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The Success Path

Career Coach @The Success Path | Helping career-pivoters break into Customer Success | Former GTM Leader at hyper-growth SaaS startups (Apollo, Lob, Twitter) | AI Advisor @University of San Francisco

I'm a career transition coach, helping professionals break into tech in GTM/Sales/Post-Sales roles. Subscribe and join over 10,000+ career transitioners who make more than $200K a year 🚀

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Featured Post

👇 Best Slack Communities to Join to Break Into Customer Success 🚀

Here are 5 Slack communities worth joining this week! Most people start networking the week they need a job. That is the worst possible time to start. By then, you are reaching out cold, a little desperate, asking strangers for referrals you have not earned. It rarely works. The people who break into CS the fastest did the opposite. They built their network months before they needed it. So when a role opened up, they already knew someone on the inside. Here is the part nobody tells you: a lot...

4 days ago • 2 min read

Sales win the customer. The CSM keeps the customer. Most people think a Customer Success Manager is fancy customer support. That one misunderstanding is why so many qualified career changers never even apply. So let me clear it up. A CSM is not the person who fixes the ticket. A CSM is the reason the customer never wants to leave and spends more next year. Here is the real job, in plain English: Sales win the customer. The CSM keeps the customer. In a subscription business, keeping them is...

13 days ago • 1 min read
Stop quoting the lowest CSM salary you found on Google. In 2026 that number is the floor, and it is costing career changers $30k a hire.

Customer Success Manager Salary in 2026: The Real Numbers The same customer success role pays $59k to one person and $180k to another in 2026. Same title. Same year. Wildly different pay. Here is the problem. Most people breaking into Customer Success find the lowest number on Google and assume it is the ceiling. It is the floor. When you anchor to the wrong benchmark, you can leave $30k to $50k on the table in a single offer. Over five years, that is a down payment. So here are the real 2026...

20 days ago • 2 min read
Person working remotely at a desk with dual monitors and a task board

The friendly, relationship-first CSM is the exact profile getting screened out before a human reads their resume. I know because that was almost me. I broke into Customer Success as a career changer with no CS title on my resume. What finally worked was not better relationship stories. It was learning to talk about retention and expansion in dollars. The market is still hiring. Over 1,200 remote CSM roles are open at any moment, paying $100K to $200K-plus. The jobs are not the problem. The...

27 days ago • 1 min read
In 2026, fully remote Customer Success Manager jobs make up roughly 19% of the CSM market on LinkedIn. The other 81% want you in an office at least three days a week, or in a specific time zone, or both.

If you've got a friend filtering "remote" on LinkedIn and getting ghosted, forward them this email. They might be wasting an entire season on roles she cannot hold! Brutal stat from this week's research: only 19% of Customer Success Manager jobs on LinkedIn are actually remote in 2026. The other 81% are office-based, hybrid, or pretending to be remote with location strings attached. If you've been filtering "remote" and applying to 50 jobs a week, this is why you're hearing nothing back....

about 1 month ago • 2 min read
Person using a smartphone over a notebook

Welcome to my newsletter! 52% of employees feel they no longer matter at work! Not afraid of AI. Not resistant to change. Obsolete. If you have been quietly grieving your career for the last 18 months, you are not imagining things. You are in the 52%. Here is the part nobody is repeating loud enough. The World Economic Forum's Future of Jobs Report estimates that 92 million roles will be eliminated by 2030. And 170 million new ones will be created. Net gain, 78 million jobs. The story is the...

about 1 month ago • 1 min read
People working on laptops with notebooks and notebooks.

Welcome to my newsletter! If you're applying to CSM roles right now, the bar shifted last quarter, and nobody told you. The "trusted advisor" CSM is becoming the "AI-orchestrated revenue manager." That's not a buzzword. It's how hiring managers I talk to are rewriting their JDs. Here's what's actually changing: Old CS role: build the relationship, run the QBR, save the renewal New CS role: own NRR, interpret AI signals, design plays, and tell an ROI story a CFO will believe That's a real bar...

about 2 months ago • 2 min read