100. Customer Success Career Advice: Stop Blindly Following Traditional CS Paths

100. Customer Success Career Advice: Stop Blindly Following Traditional CS Paths

What if the reason you feel stuck in your Customer Success career has nothing to do with your performance and everything to do with the path you’re blindly following?

On today’s episode, I’m unpacking the uncomfortable truth about traditional CS career paths and why doing “the next logical step” can quietly derail your growth, happiness, and earning potential. We’ll talk about why promotions that look good on paper can feel miserable in real life, how following the crowd leads to boring roles and regret, and the simple mindset shift that changes how you make career decisions inside Customer Success.

By the end of this episode, you’ll walk away with a completely new way to think about success in your Customer Success career, one that’s built around what you’re actually good at, what you enjoy, and where you want to end up, not what everyone else is doing. If you’ve ever felt pressure to go enterprise, become a CSM, or say yes just because it’s “the path,” this conversation will give you clarity, confidence, and permission to choose differently.

3:05 – Why Blindly Following a Career Path Can Lead to Burnout and Missed Potential

5:41 – How Peer Pressure (and ‘Default’ Decisions) Steer You Off-Course

8:33 – Why Enterprise CSM Isn't Automatically the Next Best Step

15:56 – The Power of Defining Your Own Success in Customer Success (and Knowing You Have Choices)

22:00 – How Tech Touch Customer Success Offers Rapid Growth and Thought Leadership Potential

28:12 – The One Interview Question That Reveals If a Future Manager Is There by Choice

🛎️ FREEBIES & RESOURCES:

  1. Optimize your resume for Customer Success jobs to land consistent interviews with my FREE Training: https://customer-success-career.captivate.fm/resume
  2. Learn how to sell yourself as the best candidate & walk into your next Customer Success job interview with confidence with my FREE Training: https://customer-success-career.captivate.fm/sellyourself
  3. Learn how to MASTER Behavioral Interviews with my FREE Training: https://customer-success-career.captivate.fm/behavioral
  4. Actively looking for a job in Customer Success or plan to in the near future? Apply for 1:1 Coaching with me HERE

♥️ CONNECT WITH ME:

  1. Let's be LinkedIn friends: www.linkedin.com/in/carly-agar/
  2. Got any questions? Send me an email at support@carlyagar.com

➡️ HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode100

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This helps me reach more customer success pros who need these insights.

Thanks for tuning in to the Customer Success Career Coach podcast! I'll catch you next week.

🎙️ New episodes drop every Wednesday!

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Jaksot(142)

141. 3 CSM Interview Presentation Mistakes That Get You Cut in the Final Round

141. 3 CSM Interview Presentation Mistakes That Get You Cut in the Final Round

What if the thing costing you the job in your final round interview presentation is something you don’t even realize you’re doing?I reviewed around 60 coaching calls with Customer Success job seekers ...

7 Loka 21min

140. First 90 Days as a CSM: 5 Things That Make Your Manager Think "Good Hire"

140. First 90 Days as a CSM: 5 Things That Make Your Manager Think "Good Hire"

Landing the job is one thing. Proving they made the right decision hiring you is another.In this episode, I’m breaking down five things every CSM should do in their first 90 days to make a really good...

30 Syys 21min

139. 5 Mistakes CSMs Make in the First 5 Minutes of an Interview

139. 5 Mistakes CSMs Make in the First 5 Minutes of an Interview

That 15 minute recruiter screen you thought was just a casual conversation could be the exact reason you’re not making it to the next round.In this episode, I’m breaking down the five most common mist...

23 Syys 22min

138. LinkedIn Profile Tips for CSMs: 3 Tweaks That Get You Interviews

138. LinkedIn Profile Tips for CSMs: 3 Tweaks That Get You Interviews

You could be the perfect CSM for a role and still never hear from the recruiter simply because your LinkedIn profile isn’t optimized the right way.In this episode, I’m breaking down the three things t...

16 Syys 29min

137. How to Prove ROI to Your Customers (4 EASY Steps)

137. How to Prove ROI to Your Customers (4 EASY Steps)

If you can’t put a number on the value you’re creating for your customers, you’re going to struggle to prove why they should keep paying for it.That’s why in this episode, I’m breaking down a simple f...

9 Syys 25min

136. 5 Ways the CSM Role is Changing in 2026 (Beyond the Obvious Stuff)

136. 5 Ways the CSM Role is Changing in 2026 (Beyond the Obvious Stuff)

Everyone’s talking about how the CSM role is changing, but what are companies actually looking for in 2026?I analyzed 25 CSM job descriptions from 2025 and 2026, and there were some really interesting...

2 Syys 19min

135. You Nailed the CSM Interview and Still Got Rejected. Here's 4 Reasons Why

135. You Nailed the CSM Interview and Still Got Rejected. Here's 4 Reasons Why

You can nail every interview question and still lose the CSM job offer to someone else.In this episode, I’m breaking down four reasons that happens, and none of them have to do with your experience or...

26 Elo 19min

134. What to (And Not To) Say About AI in Your CS Interviews

134. What to (And Not To) Say About AI in Your CS Interviews

If you think telling a hiring manager you use AI to write emails faster is proving your AI fluency, you might be setting the bar way too low.In this episode, I’m breaking down what hiring managers act...

19 Elo 19min

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