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...
Jul 09, 2025•22 min•Ep. 76
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 sessi...
Jul 02, 2025•23 min•Ep. 75
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 ex...
Jun 25, 2025•22 min•Ep. 74
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 ca...
Jun 18, 2025•43 min•Ep. 73
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 car...
Jun 11, 2025•33 min•Ep. 72
You’re rewriting your resume, applying nonstop, doing everything right and still getting ghosted. Sound familiar? In this episode, I sit down with four job seekers who were stuck in the same burnout cycle… until one shift flipped everything. They went from overwhelmed and radio silence to inboxes full of interviews, and it wasn’t because they worked harder. We break down the exact outreach, mindset, and resume tweaks that turned the tide (even after months of rejection). If you’re ready to stop ...
Jun 04, 2025•11 min•Ep. 71
If you’ve been mass applying to jobs, tweaking your resume nonstop and still hearing crickets, this episode is your reality check. Those tactics just aren’t cutting it in 2025. But here’s the good news: I’m breaking down the three strategic pivots that are helping my clients land real interviews at companies they’re actually excited about. Think smarter resumes, LinkedIn profiles that attract (not just show up) and outreach strategies that make you impossible to ignore. You’ll hear how our clien...
May 28, 2025•27 min•Ep. 70
You’ve been told to obsess over resume keywords, send out dozens of applications each week, and reach out to recruiters after every single job posted. But what if I told you those classic job search “secrets” are actually tanking your chances of getting hired in Customer Success? In this episode, I’m diving into the job search advice that’s actively sabotaging your career growth and breaking down what’s TRULY working in the CS job market right now (according to hundreds of recruiters and hiring ...
May 21, 2025•27 min•Ep. 69
Are you feeling stuck or frustrated with your job search? You’re not alone, and it’s not your fault. If your CS job hunting experience feels like you're tossing applications into a black hole, this episode is your wake-up call. The truth is, it’s not your lack of experience, a career gap, or missing KPIs that’s keeping you stuck. The job market has done a complete 180 since pre-2020, and the old playbook is officially dead. In this episode, I’m breaking down exactly how and why the market shifte...
May 14, 2025•26 min•Ep. 68
If your customer check-ins feel awkward and your QBRs are just you talking at a screen of blank stares, this episode is your tactical reset. I’m sharing the five power questions top CSMs use to turn flat convos into high-impact, expansion-driving moments without needing deep product knowledge or extra prep. These aren’t theoretical frameworks. They’re practical, repeatable questions you can use today to build trust, build authority with customers, and uncover what actually matters to them. One o...
May 07, 2025•18 min•Ep. 67
Ever wonder why your resume keeps getting ghosted, even when your experience checks every box? After combing through 11 before-and-after resumes from job seekers who actually landed CS roles, I uncovered six patterns that turned their apps from invisible to irresistible. And spoiler: it’s not what those cookie-cutter career blogs are telling you. In this episode, I walk you through the exact framework we used with these clients, including the exact resume rewrites that worked, what we changed, w...
Apr 30, 2025•20 min•Ep. 66
Ever find yourself thinking, “There’s gotta be a better way to do this”? If you’re the CSM who’s constantly rebuilding broken processes in your head, secretly obsessed with structure and scale, and lowkey bored of the same playbooks, this episode is your permission slip to explore CS Ops. In this episode, I’m chatting with Justin, who went from traditional CSM to building CS Ops teams at IBM and transforming them at VMware. We break down what CS Ops actually is, why it’s way more strategic than ...
Apr 23, 2025•38 min•Ep. 65
Being a standout CSM today isn’t about working harder… it’s about working smarter. And if you’re not already using AI to do that, you’re missing a massive opportunity to save time, impress leadership, and build deeper customer relationships. In this episode, I’m sharing four creative ways you can leverage AI that have completely changed the game. From building thought leadership content, to optimizing your schedule, to making sense of messy data. If you’ve been curious about how to bring AI into...
Apr 16, 2025•22 min•Ep. 64
Job boards might seem simple. You scroll, you apply, you wait. But behind the scenes? There’s a whole hidden system at play that most job seekers never see. And if you knew how it really worked, you’d job hunt completely differently. In this episode, I’m sitting down with Olivia, our Director of Customer Success and a the go-to hiring insider who’s been behind the curtain at Indeed and Data People. She’s breaking down what actually happens to your application, whether ‘Easy Apply’ is helping or ...
Apr 09, 2025•47 min•Ep. 63
Ever walked out of an interview wondering, “Did I ask the right questions?” “Did I get all the information I really needed?” Let’s make sure you never feel that way again. In this episode, I’m giving you ten power questions that’ll help you stand out, impress hiring managers, and get the real intel you need to make smart career moves. We’re ditching the generic “What are the next steps?” and replacing it with strategic, credibility-boosting questions that show you’re thinking ahead. Want to know...
Apr 02, 2025•25 min•Ep. 62
Ever walked out of an interview thinking, Did I sound too stiff? Was I awkward? Why didn’t I click with the interviewer? Interviews aren’t just about saying the right things. They’re about connection. If you’re so focused on being “perfect” that you forget to sound like yourself, you might be holding yourself back. In this episode, I’m sharing seven actionable tips to help you sound more natural, build rapport, and actually connect with your interviewer. By the end, you’ll know exactly how to tu...
Mar 26, 2025•20 min•Ep. 61
Ever walked into a new job thinking it was the one , only to realize you just stepped into a nightmare? Let’s make sure that NEVER happens to you. In this episode, I’m breaking down seven major red flags you cannot ignore when searching for your dream Customer Success role so you don’t end up in a job that makes you miserable. I’m joined by Bri, one of our amazing coaches inside Carly Agar Training, who’s deep in her own CS job search, and together, we’re unpacking these red flags with real-worl...
Mar 19, 2025•51 min•Ep. 60
If there is one certainty in your customer success career, it is this: things will change. Whether it's new initiatives, restructuring, or evolving processes, staying ahead is non-negotiable. In this episode, I am breaking down exactly how to handle the constant change that comes with being a CSM. Think of this episode as your tactical guide to staying ahead. If change has you overwhelmed and you feel like it never stops, this episode is for you. Tune in for practical strategies on how to effect...
Mar 12, 2025•21 min•Ep. 59
Do you think the only way to advance your customer success career is through job-hopping? It’s time to rethink that approach because I'm going to show you how to make a strategic internal career move. In this episode, I'm breaking down exactly how to create your dream role without even leaving your company. I’ll share my personal blueprint – the exact steps I took to make this internal career move successful. I’ll break it down simply, so whether you’ve been considering this move or it’s a new i...
Mar 05, 2025•28 min•Ep. 58
Are you unintentionally blocking your own path to opportunities like promotions, transitioning to different teams, managing larger accounts, engaging in cross-functional projects, or securing a raise? If you're not progressing in your customer success career as you'd hoped, the answer might be yes. In this episode, I'll explain how you could be unintentionally stalling your customer success career growth. I'll debunk the four biggest myths that keep CSMs stuck, guide you through a quick self-ass...
Feb 26, 2025•28 min•Ep. 57
Would you believe that a single 30-minute coaching session could lead to a $215K job offer? That's precisely what happened to one of our recent clients, and I'm thrilled to unpack this incredible story for you. In this episode, I'm taking you behind the scenes to reveal how one coaching session transformed my client’s approach to interviewing and led her to a $215,000 job offer, all by refining the way she shared her stories. Tune in to discover exactly how she shifted from struggling with job-s...
Feb 19, 2025•28 min•Ep. 56
Are you ready to impress at your next CSM interview presentation? If you haven’t listened to part one, I recommend you go back and listen to that one first, but in this part 2, I am letting you in on six sneaky things you can do in your next CSM interview presentation to wildly impress the hiring team and get that offer. Tune in to learn how to master your content delivery, engage your audience, show professionalism, and more as you prepare to make a lasting impact. There's so much valuable insi...
Feb 12, 2025•21 min•Ep. 55
Do you dread the thought of a CS interview presentation? People love to hate these, but not me! That’s why, in part one of this two-part series, I am diving into how to nail your CS interview presentations. I’ll share everything I have learnt from my experience as a hiring manager and a coach who has helped over 800 aspiring professionals. I’ll break down the three most common types of presentations and shed light on the first four critical assessment criteria. Tune in for practical tips and str...
Feb 05, 2025•21 min•Ep. 54
Are you ready to make a bigger impact at your customer success job this year? Whether you're new to the role or a seasoned CSM looking for new ways to shine, this episode is packed with actionable strategies that will help you stand out. In this episode, I share nine super easy, time-efficient tips to elevate your performance and drive significant value for your company. I will break down each strategy into simple steps you can start implementing today. If you're eager to be recognized, secure p...
Jan 29, 2025•23 min•Ep. 53
Have you been toying with the idea of looking for a new CS job? This conversation has been coming up a lot lately, so I wanted to share with you when you know it is time to look for a new CS job. In this episode, I’ll dive into the common signs that indicate it might be time for a change. From the emotional trap of guilt to the frustrations of broken promises and toxic leadership, I’ll lay out the red flags that signal when it’s time to start looking for new opportunities. If the thought of look...
Jan 22, 2025•23 min•Ep. 52
Are you waiting for the CS job market to cool down before you start your job search? We know that 2024 was bananas for CS job seekers, but folks, I have news for you: it is not going to slow down. In this episode, I will dive into why traditional job search methods won’t cut it anymore and what you need to do to adapt to this new norm. I’ll share with you eight tangible things that you can apply to your job search to make it worth your while. Don’t let the competitive nature of the job market in...
Jan 15, 2025•30 min•Ep. 51
How do you get really good at talking about value with customers? While this topic is a little bit outside my usual content, it is a question I was recently asked, so I’m going to dive into how top CSMs nail customer value. In this episode, I'm giving you a masterclass on how to keep customers engaged and uncover what they really care about. I’ll let you in on the three critical skills every CSM needs and how to use them. These skills are things that you can keep improving no matter what level o...
Jan 08, 2025•27 min•Ep. 50
Are you struggling to stand out in your interviews? Wonder what it truly means to sell yourself as the best candidate for the role? Then you cannot afford to miss this episode! In part two of our two-part series, I pick up where we left off in part one and dive deeper into my five rules for selling yourself. I’ll share why you need to "don't imply it, say it," how to showcase your skills by saying it with conviction and how to use questions to fill the gaps. Tune in to transform the way you sell...
Jan 01, 2025•28 min•Ep. 49
Are you constantly applying for jobs but can't seem to get your foot in the door? Are you struggling to make it pass that crucial interview stage? Don't miss this episode where we crack the code on how to SELL yourself as the best candidate for any job! In part one of this two-part series, I'll guide you through the art of self-promotion in job interviews, focusing on the powerhouse strategy of using "I" instead of "we". Learn from real-life examples as I step you through the first two of my fiv...
Dec 25, 2024•39 min•Ep. 48
Everyone knows that moment in an interview when things are going smoothly, and suddenly, the interviewer asks about something you’re less confident about. Should you bend the truth, or stick to honesty? In this episode, I'm sharing a straightforward framework that will help you handle these challenging moments with both confidence and integrity. I’ll guide you through how to respond to tough questions and provide practical examples of how to apply these strategies in your interviews. If you’re r...
Dec 18, 2024•29 min•Ep. 47
