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#609The Customer UnSuccess Podcast62.2 / 100Get badge
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Customer Success▲2343 this period

The Customer UnSuccess Podcast

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

Customer Success rank

#17 of 26

Best B2B Customer Success Podcasts →

Across the index

#609 of 1056

Substance

Top 58%

outscores 42% of the index

Why it scores where it does

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.

The five-dimension breakdown

Averaged across 5 recently scored episodes, with cited evidence.

Insight Density

13.4 / 20

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”

Originality

12.4 / 20

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”

Guest Caliber

15.6 / 20

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”

Specificity & Evidence

10.2 / 20

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”

Conversational Craft

10.6 / 20

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”

Standout episodes

  • Chaos Threshold: Startup CS Vs Enterprise w/ Maranda Dziekonski Chief Customer Officer at Fexa

    2026-03-09

    69
  • The True Cost Of A Bad-Fit Customer And How To Walk Away w/ Shari Srebnick

    2026-02-09

    67
  • How To Win Over The C‑Suite and Turn Champions Into Heroes w/ Rachel Provan CEO of Provan Success

    2026-04-06

    66

Rank over time

3 periods tracked.

Episodes

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

    66 / 100
  • Stop People-Pleasing, Start Outcome-Pleasing w/ Jess Szivos VP of Customer Success at Invisory

    2026-03-23 · 48 min

    52 / 100
  • Chaos Threshold: Startup CS Vs Enterprise w/ Maranda Dziekonski Chief Customer Officer at Fexa

    2026-03-09 · 41 min

    69 / 100
  • From Surprise Non-Renewal To Sales-CS Alignment w/ Guy Galon Chief CS & Revenue Leader at Obrela

    2026-02-23 · 35 min

    57 / 100
  • The True Cost Of A Bad-Fit Customer And How To Walk Away w/ Shari Srebnick

    2026-02-09 · 50 min

    67 / 100
  • Saying Yes Too Much Hurts Results w/ Lindsey LeFaivre VP of Customer Success at AchieveIt

    2026-01-26 · 37 min

    54 / 100
  • How We Turn Angry Clients Into Loyal Advocates w/ Rob Zambito CEO of Success Scaled Consulting

    2026-01-12 · 47 min

    78 / 100
  • Digital CS, Done The Hard Way w/ Madelyn DePrey Global VP of Customer Success @ Aircall

    2025-10-20 · 37 min

    83 / 100
  • From Fake Leads to Firm Ethics: Rebuilding Trust w/ Jerry Van Vort VP of CS @WUWTA

    2025-10-06 · 44 min

    80 / 100
  • Leading Without a Playbook w/ Stephanie Blair

    2025-09-29 · 36 min

    81 / 100
  • The Silent Competitor: How One Client Deployed a Rival Solution Under the Radar w/ Kristi Faltorusso

    2025-09-22 · 39 min

    81 / 100

Frequently asked

What is The Customer UnSuccess Podcast's substance score?
The Customer UnSuccess Podcast scores 62.2 out of 100 for substance and ranks #609 on The B2B Podcast Index. That puts it ahead of 42% of the B2B podcasts we rank and #17 of 26 in Customer Success. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is The Customer UnSuccess Podcast worth listening to?
The Customer UnSuccess Podcast is ranked on The B2B Podcast Index with a substance score of 62.2/100. See the five-dimension breakdown above to judge whether it fits what you're after.
Who hosts The Customer UnSuccess Podcast?
The Customer UnSuccess Podcast is hosted by Joe Di Grande.
How often does The Customer UnSuccess Podcast publish?
The Customer UnSuccess Podcast publishes weekly, has 29 episodes, released its most recent episode on 2026-04-06.
Which The Customer UnSuccess Podcast episode should I start with?
Our highest-scoring recent episode is "Chaos Threshold: Startup CS Vs Enterprise w/ Maranda Dziekonski Chief Customer Officer at Fexa" (69/100) - a good place to start.

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Frequently discusses

Companies, products and tools that come up most across this show's episodes.

Customer UnSuccess Podcast · 2The Customer Unsuccess Podcast · 2Provan SuccessInvisoryProven SuccessFexaGMToyotaAstraZenecaBoschFordGoogle SuiteMicrosoftLinkedInObrelaCS CycleAchieveItAtlanta Customer Success Conference

Guests who've appeared

Rachel ProvanJess SzivosMaranda DziekonskiGuy GalonShari SrebnickLindsey LefevreRob ZambitoMadelyn DePreyJerry Van VortStephanie BlairKristi Faltorusso

Topics this show covers

The themes that come up most across this show's episodes.

Customer Success as a functionNRR (Net Revenue Retention)Outcomes-focused onboardingC-suite stakeholder managementCustomer adoption psychologyAI agents in customer successSaaS retention modelsCRM data hygieneCustomer champions and expansionStakeholder mappingDiscovery calls30-60-90 day plansCustomer Success Starter KitWho's Who in the Zoo frameworkActive listeningKPI-driven success planningCustomer co-authoring of success blueprintsOutcome-pleasing vs. people-pleasing

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