Hosted by Joe Di Grande
Listed under Business
Tired of Customer Success conversations that sound like they were written by a vendor's PR team? The Customer [Un]Success Podcast cuts through the noise to expose what’s actually broken in Customer Success, and other GTM roles, and what to do about it.
29 episodes · publishes weekly · latest 2026-04-06 · ~41 min/episode
Rank
#609
Substance
62.2
/ 100
Breakdown
Scored 2026-08
Updated monthly
Across the index
#609 of 1056
Substance
Top 58%
outscores 42% of the index
The Customer UnSuccess Podcast ranks #609 on The B2B Podcast Index with a substance score of 62.2 out of 100, scored across 5 recent episodes. It scores highest on guest caliber and insight density. Genuinely senior and relevant practitioner: a Chief Customer Officer with 20+ years spanning a $40B+ regulated enterprise and multiple tech startups, giving her credible perspective on both worlds.
Averaged across 5 recently scored episodes, with cited evidence.
A few useful concepts (anti-goals framing, the structured prioritization interview test, the EBR knowledge tell) but heavily diluted by generic career advice, agreement filler, and small talk about Christmas sweaters and LinkedIn Lunatics.
“maybe starting out with writing out things that you absolutely do not want”
“I give a list of five things and I want them to prioritize it”
The anti-goals concept and the deliberately-ambiguous interview exercise are reasonably fresh, but much of the episode recycles common career advice ('know thyself,' 'do your research,' 'use ChatGPT') without contrarian or first-principles thinking.
“it's easier for folks to think in anti-coals”
“be willing to take a step back in title if everything else matches up”
Genuinely senior and relevant practitioner: a Chief Customer Officer with 20+ years spanning a $40B+ regulated enterprise and multiple tech startups, giving her credible perspective on both worlds.
“I'm joined by Miranda Dekonsky. She's the chief customer officer at FEXA”
“at a company that was a very large $40 plus billion dollar a year company. I spent nine years there managing a portfolio of accounts”
Some concrete texture - named enterprise logos, a detailed walk-through of two contrasting candidate responses, the seven-day EBR trap - but the bulk is hypothetical scenarios rather than real outcomes, dollar figures, or measurable results.
“just GM, Toyota, AstraZeneca, Bosch, Ford”
“you have a EBR that is due in seven days, and you have uh 10 Zendesk tickets”
The host asks relevant follow-ups and steers the conversation, but defaults to constant agreement ('100%', 'I love it') and never challenges or pressure-tests any claim, including the contrarian title-downgrade advice.
“100%. Yeah, I love it”
“No, it's too, it's super interesting”
3 periods tracked.
11 scored on substance · 29 tracked in total.
How To Win Over The C‑Suite and Turn Champions Into Heroes w/ Rachel Provan CEO of Provan Success
2026-04-06 · 50 min
Stop People-Pleasing, Start Outcome-Pleasing w/ Jess Szivos VP of Customer Success at Invisory
2026-03-23 · 48 min
Chaos Threshold: Startup CS Vs Enterprise w/ Maranda Dziekonski Chief Customer Officer at Fexa
2026-03-09 · 41 min
From Surprise Non-Renewal To Sales-CS Alignment w/ Guy Galon Chief CS & Revenue Leader at Obrela
2026-02-23 · 35 min
The True Cost Of A Bad-Fit Customer And How To Walk Away w/ Shari Srebnick
2026-02-09 · 50 min
Saying Yes Too Much Hurts Results w/ Lindsey LeFaivre VP of Customer Success at AchieveIt
2026-01-26 · 37 min
How We Turn Angry Clients Into Loyal Advocates w/ Rob Zambito CEO of Success Scaled Consulting
2026-01-12 · 47 min
Digital CS, Done The Hard Way w/ Madelyn DePrey Global VP of Customer Success @ Aircall
2025-10-20 · 37 min
From Fake Leads to Firm Ethics: Rebuilding Trust w/ Jerry Van Vort VP of CS @WUWTA
2025-10-06 · 44 min
Leading Without a Playbook w/ Stephanie Blair
2025-09-29 · 36 min
The Silent Competitor: How One Client Deployed a Rival Solution Under the Radar w/ Kristi Faltorusso
2025-09-22 · 39 min
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