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The success rate for executive hires at high-growth SaaS companies can be surprisingly low – you’re often lucky if 50-60% of your management team works out long-term. ” If you have a SaaS company above 2 million in revenue, both Brian and Jason agree that at that point, all that matters is the management team.
Former Head of Revenue at BILL and HubSpot Americas leader Michelle Benfer recently joined us on a SaaStr Workshop Wednesday share her insights on one of the most critical roles in any SaaS organization: the frontline salesmanager. “At HubSpot, I had over 100 frontline salesmanagers reporting to me.
At SaaStr + AI Summit 2025, Jason Lemkin and Kyle Norton CRO of $1B+ vertical SaaS leader Owner (where Jason is on the board) did a deep dive on AI in Sales today. This isn’t about being an AI expertit’s about demonstrating active engagement with AI tools and genuine interest in how they can transform sales outcomes.
✨ Lemkin (@jasonlk) June 16, 2025 The Top 3 Reasons AI Sales Tools “Don’t Work” (Spoiler: They Actually Do, If You Use The Tools Properly) I get this question at least 3x a week: “Jason, we tried AI sales tools and they just don’t work. I’ve been in B2B and Saa sales for 15+ years.
The 4 Things Most Founders Get Wrong About Marketing: “We’re a product company, not a marketing company” – The hard truth is that 9 out of 10 B2B companies spend more on sales and marketing than R&D. Better to hire for your specific needs and stage. These “five-five” CMOs barely exist.
CRO Confidential podcast host Sam Blond chats with the CEO and co-founder of Clay, Kareem Amin, about two major topics: The evolution of Go-To-Market systems: where we are today with the incorporation of AI, and where we’re headed. They’ve achieved this due to the systems they’ve set up and the profiles they’ve hired for.
billion valuation after 175M round Scale AI : $29 billion valuation / “sale” with Meta’s $14.3 Industry observers like Josh Bersin remain skeptical about replicating complex systems like Workday’s payroll and compliance frameworks. billion total funding, $157 billion valuation Anthropic : $8.4
I’ve worked with numerous start-ups that used outsourced accounting services with zero SaaS experience, and these firms didn’t even recognize automatic upsells, additional seats, etc. that weren’t captured in existing, crappy tracking systems. Mistake #2: Cash accounting and accrual accounting are equal .
Takeaway #3: The omnichannel experience Despite the focus on eCommerce and online payment innovations, 2024 saw a renewed interest in modernizing card-present payment systems. I mean, you know, based on the customer type, some of them just, they’re doing some duediligence. Are you planning to stand up a sales arm?
Key Functions with High Impact Generative AI is revolutionizing sales by enabling dynamic pricing and personalized customer interactions, boosting conversion rates and customer satisfaction. Post-sale, AI analyzes customer data to improve service and loyalty, making it a cornerstone of modern sales methodologies.
How do you build GTM efficiency in SMB sales? Lesson #1: Just Say No Once he joined, Kyle quickly discovered that Owner had a leaky bucket and had either bad or no targeting on prospects, was closing a lot of poor-fit customers, and there were a lot of miss set expectations from sales so customer handoff was sketchy at best.
Back in the day, premium comp for some software sales execs made simple and easy sense. Traditional software had 90% gross margins, and the classic enterprise sales reps, the best ones, could close a million or more dollars a year. Sales reps in low NRR and high churn environments got paid almost the same as enterprise reps.
There’s a slide I see again and again from start-ups: 2 of the early sales reps are at 100% of quota, sometimes 150%-200%. So why so often, do only 2 of the first 8-10 sales reps perform? The first 2 scaled reps you hire that hit plan (some may churn before then) get special training. And review key losses.
Stephanie Couzin, the VP of GTM Strategy and Ops, and Roderick De Greef, the VP of Sales and GM EMEA, share Lucid’s transition from a PLG company to a PLG and Sales-Led company. It required Lucid to change its product, process, and overall user and administration systems to be able to scale with the customer.
The 10-Point Checklist for Selling Your Company Understand Buyer Motivations – Have conversations with potential acquirers before announcing you’re for sale to understand what they truly value. Manage Team Expectations – Balance transparency with the need to keep the team focused on building the business.
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. Importantly, ATS platforms have evolved with AI-driven features , diversity and bias reduction tools , and deep analytics to meet todays hiring challenges.
Due to that convenience, departments and teams tend to seek out best-of-breed cloud applications, streamlining foundational and specialized functions through automation. Through every sales cycle, there’s a need to share information from sales, accounting, customer success, and other teams. Employee Hiring and Onboarding.
Hiring a global team to achieve the vision What do you do when your company’s location limits your access to talent? You spread your hiring net and draw in as much talent as possible. Their first step to achieving this was hiring a sales leader to build a sales team.
Prakash Raina, Co-Founder of Subskribe, and Leslie Hui, VP of Accounting Operations and Finance Transformation at Okta, break down the secrets to unifying SaaS teams, processes, and systems. Before we get into the dynamics of alignment, let’s briefly review the evolution of SaaS. Hire ahead of the curve. Top Takeaways.
Driving peak sales performance is a mission most SaaS companies strive to accomplish. Yet, sales team targets are often set extremely high, with management expecting their teams to miss. Hootsuite CRO Melissa Murray Bailey shares secrets to running a successful SaaS sales team and reducing employee turnover. .
G2 is the largest and most trusted software marketplace, helping 60 million people every year make smarter software decisions based on authentic peer reviews. There’s no reason you shouldn’t hire the brightest, most talented people. No matter where they live. Grab tickets here.
Hear from Duo Security’s VP of Inside Sales America on how to build a $2.3B sales team. Jennifer Lawrence | VP, Inside Sales @ Duo Security. Today I’m going to start by telling you a little bit about me, a little bit about Duo, and then the secrets to building a killer inside sales org. FULL TRANSCRIPT BELOW.
It’s the most common objection you’ll get in SaaS sales … Not Right Now. It can’t strategically improve sales software, financial software, quoting software, recruiting software, QA processes, call center software, etc. And when you hire a real, great VP of Sales. Truly qualified leads and prospects. I Don’t Have Budget.
Big Companies take months to train their employees on new processes and systems, and the last thing they want to do is re-train them every year. Peter Gassner, CEO of Veeva Systems, had a great discussion of how they do this multiple times after they sign their customers (all of whom are 7 or 8 figures). Go review the roadmap.
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. She was my first VP of Sales. Brendan Cassidy, second VP of Sales at EchoSign.
It was also my first official week in the People Development Program Manager role, which certainly added to the challenge! . Onboarding virtually can be tough for our new hires. We needed to lean in and provide more opportunities and space for our new hires to connect, learn, and engage with each other and the business. “By
When you think of scaling up, many things may come to mind, like hiring, culture, marketing, and sales. Here are three things that helped 6sense reach this mark and beyond: Defining their revenue operating model by hiring for RevOps and not taking the common DevOps and SalesOps approach. The friction between sales and marketing.
Early in my career, I saw firsthand how a $20M funded company went from startup to NASDAQ IPO to being delisted in the span of three years due to frivolous spending (but that’s a story for another day). My cost-conscious lens (plus our proven outbound sales program) has served my company, Leadium, well. Salary and benefits costs.
They talked about product adoption, sales alignment, freemium models and lessons they have learned throughout their successful SaaS careers. As two CEO who love the art of sales and scaling, this one really was special. I should have hired someone in some role like six months ago, a year ago.
We’ll explore key aspects such as building customer relationships based on trust and honest feedback, defining company culture amid rapid growth, and hiring strategies that prioritize team chemistry over expertise. Focusing on team chemistry while hiring people outside your field is significant. I hired nice crazy people.
The founders often have lofty goals, minimal structure or direction, and the company is just beginning to build out its sales motion. While this might have landed them a few early adopters, the sales strategy needs to evolve quickly to target prospects who have the business pain your product relieves. Pipeline review.
Revenue Operations is at the forefront of a paradigm shift — to view the buyer’s journey as a seamless thread across multiple people, systems, and value propositions. And it’s not just for CROs; if you’re a marketer, SDR, sales rep, manager, VP, or CRO, this one’s for you. Adoption and usage expand over time.
You have to be careful to pair that with someone strong to manage the relationship, that has more time and that also can be trusted. As a founder, you’ll just run out of time to properly manage key customers and partners yourself. Hire that person, and make sure they are someone the top customers can really trust and count on.
Just like filing your income tax returns or hanging that state-mandated safety poster up in your break room, sales tax is a back-office pain point, not a profit center. . That makes sales tax compliance easy to ignore… until it becomes a problem. . Why is sales tax such a pain for SaaS companies? There are a few reasons.
In a time where buyer behavior has rendered cold calling nearly obsolete, successful sales prospecting begins with using tools like live chat and social media to build relationships. He’d go on to become the VP of Sales at Sprinklr, guiding the company through its own high growth period, before striking out on his own.
To help speed up the process, I reviewed six of the best systems on the market and put together a comprehensive list of what to look for as you make your final decision. Hiring someone to do it for you. If you can afford it, hiring someone (either in-house or as a contractor) to run payroll for you is an excellent option.
Having the right learning managementsystem (LMS) software in place makes this task much more manageable for everyone involved. The right one, however, will let everyone focus on their work instead of fighting with a frustrating system. The Top 6 Options for LMS Software. Ecommerce LMS Software.
In this post, I’ll present what I view as the minimum salesmanagement framework for an enterprise SaaS startup — i.e., the basics you should have covered as you seek to build and scale your sales organization [1]. Pipeline management rules, with an optional stage matrix. Deal reviews. Hiring profiles.
The Challenges and Pitfalls of a Partner Ecosystem Drata attributes much of its success to its partner ecosystem, which is an interesting case study for most, so how do they break up marketing, sales, and resource allocation vs. a more direct-sales modeled business? The sales reps were friends, and accounts were shared.
This led to our first meet-ups in 2013 and 2014, the first SaaStr Annual in 2015 , the industry’s leading podcast in 2016, the first SaaS founder coworking space in 2017, and SaaStr Pro , the first learning managementsystem for SaaS founders in 2018. VPs were able to recruit and make new hires. We went digital!
Can you ever be sure you’re hiring the right salesperson? When I first wrote this article, we were in a very different place, with unemployment at an all-time low and saleshiring a top priority. That secret weapon is a hiring scorecard. Fortunately, my client used their hiring scorecard to sidestep a costly mis-hire.
If you need other features, like a virtual phone system or the ability to host webinars, you can bundle conference calling services with software specializing in something else. 1 – GoToMeeting Review — The easiest conference call software. 2 – RingCentral Review — The best all-inclusive communications tool.
The startup built a cloud-based office procurement system that helps customers streamline supplier management. Micro teams can amplify a company’s productivity while getting rid of the learning curve which comes with new hires. The sale is direct between the seller and buyer. No middlemen. What Does It Cost?
I’m referring to the full spectrum of business execution, from product management to design to engineering to marketing to sales to support and all the other functions needed to scale a business. Be extremely mindful and diligent in understanding the security of companies you are outsourcing to. The not so simple case.
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