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AI Customer Success Brief

AI Customer Success Brief

Von: Jeff Kushmerek
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What operators are actually building with AI in customer success -- past the prototype and into production. Each episode covers a real implementation: the problem, what got built, and how it got deployed. No vendor pitches, no roadmap theater. CS leaders, CCOs, and post-sales operators talking about what's running on their teams right now. Hosted by Jeff Kushmerek, founder of Infinite Renewals. 25 years in CS and professional services. Sponsored by Infinite Renewals.© 2026 Infinite Renewals Management & Leadership Ökonomie
  • The Claude Skill That Killed 8 Hours of Account Planning Prep | Ejieme Eromosele
    Aug 14 2026

    Ejieme Eromosele took enterprise account planning prep from eight to ten hours down to fifteen minutes by building a structured Claude skill. The reason it worked that fast is the part most teams skip: she had been running a real account planning process manually for years before any AI touched it.

    She knew what a finished plan had to contain. She knew where the prep time was going. She knew which account managers were doing the thorough version and which ones were not. The skill just compressed something that already existed.

    In this episode:

    Why account plans were taking eight to ten hours, and the six systems the team was pulling from to build one
    The external research gap that nobody had time for, and why walking into an expansion conversation without it goes badly
    Why she built a skill rather than a project or a saved prompt, and what that fixed about consistency across the team
    The seven inputs feeding the plan, including contract terms, call recordings, CRM notes, and deep research
    Why one step in the workflow hands off to Gemini instead of staying in Claude
    How she got it through her own InfoSec review before turning it on for everyone
    What the fifteen minutes actually buys, and the honest version of the economics

    ABOUT EJIEME EROMOSELE

    Ejieme Eromosele is an award-winning Customer Success and Revenue executive and an AI in Customer Experience advisor, guiding hundreds of enterprises on AI strategy and deploying AI solutions across customer journeys. She has built and scaled post-sales functions from the ground up, including as a company's first VP of Customer Success and Account Management and as GM of an international expansion.

    Earlier in her career she built The New York Times' first formal Customer Experience function, proving the link between customer satisfaction and subscriber retention and earning the NYT Publisher's Award. She also spent a decade in management consulting at PwC and Accenture.

    Ejieme is the founder of Success in Black, a global community of 5,000 members advancing Black talent in tech and Customer Success, and co-author of The Customer Success Talent Playbook. She serves as a board member, advisor, and angel investor to early-stage startups. She holds a BA in Economics and an MBA in Strategy and Global Business, both from NYU.

    Connect with Ejieme: https://www.linkedin.com/in/ejieme/

    CHAPTERS

    00:00 Eight hours to fifteen minutes
    00:15 Why enterprise accounts are the hardest to plan
    02:35 The problem she set out to solve
    05:08 The process that already existed
    05:50 Why she built it as a Claude skill
    07:03 The seven inputs that feed the plan
    08:17 Six systems, eight to ten hours
    09:11 Prototyping it herself
    10:17 Handing one step to a different model
    11:00 Getting it through InfoSec
    13:21 What changed
    14:55 The economics
    16:22 Why the sequence matters

    ABOUT THE SHOW

    The AI Customer Success Brief is for post-sales operators past the prototype stage. Every episode is about somebody who built something their team actually uses, not a demo that lives in a chat window. Hosted by Jeff Kushmerek, founder of Infinite Renewals and author of Retention Starts in Implementation.

    Subscribe for new episodes.

    WORK WITH US

    Not sure where your team actually stands on AI? Take the free AI Readiness assessment. Ten questions, and you get a readiness tier and an action plan based on the Infinite Renewals AI Capability Maturity Model.


    Built something your CS team uses every day? Come on the show.

    https://calendly.com/infiniterenewals/ai-cs-brief-recording


    Jeff Kushmerek on LinkedIn: https://www.linkedin.com/in/jeffkushmerek/
    Infinite Renewals: https://infiniterenewals.com

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    17 Min.
  • He Replaced the Health Score With a Renewal Probability Tool | Sean Reid, Supermetrics
    Aug 4 2026

    Sean Reid runs customer success for EMEA and JAPAC at Supermetrics. He went back through the churn on his install base and found that sixty-two percent of it was avoidable, with signals present weeks before anyone acted. The health score that was supposed to catch it spoke a language only the CS team understood, so he removed it and built a renewal probability in its place.

    This episode covers the sequence he followed, which is the part most teams skip. He answered two process questions before he opened a single vendor conversation: how do you get CSMs thinking about risk from day zero instead of day minus ninety, and how do you show every other department that the work they do moves the renewal. Then he built the score with Claude as the working partner and weighted it forty percent system, sixty percent human, which is close to the inverse of how most vendor health scores are built.

    We also get into his definition of the agentic CSM, which is a CSM managing agents that handle transactional work rather than a CSM who uses AI to write emails.

    Chapters:
    00:00 Sixty-two percent of the churn was avoidable
    0X:XX Why health scores stopped moving anyone outside CS
    0X:XX The two questions Sean answered before building
    0X:XX Renaming the score to renewal probability
    0X:XX The 40/60 split and why the human side is larger
    0X:XX What changed across legal, product, and leadership
    0X:XX Defining the agentic CSM


    The AI Customer Success Brief is produced by Infinite Renewals. We help PE-backed SaaS companies build AI into post-sales operations, starting with the process work that has to happen before anything gets deployed.


    Find out where your CS team actually stands. Ten questions, two minutes, and you get a readiness tier and an action plan: https://info.infiniterenewals.com/cs-ai-assessment

    Work with us: https://www.infiniterenewals.com
    Come on the show: https://calendly.com/infiniterenewals/ai-cs-brief-recording
    Jeff Kushmerek on LinkedIn: https://www.linkedin.com/in/jeffkushmerek/
    Sean Reid on LinkedIn: https://www.linkedin.com/in/sean-reid/

    Subscribe for new episodes on what post-sales teams are actually running in production.

    #CustomerSuccess #AI #SaaS #RevenueOperations #CustomerRetention

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    19 Min.
  • We Replaced Gainsight in 60 Days and Built Our Own CS Platform | Ashley Stallings, Salsify
    Jul 8 2026

    Ashley Stallings at Salsify made a call most CS leaders won't: when their Gainsight renewal came up, they didn't shop for a replacement. They built one.

    In two months, her team migrated off Gainsight and into an internal platform called VIP (Value Intelligence Platform), built on Replit. It runs a Salsify-built LLM that pulls product usage, industry data, case studies, and pitch context into a single account view for every CSM.
    This is what a well-governed, engineering-backed AI build actually looks like in production -- including the parts that didn't go smoothly.

    Topics covered:

    Why Salsify replaced Gainsight in two months and what forced the decision
    How VIP was built on Replit and what it actually does for CSMs
    The internal governance model: how AI projects get submitted, reviewed, and prioritized
    Build vs. buy: the real argument CSP vendors make and why it's a false choice
    What "handing it to a qualified team" actually means -- CICD, VPNs, data access controls
    Health score problems: why they rebuilt from scratch and moved to segment and industry-specific scoring
    Variance data as the new leading indicator -- top movers, not static red/yellow/green
    The CSM cockpit vision: telling reps where to focus instead of letting them default to whoever's loudest
    What they lost during the migration and how they're getting it back
    The hackathon that produced a cohort-based outreach tool -- built by CSMs, not engineers

    customer success, AI customer success, Gainsight alternative, build vs buy, CSP replacement, Salsify, post-sales AI, customer success platform, CS operations, AI in SaaS, HubSpot customer success, health score, CSM tools, post-sales operations, Infinite Renewals

    Jeff Kushmerek is the founder of Infinite Renewals and the author of Retention Starts in Implementation.

    🎙️ AI Customer Success Brief is sponsored by Infinite Renewals.
    📩 Find Jeff on LinkedIn: linkedin.com/in/jeffkushmerek
    🌐 infiniterenewals.com

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    16 Min.
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