Marketing teams for B2B tech serve a lot of different stakeholders ... sales, product, finance and more. Yet often these stakeholders get frustrated at a lack of communication, responsiveness or value created from their marketing counterparts. Internal stakeholder surveys are a new approach to treating these teams like customers and surveying them to incentivize your marketing team to deliver better results. ============================= 🦥 SaaS CMO Pro ===========================...

What the heck is political capital? And how can you use it to your advantage to get stuff done in a SaaS or AI company? I dive into both those questions today and walk you through some practical ways to leverage political capital for good. ============================= 🦥 SaaS CMO Pro ============================= Official website: https://www.saascmopro.com/ ============================= 📷 Full 150+ item gear listing ============================= I can’t list all th...

Today I'm diving into a question I often hear from founders: How did Slack grow so fast? What was the key factor that really made the difference? I was fortunate enough to get an inside view of Slack from the early days, joining as CMO around employee #50. During my time there, I built out the marketing team and eventually led sales, customer success, and support. In this episode, I want to share some of the most effective growth strategies we used—practical approaches that I genuinely believ...

Big believer in Product Led Growth? In charge of implementing PLG at your company? Well you are most likely going to encounter some stiff resistance. Not everyone drinks the PLG juice and you may have some internal stakeholders (sales, finance, board members, c-suite) who actively try to keep the status quo and are afraid of what PLG might mean. I walk you through 5 proven strategies to identify internal resistance and smash through it. Look, implementing a PLG initia...

Something has been bothering me recently New AI startups using old marketing & sales playbooks Skipping straight to the enterprise Cold calling and cold e-mails AI spam Top down sales Mindless press releases Trying to buy off analysts Long deal cycles Looks and sounds like everyone else No one knows about their startup I’ve been trying to work with more seed AI startups to break this pattern Normally I don’t get involved in seed stage But this is often where the GTM playbo...

Most people think promotions are all about performance—but like it or not, perception plays a role too. In this video, I dive into the surprising impact your outfit can have on your career growth as a B2B tech marketer. Does what you wear really matter? How do top marketers think about workplace dress codes? And can dressing a certain way actually help you get ahead? I’ll share my own experiences, practical tips, and a few strategies successful professionals use to navigate office dress norm...

Learn how to use control groups to measure the effectiveness of your marketing efforts with precision. In this video, I’ll share practical examples from my time at Slack, Zendesk, and Salesforce, showing how control groups can help you evaluate ad campaigns, website changes, customer success initiatives, and more. Whether you’re a marketer, CEO, or VC, this simple yet powerful technique can save you money, improve decision-making, and provide definitive proof of ROI—all without expensive attr...

Every SaaS and AI founder is forced with this question early on ... should you skip the SMB segment and go straight to the enterprise? I dive into the pros and cons here and lay my case for what I think is the clear answer.============================= 🦥 SaaS CMO Pro=============================Official website: https://www.saascmopro.com/============================= 🚀 About Bill:============================= Bill Macaitis is an advisor and board member guiding aspiring ...

When Are You at Your Best? 🔋I didn’t always think about my peak energy hours—but once I did, it changed everything.Here’s what worked for me:1️⃣ Map Your Energy:Take note of when you feel most productive and energized during the day. For me, it’s 8–10:30 AM. That’s when I tackle big projects or creative work.2️⃣ Plan Around It:Align your toughest tasks with those high-energy periods. Save low-energy times for simpler tasks or breaks.3️⃣ Recharge Strategically:I’m a sprinter, not a marathoner....

Learn how to identify and eliminate friction in your Product-Led Growth (PLG) strategy. From pricing and adoption friction to cognitive and invite friction, I’ll share actionable tips to help SaaS and AI companies grow faster and more efficiently. Perfect for founders, marketers, and product teams looking to accelerate growth. 🚀============================= 🦥 SaaS CMO Pro=============================Official website: https://www.saascmopro.com/============================= 🚀 About B...

Hey folks. Today, I want to share one crucial lesson I learned the hard way: never put anything in writing that you wouldn’t be comfortable with everyone at your company seeing. Let's dive into this topic and I'll share some strategies I used to help avoid this.============================= 🦥 SaaS CMO Pro=============================Official website: https://www.saascmopro.com/============================= 🎥 Key items in Zoom/Youtube setup =============================&nb...

When I built marketing at Slack, Zendesk and Salesforce, I always had to make a fundamental decision. Which functions should we hire internal marketers for and which should we outsource to agencies? In this video I walk you through the pros and cons of in-house vs agency in this ultimate battle royale!============================= 🎥 Chapters============================= 0:00 Introduction to In-House vs. Outsourcing0:46 Key Factors for In-House vs. Outsourcing in Marketin...

I had the great pleasure of working with a spectacular team at Zendesk. I joined at an early stage (about 65 people) and came on as their first CMO. I built out the marketing team and in a couple years we took Zendesk IPO. We had a guiding principle at Zendesk and it could be distilled into two words: Beautifully Simple. This video dives into how those two words manifested into practical strategy that helped propel Zendesk to huge heights.=============================&n...

Spend a little time learning about In-Product Messaging (IPM) and why I'm such a huge fan of it. IPM is an incredible way to educate and nurture your users within your SaaS or AI tool. ============================= 🎥 Videos mentioned ============================= https://www.youtube.com/playlist?list=PLFhqt_82AGLqM_XRLLqHqbsLHrA6rlSX_============================= 🦥 SaaS CMO Pro============================= Official website: https://www.saascmopro.com...

Great customer references are always hard to get. I spill the beans on my top 7 strategies to get more and better customer references. These help even if you are going after the elusive enterprise segment. ============================= 🎥 Videos mentioned ============================= https://youtu.be/FcQ-Qxdvq_8https://youtu.be/Ol6kMjzMOAs============================= 🦥 SaaS CMO Pro============================= Official website: https://www.saascmopr...

Ok you teased me Bill with that title. I'm a PLG fan. What the heck industry doesn't work for PLG?!?.Listen on my friend.============================= 🎥 Videos mentioned ============================= https://www.youtube.com/watch?v=qUZngF95dyo============================= 🦥 SaaS CMO Pro============================= Official website: https://www.saascmopro.com/Newsletter: https://saascmopro.substack.com/Hire me: https://www.saascmopro.com/advisor-se...Brand...

Mistakes happen. It's just the truth. And at some point you or your team will make the mistake and it will get called out in a big meeting. Here is my simple 3-step formula that my Dad taught me on how to communicate the problem.============================= 🦥 SaaS CMO Pro============================= Official website: https://www.saascmopro.com/Newsletter: https://saascmopro.substack.com/Hire me: https://www.saascmopro.com/advisor-se...Brand partner: https://www.s...

Supercharge your SaaS growth! I reveal six advanced pricing secrets I've used to help ignite your y/y ARR growth to new levels. These are advanced strategies but can be leveraged by any SaaS and AI company. Go get em! Carpe diem my friends.============================= ⏰ Table of Contents============================= 0:00 - Introduction to Advanced Pricing Strategies for SaaS & AI0:11 - Why Pricing & Packaging Matters for SaaS Growth0:40 - Common Pric...

Are you a B2B SaaS Marketer? Do you feel a bit overwhelmed? Don't worry, you are not alone. There are just so many internal stakeholders that all want a laundry list of things from marketing. I share my best tips on how to handle the chaos and focus your marketing team.============================= ⏰ Table of Contents============================= 00:01 - Feeling Overwhelmed in B2B SaaS Marketing00:57 - Common Challenges Faced by CMOs01:37 - Focus on Mastering...

Discover the weird truth about SaaS freemium plans as former Slack CMO, Bill Macaitis, dives into the pros, cons, and hidden benefits of this controversial pricing strategy. From transforming millions of free users into a powerful marketing force to creating an unbeatable defensive moat, learn why freemium might be the game-changer your SaaS company needs. Whether you’re struggling with brand awareness, tackling enterprise sales, or looking for capital-efficient growth, this video will uncove...