Think you need a “perfect” Customer Success resume to land a $120k role? Think again. Two of my clients just scored these coveted jobs. One after a two-year gap, the other coming from, wait for it, a winery. And neither had what most would call a flawless background.
In this episode, I break down exactly what got them hired. You’ll hear how they showcased serious revenue impact and built scalable solutions that hiring managers desperately need right now.
Plus, I’ll share the actionable four-step game plan you can swipe, regardless of gaps or zig-zaggy career paths and unpack the mindset shift that matters more than any bullet point on your résumé. Ready to find out what actually separates those who get hired for the big money from those who don’t? Hit play and let’s rewrite your CS career story, starting today.
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➡️ HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode76
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This helps me reach more customer success pros who need these insights.
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🎙️ New episodes drop every Wednesday!
Are your customers ghosting your QBR invites? Let’s be real… every CSM has faced the dreaded silence or worse, the wrong people showing up. But here’s the ugly truth leadership never told you. It’s not your QBR’s timing, your agenda, or your follow-ups. It’s that your meetings are about you, not your customer.
In this episode, I break down the single biggest mistake 99% of CSMs make with their QBRs and hand you my simple 3-step framework to flip the script—from ignored invites to strategic sessions your customers actually want to attend. We’ll dig into exactly what to research, how to reframe your outreach, and the one pro move that gets even busy execs leaning in.
Craving the kind of executive buy-in that accelerates renewals, expansions, and your own career? Hit play, because everything you’ve learned about QBRs is about to change, starting now!
🛎️ FREEBIES & RESOURCES:
♥️ CONNECT WITH ME:
➡️ HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode75
🌟 FOLLOW & REVIEW:
Are you loving the podcast? I'd appreciate it if you could take a few seconds to do these two things:
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!
What if I told you the secret to being a proactive CSM has nothing to do with having more time?
In this episode, I’m walking you through the exact 6-step framework I use with my coaching clients to help them get out of reactive chaos and into strategic, high-impact action—no matter how overwhelming their workload is. You’ll hear how one CSM managing 500+ accounts went from “I don’t even know where to start” to “wait… this is actually doable” in just one coaching call. And yes, I’m sharing the exact steps we used.
If you’re tired of feeling behind and ready to finally feel in control of your book and your career, this is the episode to hit play on. Let’s get you unstuck.
🛎️ FREEBIES & RESOURCES:
♥️ CONNECT WITH ME:
➡️ HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode74
🌟 FOLLOW & REVIEW:
Are you loving the podcast? I'd appreciate it if you could take a few seconds to do these two things:
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!
What if the future of Customer Success looks a lot more like sales, and that's exactly what your career needs? Most CSMs are missing out on huge levers for impact, influence and growth because they’re ignoring proven sales tactics that actually work.
In this episode, Sean O’Leary and I rip the lid off conventional CS wisdom and expose the game-changing sales mindsets, sales tactics and habits you’re not using… but should be. We unpack why your outreach gets ghosted, how to finally master your calendar chaos and the secret to gaining instant credibility with leadership (even if you feel stuck).
Curious to know the one shift that could unlock your next promotion or even save your job? Press play now and steal these sales moves for yourself.
🛎️ FREEBIES & RESOURCES:
♥️ CONNECT WITH ME:
➡️ HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode73
🌟 FOLLOW & REVIEW:
Are you loving the podcast? I'd appreciate it if you could take a few seconds to do these two things:
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!
Want to know exactly what it takes to crack $150K+ in Customer Success this year? Spoiler: It’s not a straight climb up the CSM ladder. Most high earners don’t even have the "perfect" resume you’d expect.
Inside this episode, I deconstruct the real, actionable strategies from ten clients who recently landed six-figure CS roles. You’ll discover the resume keywords, career moves, and day-to-day behaviors that got them hired and the surprising patterns that break all the so-called “rules” of CS career growth.
Curious how your experience stacks up? Wondering what one move could unlock your next salary bracket? Listen now! This playbook could literally change your trajectory, starting today.
🛎️ FREEBIES & RESOURCES:
♥️ CONNECT WITH ME:
➡️ HEAD TO THE SHOW NOTES: https://customer-success-career.captivate.fm/episode72
🌟 FOLLOW & REVIEW:
Are you loving the podcast? I'd appreciate it if you could take a few seconds to do these two things:
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!