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

What if the only thing standing between you and a job offer you actually want is a strategy you haven’t heard yet? In this episode, I’m breaking down the real story behind how Amy went from a brutal late-stage rejection at MongoDB to signing a $150K base offer, PLUS negotiating an extra 10K just weeks later.

You’ll hear the exact steps she took to rebuild momentum fast, the cold-outreach strategy that had hiring managers responding within 24 hours, the interview storytelling shift that instantly made her stand out from “qualified” candidates, and the pipeline and negotiation moves that turned one solid offer into a life-changing one. 

By the end, you’ll walk away knowing exactly how to regain control of your job search, rebuild confidence after rejection, and create the kind of momentum that makes opportunities come to YOU. If you want a job search process that actually moves you forward without burning yourself out, hit play and let’s dive in.

0:44 – Why Late-Stage Interview Rejection Doesn’t Mean Starting Over

4:21 – How Strategic Cold Outreach Can Unlock Interviews at Top Companies

8:25 – Why Your Interview Stories Need More “How” (Not Just Results) to Stand Out

12:15  – The Secret to Keeping Momentum: Juggling Multiple Opportunities, Even in Final Rounds

13:40 – Why You Should Always Negotiate Your Offer, Even If It Looks Great

15:44 – The Four Steps to Rebuild Job Search Momentum After Rejection 

🛎️ FREEBIES & RESOURCES:

What if the fastest way to rebuild your career confidence isn’t another resume update or headline hack, but a game you play at the holiday dinner table? In this quick, punchy episode, I share the deceptively simple activity I first tried with my own family and how it genuinely changed how I see myself and my career.

Instead of diving into another round of job searching advice, I break down the power of this crowdsourced strengths game and why hearing the real, non-sarcastic things your loved ones admire about you hits differently (especially when you’re feeling stuck or rejected). I’ll show you exactly how to play so it’s not awkward and how to use what you hear to interrupt those negative self-talk spirals.

If you’re feeling discouraged, wrestling with imposter syndrome, or just want to remind yourself what you actually bring to the table (career-wise, not just the mashed potatoes), this episode is your permission slip to get radically honest feedback from the people who know you best. Try this game, and you’ll realize you’re more resilient and capable than your circumstances would have you believe. So go ahead, hit play and let’s dive in.

1:49 – How to Use Crowdsourced Feedback From Loved Ones to Interrupt Negative Self-Talk

02:03 – The Real Reason Career Setbacks Feel Personal and How to Break Free from That Spiral

03:06 – How to Make Sharing Strengths Fun (Even with Sarcastic Families!)

05:10 – The Surprising Power of Hearing What Others Admire About You (Especially When You Can't See It Yourself) and Why Your Current Circumstances Aren’t Your Identity

07:06 – How to Store and Use Positivity for Your Next Spiral

🛎️ FREEBIES & RESOURCES:

AI isn’t here to replace you—unless you let it. What if you could flip the script and use AI to become the most valuable Customer Success Manager in the room, no matter what your company throws at you (or doesn’t)?

In this episode, I reveal the two high-impact ways CSMs are actually leveraging AI to stand out—one that repositions you as a trusted consultant to your customers and another that instantly fills the coaching and feedback void you’ve been frustrated about for years. Forget about asking ChatGPT to write your follow-up emails. This goes way deeper, and I’ll walk you through the strategies no one’s sharing.

I’ll show you exactly how to use AI to create thought leadership content that your customers crave (and remember you for), plus the step-by-step system I use with my private one-to-one clients to self-coach, level up core skills, and get actionable feedback faster than any manager ever could. You’ll learn how to build a bulletproof feedback loop and shift from vendor to trusted expert without needing anyone’s permission.

If you want to move from being replaceable to irreplaceable and get immediate, data-backed ways to make your customers care, get noticed by leadership, and truly accelerate your growth before the New Year, hit play and let’s dive in.

1:01 – Why Using AI to Summarize Emails Won’t Set You Apart

1:16 – How to Use AI to Become a Valued Expert, Not Just a Vendor

2:24 – The Fastest Way to Generate Thought Leadership Content That Customers Care About

4:04 – How to Add “Real Value” with Non-Product-Centric Insights

9:53 – Step-By-Step Guide: Coaching Yourself with AI When No One Else Does

14:13 – How to Build a Feedback Loop So You Level Up Faster Than Your Peers

🛎️ FREEBIES & RESOURCES:

Think your LinkedIn profile is working hard to get you noticed by recruiters? Think again. Most job seekers (yes, even experienced CSMs) are practically invisible and it has nothing to do with the job market, your background, or even your Customer Success resume.

In this episode, I break down the six silent LinkedIn mistakes that are killing your visibility and sabotaging your chances of landing the roles you actually want in Customer Success. I’ll pull back the curtain on what recruiters really see when they search for candidates, and I’ll reveal the rapid-fire profile fixes that skyrocket your discoverability and make recruiters reach out to you with genuinely exciting roles. From headline secrets to the crucial recommendation trick, you’ll get the step-by-step playbook that finally gets your LinkedIn working for you—not against you.

You’ll walk away with a punchy, recruiter-magnet profile and the confidence that you’re not missing out on career-changing opportunities just because of a few overlooked details. Hit play and let’s dive in.

1:49 – How Recruiters Use LinkedIn and How LinkedIn Recruiter Search Filters Really Work

4:37 – The Biggest LinkedIn Mistakes Real Job Seekers Are Making—Revealed by a 100-Profile Audit 

7:16 – The Exact Headline Update That Gets You Noticed (And Boosts Your Visibility)

9:52 – Quick Fixes For Your Skills Section That Make You Show Up in the Right Searches

12:27  – What to Write in Your Experience Section to Attract Interviews. Plus a 2-Sentence Summary Formula

14:28 – Why Your Recommendations Are Crucial and How They Influence Hiring Decisions

16:14 – How Your Activity Section Can Instantly Make or Break Your Credibility

18:02 – How a Simple Photo Change Can Help You Finally Get That Interview

🛎️ FREEBIES & RESOURCES:

What if the only thing holding back your Customer Success career is a resume that’s getting ignored even though you KNOW you bring the results, experience, and drive? 

In this episode, I share the real story of Maya, a seasoned Customer Success Manager (CSM) with a killer track record who was stuck applying into the void. She thought her Customer Success resume was fine... until we tore it apart and rebuilt it, turning walls of blah text into sharp, specific highlights that proved her impact in seconds.

I’ll walk you through the exact five-step strategy we used, including how to lead with proof, cut the fluff, show off your results and how you got them, and make sure every bullet shines whether you’re staying in your field or switching industries altogether. 

You’ll learn why most resumes miss the mark and how to fix yours so recruiters and hiring managers can’t help but call you for interviews. If you’re tired of waiting for someone to notice you and ready to be the talk of the recruiting team, hit play. Your January job search will thank you.

2:05 – Why Your Resume Might Be Sending You Into the Job Search “Black Hole”

3:22 – How Showing Proof (Not Just Adjectives) Makes Hiring Managers Stop Scrolling

7:00 – The Three Questions Every Bullet Point Must Answer for Resume Success

10:00 – Why Explaining Your Process Is Key (Not Just Results)

13:27 – The Power of Making Your Resume Scannable (and ChatGPT’s Secret Editing Sauce)

15:45 – How to Translate Jargon Into Universally Understood, Career-Boosting Language

19:08 – The Five-Step Resume Audit to Get Noticed in January’s Hiring Frenzy

🛎️ FREEBIES & RESOURCES: