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

The people landing the best Customer Success jobs right now are not the ones applying to hundreds of roles.
In this episode, I’m breaking down one of the biggest mistakes I see customer success job seekers making and why it’s actually keeping them stuck longer. I’m sharing the real data behind what’s helping people land interviews right now, why applying to more jobs is not the answer, and the four-step framework I teach my clients to help them land roles they’re genuinely excited about instead of settling for something they’ll regret eight months later.
You’ll walk away with a completely different perspective on what it actually takes to land a customer success job you love and how to stop treating your job search like survival mode when you don’t have to. If you’re ready to be more intentional, land better interviews, and stop settling for roles that are not the right fit, hit play and let’s dive in.
And if you want help figuring out how to land a Customer Success job that actually fits your goals instead of settling for the first offer that comes your way, apply for coaching HERE and let’s build your strategy together.
1:19 – Who should skip this episode and why urgency changes your job search playbook
2:34 – How a common job search strategy traps people in constant cycles of settling
6:36 – The surprising number of applications that actually leads to more interviews
8:04 – The move almost all top job seekers use to land interviews faster
11:02 – What sets apart the candidates who quickly move up after landing a new role
13:02 – The four-part framework for running an intentional, high-success customer success job search
OTHER EPISODES YOU’LL LOVE:
🎙️ Episode 62: Power Questions: 10 Smart Questions to Ask in Your Next Customer Success Interview
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/episode121
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 Apple Podcasts or let me know your thoughts by leaving a comment over on Spotify!
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!
Mentioned in this episode:
We analyzed 1,474 CSM conversations to uncover why they’re leaving and what actually keeps them in 2026. Grab the free Talent Report here: https://customer-success-career.captivate.fm/report

You’re not getting rejected because you are unqualified. You’re getting rejected because you are playing the job search game the same way everyone else is.
In this episode, I’m sitting down with Michael, who applied to nearly 1,000 Customer Success jobs without landing a single interview. We unpack the exact shifts that finally changed everything, from the networking strategy that started getting hiring managers to respond to the mindset changes that helped him stop “pre-failing” before interviews even started. Within six months, he landed not one but two CS jobs using a completely different approach.
You’ll walk away with a clearer understanding of what is actually working in today’s CS job market and how to stop wasting time on strategies that are keeping you stuck. If you are ready to finally start getting interviews and feel confident in your job search again, hit play and let’s dive in.
And if you’re exhausted from applying to jobs and getting ghosted, apply for 1:1 coaching HERE and let’s change the way you approach your job search.
2:12 – Why applying to a thousand jobs got zero interviews and led to burnout
7:22 – What made investing in coaching the turning point for building confidence and community
9:41 – How shifting from resume tweaks to direct networking created instant momentum
13:17 – Why modern job search networking is smarter than awkward meetups
18:31 – How applying to fewer jobs but following up strategically leads to better results
22:14 – Landing two customer success jobs in under 45 days using the networking-first strategy
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/episode120
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 Apple Podcasts or let me know your thoughts by leaving a comment over on Spotify!
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!
Mentioned in this episode:
We analyzed 1,474 CSM conversations to uncover why they’re leaving and what actually keeps them in 2026. Grab the free Talent Report here: https://customer-success-career.captivate.fm/report

What if the reason you’re not getting promoted has nothing to do with your performance and everything to do with how you are positioning it?
In this episode, I’m walking you through a simple four-step framework to build a business case that actually makes it hard for your company to say no. I dive into how to connect your work to what leadership cares about, how to prove your impact with real numbers, and how to think about your promotion like a strategic decision, not a hope. I also get into what most people miss when it comes to stakeholder buy-in and skill growth.
You’ll walk away knowing exactly how to position yourself as the obvious next choice. If you’re ready to stop waiting and start making your promotion inevitable, hit play and let’s dive in.
And if you are tired of waiting to get promoted and want a clear strategy to position yourself as the obvious next choice, apply for 1:1 coaching HERE and let’s build your business case together.
01:52 – Why waiting for your promotion usually doesn’t work
04:13 – How business impact wins over personal goals every time
06:36 – Proving your value with numbers even without perfect data
09:43 – Mapping key stakeholders to get your promotion approved
12:39 – Building your growth playbook before you ask for a raise
17:24 – Using this framework to land higher roles in interviews
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/episode119
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 Apple Podcasts or let me know your thoughts by leaving a comment over on Spotify!
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!
Mentioned in this episode:
We analyzed 1,474 CSM conversations to uncover why they’re leaving and what actually keeps them in 2026. Grab the free Talent Report here: https://customer-success-career.captivate.fm/report

Why do you walk out of interviews thinking you nailed your answers… but still don’t get the offer?
In this episode, I’m breaking down the seven mistakes I see candidates make when answering tell me about a time questions and why their stories just aren’t landing the way they think they are. I’ll show you what’s actually going wrong inside your answers, what hiring managers are really paying attention to, and how to fix your stories so they feel clear, structured, and impactful without overthinking every word. These are the exact shifts I teach my clients to help them stand out in a crowded interview process.
You’ll leave knowing how to turn your experience into answers that feel confident and convincing instead of scattered or forgettable. If you want to walk into your next interview knowing exactly how to answer any question with confidence, hit play and let’s dive in.
And if you’re tired of your interview answers falling flat and costing you offers, apply for coaching HERE and let’s turn your stories into answers that actually get you hired.
2:22 – Why leaving out numbers in your interview stories causes interviewers to underestimate your impact
6:21 – How jumping straight into tactics without sharing what’s at stake makes your story less compelling
8:38 – When you spend too much time on context, you risk losing the interviewer before you get to your actions
10:48 – Why giving a general approach instead of a specific example makes it seem like you’re not listening
12:42 – The habit of saying “we” instead of “I” in your stories causes interviewers to question your ownership
14:25 – When your interview answers go over two minutes, you lose attention and risk not being put in front of customers
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/episode118
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 Apple Podcasts or let me know your thoughts by leaving a comment over on Spotify!
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!
Mentioned in this episode:
We analyzed 1,474 CSM conversations to uncover why they’re leaving and what actually keeps them in 2026. Grab the free Talent Report here: https://customer-success-career.captivate.fm/report

What if one message could instantly get you into a final round interview?
In this episode, I’m breaking down the real story of how one senior CS leader went from getting rejected in final rounds to landing a Director role in under 60 days. I’ll show you the exact move that got her into a final round interview when she was completely overlooked, and the subtle shift that helped her turn objections into a yes. This is not about working harder, it is about thinking differently.
If you want to stop getting passed over and finally start landing offers, hit play and let’s dive in.
And if you’re done getting so close to offers but still missing out, apply for 1:1 coaching HERE and let’s fix what’s actually holding you back.
00:43 – The one thing that changed everything for Kelly’s job search as a senior CS leader
04:53 – Why strategic outreach matters way more than resume tweaks in landing interviews
06:47 – How a simple outreach message made Kelly the third candidate in a final round, even after the role seemed closed
09:14 – Identifying and crushing objections before they become reasons not to hire you in senior-level interviews
11:26 – The difference between just acknowledging a skill gap and actually showing how you’ll close it for the hiring manager
15:08 – The two learnable skills that turn job searches around
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/episode117
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 Apple Podcasts or let me know your thoughts by leaving a comment over on Spotify!
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!
Mentioned in this episode:
We analyzed 1,474 CSM conversations to uncover why they’re leaving and what actually keeps them in 2026. Grab the free Talent Report here: https://customer-success-career.captivate.fm/report