from networks and recruiters. What GTM functions (e.g.
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.
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.
Justin Welsh, former SVP of Sales at PatientPop explains how he started in SaaS in 2009 as the second sales hire at Zocdoc. Justin used Sales Culture to grow a successful PatientPop team to 140 employees and 55 million in revenue. Justin Welsh | SVP Sales @ PatientPop. Want to see more content like this?
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.
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. Q: What’s the number one challenge for scale-up founders? You’ll need more than 5–6 core engineers to go big.
They hired their first VP of Sales with a wonderful pedigree and experience at some of the hottest startups. because they needed to rebuild the sales team. They rebuilt the sales team and closed some big deals. Lesson #3: Revenue Is Funding It’s harder and harder to raise money, and startups need to have more revenue.
What should you look for in an Enterprise rep vs. a Mid-Market rep? Solving High Volume, Low Conversion at Lattice Dini Mehta joined Lattice at $3M in revenue when it had just 10 people in seat for Go-To-Market and 7 salespeople. Can you start and stop a PLG motion? How do you diagnose and solve churn?
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.
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. To get to $5m-$10m ARR and beyond, we’ll need a real VP of Sales. But trust me.
No lead commit, or revenue commit. A head of sales that doesn’t recruit at least one strong rep in the first 90 days. A head of customer success that doesn’t own churn, or net revenue retention in the first 90 days. I can go on. But the top VPs of Sales know you have to get it going soon.
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?
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. They had significant recurring revenue and a lot of customers. Common sense.
“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. An owner will add more net new revenue than her salary. RFPs are part and parcel of real enterprise deals.
In SaaS, once you have even a few million in ARR, the #1 challenge is recruiting top-tier VPs and building a truly top-tier 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.
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.
If I had, I would have better understood the likely end point vis-a-vis freemium vs. enterprise. Not Hiring 2-3 Sales Reps to Start. More on that here: When You Hire Your First Sales Rep — Just Make Sure You Hire Two. Our first ‘enterprise’ customer seemed like an outlier. We should have taken $2m more.
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