Customer Success Career Coach, Career Tips and Proven Job Interview Strategies For Every Customer Success Manager

If your customer success job search has been dragging on for months, the problem probably isn’t your experience — it’s the strategy you’re using. On today’s episode, I’m pulling back the curtain on exactly how my clients are landing customer success roles in under 90 days, even in a market where most searches take 6–12 months.
If you’ve been applying nonstop, tweaking your resume, and still hearing crickets, I want you to know it’s not you… it’s the outdated approach you’ve been taught to follow.
I’m walking you through the real, data-backed playbook we use behind the scenes to help job seekers stand out, get noticed by hiring managers, and start booking interviews faster. You’ll hear what’s actually working in 2026, why “doing all the right things” can still keep you stuck, and the shifts that can completely change your results.
By the end, you’ll feel more clear, confident, and in control of your next move with a new perspective on what’s truly possible for your career. Hit play and let’s dive in.
And if you’re ready to stop guessing and start getting real results in your job search, apply for coaching HERE and let’s build a strategy that helps you land the right customer success role faster and with confidence.
1:10 – Why Your Customer Success Job Search Isn’t Working (Hint: It’s Not About Qualifications)
3:01– Ben’s Story: 600 Applications, 0 Offers Until He Changed His Strategy
5:53 – The New, Data-Backed Resume Rules for Customer Success
8:09 – LinkedIn Optimization: How to Actually Show Up in Recruiter Searches
9:10 – Why Direct Outreach Beats “Apply and Hope” Every Time
10:55 – Interviewing Isn’t About Experience—It’s About Telling Your Story
14:13 – Negotiating Offers: How to Stop Leaving Thousands on the Table
16:25 – Coaching ROI: How Waiting Costs You Real Money
FREEBIES & RESOURCES:
🛎️ Actively looking for a job in Customer Success or plan to in the near future? Apply for 1:1 Coaching with me HERE
🛎️ Optimize your resume for Customer Success jobs to land consistent interviews with my FREE Training: https://customer-success-career.captivate.fm/resume
🛎️ 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
🛎️ Learn how to Master Behavioral Interviews with my FREE Training: https://customer-success-career.captivate.fm/behavioral
CONNECT WITH ME:
❤️ Let's be LinkedIn friends: www.linkedin.com/in/carly-agar/
💭 Got any questions? Send me an email at [email protected]
HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode108
FOLLOW & REVIEW:
Are you loving the podcast? I'd appreciate it if you could take a few seconds to do these two things:
👉🏻 Hit the FOLLOW button so you don't miss out on any new episodes when they drop
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What if landing a $200K Customer Success role has a lot less to do with your title and a lot more to do with one thing almost no one is tracking?
In this episode, I went full data-nerd and analyzed 10 recent clients who all accepted Customer Success offers between $175K–$230K. I pulled apart their resumes, KPIs, career paths, and job search histories to uncover the patterns that actually showed up at this level — not the advice we think matters, but what the data clearly revealed.
I’m breaking down the types of companies paying top dollar, why domain depth quietly beats title chasing, and the specific metrics that consistently showed up across every high earner. We’ll also talk about why “just CSM” titles aren’t the red flag people think they are and what truly drives compensation once you’re aiming for $200K and beyond.
By the end of this episode, you’ll have a much clearer roadmap for where to focus and what to stop stressing about if a $200K role is your goal. If you’ve been questioning whether you’re on the right path, this will give you answers. Hit play and let’s dive in.
And if you’re ready to position yourself as the obvious choice for a high-comp Customer Success role? Apply to work with my team HERE.
02:11 – Why High-Paying Customer Success Roles Are Tied to “Mission Critical” Software Companies
04:14 – What Building Domain Depth Actually Looks Like (and Why It Matters More Than Job-Hopping)
06:47 – The Truth About Job Titles: Why “CSM” or “VP” Alone Doesn’t Guarantee a Bigger Paycheck
08:54 – The Real Drivers of 200k Salaries in Customer Success: Scope, Revenue, and Accountability
12:15 – Why Non-Linear Careers (and Resume Gaps) Won’t Hold You Back From Earning More
13:43 – How Even Top Candidates Struggle to Land Interviews (and Why Selling Yourself Is Everything)
16:18 – The Actual Checklist for Breaking Into the 200k+ Customer Success Club
17:16 – Why Tweaking Your Job Seeking Skills (Not Your Experience) Is the Ultimate Career Growth Hack
FREEBIES & RESOURCES:
🛎️ Actively looking for a job in Customer Success or plan to in the near future? Apply for 1:1 Coaching with me HERE
🛎️ Optimize your resume for Customer Success jobs to land consistent interviews with my FREE Training: https://customer-success-career.captivate.fm/resume
🛎️ 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
🛎️ Learn how to Master Behavioral Interviews with my FREE Training: https://customer-success-career.captivate.fm/behavioral
CONNECT WITH ME:
❤️ Let's be LinkedIn friends: www.linkedin.com/in/carly-agar/
💭 Got any questions? Send me an email at [email protected]
HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode107
FOLLOW & REVIEW:
Are you loving the podcast? I'd appreciate it if you could...

What if the reason your job search isn’t working has nothing to do with your experience and everything to do with how you’re showing up? In this episode, I sit back down with Zach Sanford to unpack a powerful shift most Customer Success professionals completely overlook… treating your job search like a CS role.
We break down exactly how to demonstrate your CSM skills at every stage of the process—from discovery-driven interviews and stakeholder management, to value-based storytelling, strategic outreach, and even negotiation. You’ll hear tangible examples of what “walking the walk” actually sounds like in interviews, how to tier your job search like a book of business, and why small moments of delight (like thank-you notes) can make or break an offer. This is less about saying you’re a great CSM and more about proving it in real time.
By the end, you’ll walk away with a clearer strategy, more confidence, and a completely different way to approach your job search—one that de-risks you as a candidate and positions you as the safest hire in the room. If you’re ready to stop applying harder and start showing up smarter, hit play and let’s dive in.
0:46 – Why Customer Success Skills Give You a Unique Edge in the Job Search
2:26 – How “Being a CSM” During Your Job Search Proves You Can Do the Job
3:21 – Demonstrating (Not Just Talking About) Your CS Skills in Interviews
5:26 – What “De-risking” Yourself for Hiring Managers Looks Like
8:08 – Managing Your Job Search Like a CSM Manages a Book of Business
13:01 – Leveling Up Your Interview Game with Context, Curiosity, and Tying Insights Together
20:55 – Why Deep Research and Tailored Outreach Set CSMs Apart
21:47 – The Power of Negotiation and Value Selling in CS Job Offers
27:16 – How Small Gestures (Like Thank You Notes) Can Get You Hired
30:21 – Why Being Intentional Wins In CS Job Search
FREEBIES & RESOURCES:
🛎️ Actively looking for a job in Customer Success or plan to in the near future? Apply for 1:1 Coaching with me HERE
🛎️ Optimize your resume for Customer Success jobs to land consistent interviews with my FREE Training: https://customer-success-career.captivate.fm/resume
🛎️ 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
🛎️ Learn how to Master Behavioral Interviews with my FREE Training: https://customer-success-career.captivate.fm/behavioral
CONNECT WITH ME:
❤️ Let's be LinkedIn friends: www.linkedin.com/in/carly-agar/
💭 Got any questions? Send me an email at [email protected]
HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode106
FOLLOW & REVIEW:
Are you loving the podcast? I'd appreciate it if you could take a few seconds to do these two things:
👉🏻 Hit the FOLLOW button so you don't miss out on any new episodes when they drop
👉🏻 And either leave a review on

We analyzed 1,474 CSM conversations to uncover why they are leaving and what keeps them in 2026. Grab the Free Talent Report here: https://customer-success-career.captivate.fm/report
CSMs don’t leave because they’re bad at their jobs — they leave because no one can see the impact they’re making. In Part 2 of this series, I’m breaking down the real reason high-performing CSMs feel invisible, even when they’re driving renewals, expansion, and retention behind the scenes.
We’re unpacking what “impact” actually means when CSMs say they’re missing it, why this isn’t a motivation problem but a systems problem, and the three patterns I see over and over again in teams with high turnover. I’ll walk you through where leaders unintentionally lose their best people, the gaps that prevent CSMs from articulating their value, and the exact operational, enablement, and management shifts that change everything without adding more work.
By the end of this episode, you’ll finally have language, structure, and a clear action plan to make impact visible and undeniable. If you’re tired of feeling overlooked or watching top CSMs walk out the door, this is the missing piece you haven’t addressed yet. Hit plat and let’s dive in.
1:07 – Why High-Performing CSMs Still Feel Invisible (and Leave Because of It)
3:13 – The True Meaning Behind “I Want More Impact” (It’s Not Just About Praise)
4:42 – How Being Forced Into Reactive Work Stops CSMs from Contributing Strategically
6:10 – The Real Cost of Not Having Access to Key Metrics and Business Data
11:51 – 5 Root Causes Leadership Misses That Make CSMs Feel Disconnected
15:29 – 3 Critical Fixes: Better Operations, Enablement, and Coaching (Not Just More Tools)
19:16 – Why Advocating for Growth or Finding a Company That Invests in You Matters Now More Than Ever
OTHER EPISODES YOU’LL LOVE:
🎙️Episode 104: 85% of CSM Turnover is Preventable (Here's the Data) | Part 1
FREEBIES & RESOURCES:
🛎️ Actively looking for a job in Customer Success or plan to in the near future? Apply for 1:1 Coaching with me HERE
🛎️ Optimize your resume for Customer Success jobs to land consistent interviews with my FREE Training: https://customer-success-career.captivate.fm/resume
🛎️ 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
🛎️ Learn how to Master Behavioral Interviews with my FREE Training: https://customer-success-career.captivate.fm/behavioral
CONNECT WITH ME:
❤️ Let's be LinkedIn friends: www.linkedin.com/in/carly-agar/
💭 Got any questions? Send me an email at [email protected]
HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode105
FOLLOW &...

We analyzed 1,474 CSM conversations to uncover why they are leaving and what keeps them in 2026. Grab the Talent Report here: https://customer-success-career.captivate.fm/report
What if I told you that 85% of CSM turnover is completely preventable — and most leaders are missing the real reason their top performers are walking out the door?
In this episode, I break down insights from 1,474 Customer Success professionals who told us exactly why they’re job hunting. And spoiler alert, it’s not layoffs, pay, or return-to-office mandates. I reveal the surprising truth about what CSMs want most in their next role, and how even your most loyal team members start considering exits.
I’ll also unpack the three types of CSMs who leave for growth, the invisible ceiling stopping your best people, and the #1 leadership blind spot you can correct to transform retention overnight. This is part one of a two-part series, and today we’re starting with the data leaders need to see.
By the end of this episode, you’ll finally understand what’s normal, what’s fixable, and where your blind spots might be, whether you manage a CS team or you’re a CSM quietly feeling stuck. Want to know how to turn your team into unstoppable, loyal top-performers? Hit play and let’s dive in.
4:04 – Why Most CSM Turnover Is Preventable
5:57 – What “Growth” Actually Means for CSMs
8:20 – Three Types of CSMs Who Leave for Growth
13:03 – Why Impact Really Matters
15:43 – Next Steps for CS Leaders & CSMs: Action Plans Are Coming in Part Two
OTHER EPISODES YOU'LL LOVE:
Episode 105: The Real Reason CSMs Feel Invisible (And Your Action Plan to Fix It) | Part 2

🛎️ FREEBIES & RESOURCES:
Download the Talent Report: https://customer-success-career.captivate.fm/report
Actively looking for a job in Customer Success or plan to in the near future? Apply for 1:1 Coaching with me HERE
Optimize your resume for Customer Success jobs to land consistent interviews with my FREE Training: https://customer-success-career.captivate.fm/resume
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
Learn how to Master Behavioral Interviews with my FREE Training: https://customer-success-career.captivate.fm/behavioral

♥️ CONNECT WITH ME:
Let's be LinkedIn friends: www.linkedin.com/in/carly-agar/