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#4559Executiveland53.8 / 100Get badge
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Executiveland

Hosted by Elizabeth Freedman

Listed under Business › Management, Business › Careers, Business

★5.0on Apple Podcasts · 3 recent reviews

The Unwritten Playbook of the C-Suite Executiveland is the podcast for senior leaders, aspiring executives, and anyone who wants to understand what it really takes to lead and succeed at the top.

41 episodes · publishes weekly · latest 2026-09-03 · ~33 min/episode

Rank

#4559

Substance

53.8

/ 100

Breakdown

Scored 2026-09
Updated monthly

Finance rank

#488 of 548

Best B2B Finance Podcasts →

Across the index

#4559 of 6203

Substance

Top 73%

outscores 27% of the index

Why it scores where it does

Executiveland ranks #4559 on The B2B Podcast Index with a substance score of 53.8 out of 100, scored across 5 recent episodes. It scores highest on insight density and originality. The episode delivers a handful of actionable frameworks (75% reconnection rule, event stakes checklist, best-question technique, 90-day kill cycles) that a senior leader could implement. However, large stretches are consumed by extended personal anecdotes, repetitive affirmations, and recycled platitudes - 'know, like, and trust' surfaces multiple times and Simon Sinek is cited twice - dragging down the per-minute idea yield substantially.

The five-dimension breakdown

Averaged across 5 recently scored episodes, with cited evidence.

Insight Density

12.6 / 20

The episode delivers a handful of actionable frameworks (75% reconnection rule, event stakes checklist, best-question technique, 90-day kill cycles) that a senior leader could implement. However, large stretches are consumed by extended personal anecdotes, repetitive affirmations, and recycled platitudes - 'know, like, and trust' surfaces multiple times and Simon Sinek is cited twice - dragging down the per-minute idea yield substantially.

“there's the 75% reconnection rule. And what that means is that if you're going to intentionally spend four hours a month networking, three of those hours should be spent connecting with the network you already have, as opposed to going out and finding new people.”

“we end up categorizing the different types of events that you go to into a low, medium, and high stakes. And as a leader, you should only be going to high-stakes events.”

Originality

11.4 / 20

The episode coins some memorable terminology ('dopamine handshake,' 'unintentional audience abuse,' 'conversational concierge') and the 75% reconnection heuristic is a crisp reframe of common advice. However, the conceptual scaffolding leans heavily on widely circulated frameworks - the Go-Giver, Simon Sinek's why, and standard CRM drip logic - offering little that is genuinely contrarian or first-principles.

“And it's just this dopamine handshake where we're both feeling great and we're starting a conversation off on a very positive note.”

“unintentional audience abuse is we've we've all sat in an audience where the speaker is speaking to just facts, figures, and platitudes”

Guest Caliber

9.8 / 20

Keith Bailey brings credible practitioner grounding - Marine Corps background, global sales roles in apparel - and now runs a coaching firm with genuine client work in AEC, legal, and industrial real estate. From a strict B2B operator lens, however, he is primarily a communications coach and facilitator rather than a scaling founder or C-suite executive who has built or run a significant business, capping the depth of battlefield-tested insight.

“I had eight fun-filled years in the Marine Corps”

“I did uh global sales for for two prominent brands in the apparel industry”

Specificity & Evidence

10.4 / 20

A few named anchors - Tom Mitchell at DLR Group with his birthday-song ritual, Scott Tibbets and the Mars rover actuator company - add texture, and specific heuristics (75% rule, 90-day cycles, top-five list) are usable. The episode lacks hard outcome data, ROI figures, or before/after case studies that would move it into high-specificity territory.

“the gentleman by the name of Tom Mitchell, he's the senior principal for the DLR group”

“he built a company that ended up uh building the actuator motors that uh activated the Mars rover when it landed”

Conversational Craft

9.6 / 20

The host surfaces useful topic transitions (tools/systems, career transition scenarios, remote-work context) and occasionally shares her own experience to prompt candid responses. However, she is uniformly affirming, never challenges a framework or asks for disconfirming evidence, and several questions are explicitly leading - telegraphing the desired answer before the guest speaks.

“I love that. Best question. That's so helpful, Keith.”

“is what I'm describing accurate from your view?”

Standout episodes

  • "Everything becomes easier when it's not about you." with networking expert Keith Bailey

    2026-08-06

    63
  • Encore: The Hidden Trap of Overgiving

    2026-07-02

    58
  • Why “Why Should Anyone Care?” Is The Most Important Question, with Chief Marketing Officer Roanne Neuwirth

    2026-06-11

    51

Rank over time

4 periods tracked.

Episodes

12 scored on substance · 40 tracked in total.

  • "Everything becomes easier when it's not about you." with networking expert Keith Bailey

    2026-08-06 · 49 min

    63 / 100
  • Encore: The Hidden Trap of Overgiving

    2026-07-02 · 21 min

    58 / 100
  • Every Leadership Team Has a Thinking Problem

    2026-06-18 · 25 min

    50 / 100
  • Why “Why Should Anyone Care?” Is The Most Important Question, with Chief Marketing Officer Roanne Neuwirth

    2026-06-11 · 49 min

    51 / 100
  • Encore: When Bad Teams Happen to Great Leaders: Why Smart Executive Teams Underperform

    2026-06-04 · 23 min

    47 / 100
  • Thinking About Leaving Corporate for Consulting? What Senior Leaders Need to Know First, with Coach Melisa Liberman

    2026-05-28 · 49 min

    76 / 100
  • "Our job is to do great things" - Maia Josebachvili, Chief Revenue Officer of AI at Stripe

    2026-05-21 · 38 min

    75 / 100
  • Why Executives Lose Confidence in Leaders

    2026-05-14 · 23 min

    57 / 100
  • From ‘You’ll Never Make It’ to the C-Suite: Dr. DeRetta Rhodes, EVP & Chief People & Culture Officer, The Atlanta Braves

    2026-05-07 · 48 min

    78 / 100
  • “Every Time You Walk in the Room, You’re Being Evaluated” - Ricky Hopson, Catalent Group President and Chief of Staff

    2026-04-30 · 38 min

    76 / 100
  • Why Ego Is the New Enterprise Risk with Deborah Borg, EVP, Chief People & Culture Officer, IFF.

    2026-04-23 · 51 min

    78 / 100
  • Plot Twist: Your Executive Role Just Changed

    2026-04-16 · 14 min

    36 / 100

What listeners say on Apple Podcasts

★★★★★
Good for all business levels
This is great for anyone interested in insightful and helpful perspectives about success in the workplace - this is NOT just for people in the C-suite. I think Elizabeth shares stories and examples that are fascinating and educational - for anyone who works with and influences others. I like her compassion, humor, and energy.

- afreedman

★★★★★
CEO, TIMCO INTERNATIONAL SRL
Executiveland is EXACTLY the podcast C-suite professionals have been waiting for! Elizabeth has a fresh, no-nonsense take on common issues facing executive leadership. Her insider perspective and decades of experience in a variety of settings give her a unique perspective and insight into the challenges faced in what is often a (paradoxically) lonely space. Can’t wait for the next episode!

- Ceiling Unlimited

Frequently asked

What is Executiveland's substance score?
Executiveland scores 53.8 out of 100 for substance and ranks #4559 on The B2B Podcast Index. That puts it ahead of 27% of the B2B podcasts we rank and #488 of 548 in Finance. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is Executiveland worth listening to?
Executiveland is ranked on The B2B Podcast Index with a substance score of 53.8/100. See the five-dimension breakdown above to judge whether it fits what you're after.
Who hosts Executiveland?
Executiveland is hosted by Elizabeth Freedman.
How often does Executiveland publish?
Executiveland publishes weekly, has 41 episodes, released its most recent episode on 2026-09-03.
Which Executiveland episode should I start with?
Our highest-scoring recent episode is ""Everything becomes easier when it's not about you." with networking expert Keith Bailey" (63/100) - a good place to start.

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Frequently discusses

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

Executive Land · 3ExecutiveLand · 2East Suite Leader · 2NetflixBTSEast SuiteLeader.comThe Unwritten PlaybookMelissa Liberman CoachingAccentureNikeNorthrop GrummanShellIntelStripeOpenAIAnthropicLiving SocialGreenhouse

Guests who've appeared

Keith BaileyRoanne NeuwirthMelissa LiebermanMaia JosebachviliDr. DeRetta RhodesRicky HopsonDeborah BorgElizabeth Friedman

Topics this show covers

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

C suite · 27executive · 20high performance · 19executive succession · 19CEO coach · 18executives · 7senior leaders · 7Corporate Executives · 7Aspiring Executives · 6Executive readiness assessment · 2LinkedIn engagementRelationship capitalArticulated Intelligencestrategic relationship developmentevent stakes checklist75% reconnection ruleCRM relationship dossiersbest question conversation technique

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