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 norms.

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🦥 SaaS CMO Pro
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Official website: https://www.saascmopro.com/

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🚀 About Bill:
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Bill Macaitis is an advisor and board member guiding aspiring AI & SaaS unicorns/decacorns. Bill works with companies to build out capital efficient go-to-market strategies and world class teams. Over his 30 year career Bill has achieved five successful exits and powered growth at three of the fastest-ever growing companies: Slack (CRO/CMO), Zendesk (CMO), and Salesforce (SVP of Marketing).

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

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 attribution tools.

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🦥 SaaS CMO Pro
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Official website: https://www.saascmopro.com/

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🚀 About Bill:
=============================
Bill Macaitis is an advisor and board member guiding aspiring AI & SaaS unicorns/decacorns. Bill works with companies to build out capital efficient go-to-market strategies and world class teams. Over his 30 year career Bill has achieved five successful exits and powered growth at three of the fastest-ever growing companies: Slack (CRO/CMO), Zendesk (CMO), and Salesforce (SVP of Marketing).

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

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.

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🦥 SaaS CMO Pro
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Official website: https://www.saascmopro.com/

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🚀 About Bill:
=============================
Bill Macaitis is an advisor and board member guiding aspiring AI & SaaS unicorns/decacorns. Bill works with companies to build out capital efficient go-to-market strategies and world class teams. Over his 30 year career Bill has achieved five successful exits and powered growth at three of the fastest-ever growing companies: Slack (CRO/CMO), Zendesk (CMO), and Salesforce (SVP of Marketing).

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

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. After a focused sprint, I take breaks to reset before my next burst.

4️⃣ Set Tomorrow’s Goals Tonight:
Before bed, I stack-rank my top tasks for the next day. It keeps me focused and aligned with my energy levels.

💡 Some people thrive with steady energy all day, others (like me!) need to sprint and recharge.

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

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. 🚀

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🦥 SaaS CMO Pro
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Official website: https://www.saascmopro.com/

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🚀 About Bill:
=============================
Bill Macaitis is an advisor and board member guiding aspiring AI & SaaS unicorns/decacorns. Bill works with companies to build out capital efficient go-to-market strategies and world class teams. Over his 30 year career Bill has achieved five successful exits and powered growth at three of the fastest-ever growing companies: Slack (CRO/CMO), Zendesk (CMO), and Salesforce (SVP of Marketing).

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

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.

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🦥 SaaS CMO Pro
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Official website: https://www.saascmopro.com/

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🎥 Key items in Zoom/Youtube setup
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FULL 150+ item gear listing: https://www.saascmopro.com/gear

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🚀 About Bill:
=============================
Bill Macaitis is an advisor and board member guiding aspiring AI & SaaS unicorns/decacorns. Bill works with companies to build out capital efficient go-to-market strategies and world class teams. Over his 30 year career Bill has achieved five successful exits and powered growth at three of the fastest-ever growing companies: Slack (CRO/CMO), Zendesk (CMO), and Salesforce (SVP of Marketing).

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

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!

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🎥 Chapters
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0:00 Introduction to In-House vs. Outsourcing
0:46 Key Factors for In-House vs. Outsourcing in Marketing
1:32 Advantages of Outsourcing for Speed
2:10 Common Marketing Functions to Outsource
2:52 Weighing the Costs of Outsourcing
3:39 Building Core Competencies In-House
4:21 Benefits of Outsourcing Creative Work
5:01 Flexibility and Fresh Perspectives with Agencies

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🦥 SaaS CMO Pro
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Official website: https://www.saascmopro.com/

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🎥 Key items in Zoom/Youtube setup
=============================
FULL 150+ item gear listing: https://www.saascmopro.com/gear

=============================
🚀 About Bill:
=============================
Bill Macaitis is an advisor and board member guiding aspiring AI & SaaS unicorns/decacorns. Bill works with companies to build out capital efficient go-to-market strategies and world class teams. Over his 30 year career Bill has achieved five successful exits and powered growth at three of the fastest-ever growing companies: Slack (CRO/CMO), Zendesk (CMO), and Salesforce (SVP of Marketing).

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀

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.

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📖 Table of Contents
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00:00 - Introduction
00:20 - Background
00:40 - Revealing the Key Concept: Beautifully Simple
01:00 - Traditional B2B Software Model
01:47 - Frustrations with Complex Software
02:46 - Importance of Beautifully Simple Design
03:35 - The Value of Simple User Experience
04:25 - The “Photoshop Effect”
05:13 - Focusing on Core Features
05:50 - Minimally Viable Product vs. Polish
06:29 - Example: Slack Emoji Reactions
07:09 - The Power of Beautifully Simple
08:00 - Call to Action
08:20 - Closing Remarks

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🦥 SaaS CMO Pro
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Official website: https://www.saascmopro.com/
Newsletter: https://saascmopro.substack.com/
Hire me: https://www.saascmopro.com/advisor-se...
Brand partner: https://www.saascmopro.com/brand-partner
Speaking opps: https://www.saascmopro.com/speaking-opps

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🎥 Key items in Zoom/Youtube setup
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FULL 150+ item gear listing: https://www.saascmopro.com/gear
Camera: https://amzn.to/4c594Md
Lens: https://amzn.to/3yyOO7L
Mic: https://amzn.to/3SxF7gE
Prompter: https://amzn.to/4cidkYT
Key & fill light: https://amzn.to/3SwDvnv
Softbox: https://amzn.to/4drWI1z
Standing desk: https://amzn.to/3WMfZFC
Acoustic panels: https://amzn.to/4fCKtBa

Affiliate links earn a commission from qualifying purchases which helps support my channel at no additional cost to you.

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👀 Follow Me:
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Podcast: https://saascmopro.buzzsprout.com/share
LinkedIn: https://www.linkedin.com/in/bmacaitis/
X: https://x.com/SaaS_CMO_Pro

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🚀 About Bill:
=============================
Bill Macaitis is an advisor and board member guiding aspiring AI & SaaS unicorns/decacorns. Bill works with companies to build out capital efficient go-to-market strategies and world class marketing teams. Over his 30 year career Bill has achieved five successful exits and powered growth at three of the fastest-ever growing companies: Slack (CRO/CMO), Zendesk (CMO), and Salesforce (SVP of Marketing).

Learn marketing + watch full video at 🚀 Saascmopro.com 🚀