Episodes

  • Why Green Health Scores Still Churn
    Oct 14 2026

    Ninety percent of this company's enterprise accounts were flagged green. They still lost seven of them, and two million dollars in ARR with them.

    Anika Zubair, founder of The Customer Success Pro, has led and built CS organizations at Karbon, inSided, and Griffin. This week she sits down with Adam Jay and Dale Zwizinski on the question most health scores never answer: are you measuring what your customer is doing with your product, or what it's actually doing for their business?


    Anika breaks down why NPS is a vanity metric, how AI and vibe coding are compressing how long customers will wait for value, and the exact renewal she lost early in her career by being too nice instead of too commercial.

    We discuss:

    • Why green health scores measure usage instead of outcome
    • What "value amnesia" is and why it has to be fought every conversation
    • Why AI and vibe coding are shrinking customer patience for time to value
    • The renewal Anika lost by focusing on being liked instead of being useful
    • Why NPS doesn't tell you anything about revenue risk

    Chapters:
    (00:00) Why customers don't actually buy your product
    (00:33) The Kombucha Cloud scenario: 90% green, still lost $2.1M in ARR
    (03:26) Who owns defining customer success from day one
    (05:46) Why GRR risk starts before the contract is signed
    (09:11) The dashboard blind spot: CS is built to look backward
    (11:44) How vibe coding shrank customer patience for time to value
    (14:20) Why product managers need a seat in CS conversations
    (19:37) The renewal Anika lost by being "too nice"
    (24:03) Fixing "value amnesia": how often is often enough
    (33:27) Monday Morning Move: audit your green-to-churn accounts
    (37:26) Uncensored Questions: NPS, firing a CS team, the future of the title

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    44 mins
  • Why a Comp Plan Can Pay Out Clean and Still Miss
    Oct 7 2026

    A comp plan can pay out like a record quarter even when bookings land at 61%.


    AJ Bruno, co-founder and CEO of QuotaPath, joins hosts Adam Jay and Dale Zwizinski to work out who is accountable when it does.


    They get into why AJ wants the CEO to sign off on comp, how short CRO tenure changes the picture, and where AI fits when it helps write the plan. AJ also scores Adam's Monday Morning Move.


    We discuss:

    • Why a rep at 70% of target can still be paid 85% of OTE
    • Why AJ wants comp signed off at the CEO level
    • What the CAC layer cake says about the real cost of a deal
    • Why QuotaPath's admin NPS sits near 60 while rep NPS sits near zero
    • Where AJ, Adam, and Dale land on clawbacks and mid-quarter plan changes


    (00:00) The CRO who lasted two and a half months

    (00:30) A made-up company that paid out on a miss

    (02:45) How a rep at 70% of target takes home 85% of OTE

    (04:15) The CAC layer cake and the real cost of a deal

    (05:00) Why the CEO blames the CRO, and the three envelope story

    (09:50) Who is accountable when AI builds the comp plan

    (15:40) Admin NPS 60, rep NPS zero

    (18:25) Nineteen month CRO tenure and boards that don't tell the truth

    (24:25) Clawbacks, windfall clauses, and retention-based pay

    (30:25) Monday Morning Move: AJ scores Adam's comp plan test

    (36:20) Why changing a comp plan mid-quarter breaks trust

    (37:55) Uncensored Questions: pay compression, Atlas bias, and dream vacations


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    44 mins
  • Your Best Sales Reps Don't Know Why They're Winning
    Sep 30 2026

    Most sales teams can win their best year ever and still not be able to explain why.

    Jeff Bajorek, founder of Parabola Consulting and author of Rethink The Way You Sell, has spent his career pushing sales teams past comfortable half-truths. He joins hosts Adam Jay and Dale Zwizinski to dig into why so few companies actually know why they win.

    They get into the uncomfortable questions most sales leaders avoid asking, and what AI is doing to make the problem worse.

    We discuss:

    • Why success is a worse teacher than failure
    • How AI is flattening every company's messaging into the same pitch
    • The five questions Jeff asks a client's best customers
    • What happens to a sales team when its top performers retire
    • Why perfectionism is quietly killing sales performance

    (00:00) The cost of knowledge vs. the value of expertise
    (00:49) The $42M distributor that can't explain its own best year
    (03:42) Why success is a terrible teacher
    (07:37) The 5/15/80 rule for why reps don't know why they win
    (09:52) Why most companies still don't do enablement well
    (10:44) When everyone claims to be the "gold standard"
    (13:33) Where mediocrity is actually useful, and where it isn't
    (24:32) Jeff's two-circle framework: what your best rep does and why your best customer buys
    (25:58) The five questions for killer customer conversations
    (30:20) What Jeff got wrong about why he was winning
    (36:22) Monday Morning Move: find the gap between what your reps think and why customers buy
    (39:45) Uncensored Questions: AI, sales training, and hard truths

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    46 mins
  • The Comp Plan Mistake That Quietly Kills Team Trust
    Sep 23 2026

    Firing people is the kindest thing you can do.


    Barrett Brooks spent years as COO of ConvertKit, scaling the company past $30M before becoming an executive coach to founders and leaders. He joins hosts Adam Jay and Dale Zwizinski for a conversation about the uncomfortable side of people-first culture.


    They get into what most leaders get wrong about kindness, accountability, and the gap between what a company says it values and what it actually rewards.

    We discuss:

    • Why a "people-first" culture can quietly protect your worst performers
    • The real reason firing conversations get avoided, and why that's not kindness
    • How to close the gap between stated values and lived behavior
    • Building comp plans for intrinsically motivated, creative salespeople
    • A simple exercise to learn what actually drives the people on your team

    Chapters:
    (00:00) Treating coaching like an athlete's craft
    (01:29) Talent as a Culture Multiplier
    (02:18) The hidden cost of an overly people-first culture
    (05:00) "We should have fired more people"
    (06:17) Setting boundaries like you would with a toddler
    (09:14) The 1% of managers willing to have the hard conversation
    (11:28) Where values collided with P&L at Kit
    (14:50) What actually builds a winning culture
    (18:46) Rebuilding a team after burnout
    (25:56) The unsolved psychology of comp plans
    (31:55) Monday Morning Move: closing the culture-phrase gap
    (38:40) The Craft & Commerce speaker equity story
    (41:48) Uncensored Questions

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    47 mins
  • The MSP Mistake That Breaks Sales, Support, and Trust
    Sep 16 2026

    Most MSP programs don't fail because of bad partners. They fail because nobody built the foundation before trying to scale.

    Jon Purcell is the founder of Untapped Channel Strategy and spent 13 years building channel programs inside Apple, VMware, and Workiva. He joins Adam Jay and Dale Zwizinski to break down why so many channel programs look busy on paper while producing almost nothing.

    They dig into comp plan misalignment, pricing mistakes, and the expectations that sink MSP programs before they launch.

    We discuss:

    • Why signing 20 MSP partners on day one guarantees chaos instead of momentum
    • How a mismatched comp plan quietly turns reps against your own channel program
    • Why Apple's MSP program was built backward, for the vendor instead of the partner
    • What it actually means to turn an MSP into a "super user" of your technology
    • Why enterprise pricing models break the moment you apply them to MSPs
    • The MDF trap that forces partners to spend first and wait to get reimbursed

    Chapters:
    (00:00) Jon's lawn analogy: why some companies won't buy no matter what

    (00:48) The Grumpy Walrus Cloud story: 20 MSP partners, 8% close rate

    (02:08) Why companies skip foundations before building MSP programs

    (04:09) How comp plans quietly break channel programs

    (05:22) Turning MSPs into super users

    (10:00) The biggest mistake vendors make in the first 90 days

    (13:33) Why Apple's MSP program was broken from day one

    (15:54) Why enterprise pricing models don't work for MSPs

    (21:33) The MDF trap that breaks channel programs

    (24:14) Why leadership still treats MSP programs like a side project

    (28:52) Monday Morning Move: audit your MSP program in one week

    (34:44) Uncensored Questions: VMware, Broadcom, and ConnectWise


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    39 mins
  • The Homepage Mistake Everyone Is Making Right Now
    Sep 9 2026

    Every homepage on the internet just added "AI" to it. Anthony Pierri says most of them didn't need to.


    Anthony Pierri has looked at more B2B homepages than almost anyone alive. As co-founder of FletchPMM, he's run positioning sprints for 500+ SaaS companies, and this week he sits down with Adam Jay and Dale Zwizinski on the decision every GTM team is dodging right now: is your AI feature making the product you already sell better, or are you quietly becoming a different company? Anthony breaks down why Klaviyo's repositioning worked, why Gong's homepage keeps changing every year, and why founder-led sales collapses the moment you try to scale it. If your traffic dropped after your last rebrand, this episode explains why that might not even be the real problem.


    We discuss:

    • Why AI features confuse buyers when positioning isn't decided first
    • What Klaviyo's repositioning reveals about trading old customers for new ones
    • Why creating a new homepage category every year might mean it isn't working
    • How founder-led sales narratives fall apart at scale
    • The one question every exec team should answer before a rebrand

    Chapters:
    (00:00) Are your customers really asking for AI agents

    (00:50) The Waffleboard Analytics scenario: an AI rebrand gone wrong

    (01:42) Why Klaviyo's CRM repositioning was worth the traffic hit

    (03:36) The Paramore problem: you don't keep the old fans

    (06:50) What happens when founders ignore repositioning advice

    (08:20) Does every buyer expect AI built in now

    (10:37) HockeyStack's pivot from attribution to AI agents and back

    (15:47) Why AI tools still can't out-write a fast human

    (19:44) Why founder-led sales narratives collapse at scale

    (22:43) The Monday Morning Move homepage exercise

    (24:00) Categories, platforms, and the confusion they create


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    30 mins
  • The Metric That's Lying To Your Board
    Sep 2 2026

    Your pipeline just dropped 18%, ad spend hasn't moved, and nobody in the room can tell the board why. Sound familiar?


    Tas Bober, founder of The Scroll Lab, joins Adam and Dale to make the case that conversion rate might be the most overrated number in B2B marketing. They get into why she questions the board before she questions the page, the three buckets she uses to measure what's actually happening before a form ever gets filled out, and the real client numbers behind it, including a buried FAQ that lifted purchases 265% and a landing page rebuild that took meetings booked from 0.13% to 3.16%.


    They discuss:

    • Why questioning the board's assumptions comes before touching the page
    • The three buckets of measurement: pre-conversion, conversion, post-conversion
    • How a buried FAQ lifted one client's purchases by 265%
    • Why 76 touchpoints, not one landing page, decide most B2B deals
    • How to test attribution without cutting your whole budget blind

    Chapters:
    (00:00) Why tabbed blocks are killing your conversions

    (00:41) The Blissful Sugar Metrics scenario: pipeline down 18%

    (01:45) Question the board before you question the page

    (04:04) Why buyers need 76 touchpoints before they'll convert

    (05:01) The three buckets: pre-conversion, conversion, post-conversion

    (06:59) The Snagit FAQ that lifted purchases 265%

    (09:31) Why 85% of B2B buyers decide before your website matters

    (11:44) The dating analogy for why B2B still hides everything

    (21:58) Consumption vs. conversion: why the form fill isn't the finish line

    (31:21) How to test attribution without guessing

    (35:18) Monday Morning Move: audit your highest-spend landing page this week


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    47 mins
  • What AskElephant's Founder Learned Building AI for Revenue Teams
    Aug 26 2026

    A deal slips, the VP pulls the call recordings, and the postmortem always ends the same way: "take better notes." Woody Klemetson says that's never once fixed anything.


    Woody Klemetson, Founder and CEO of AskElephant, ran sales teams for over a decade before building the AI layer he wished he'd had. Adam and Dale put him in the hot seat with a real deal-slippage scenario, and Woody breaks down why the actual failure point is almost always shitty discovery, not bad notes. They get into BANT versus DICTATE, why reps stay quiet instead of asking leadership for help, the line every revenue team building with AI needs to hear, and why most companies buy tools for themselves instead of their reps.


    We discuss:

    • Why postmortems and "take better notes" never fix a slipping deal
    • The real difference between engagement signals and BANT checkboxes
    • Why reps stay quiet instead of asking leadership for help
    • How AskElephant's memory graph rethinks CRM data and AI forecasting
    • The Monday Morning Move for running a deal review that actually works

    Chapters:
    (00:00) Introduction
    (02:03) Why "take better notes" never fixes anything
    (03:46) 99% of deals die from bad discovery
    (05:21) Why BANT is dead
    (07:58) The cost of reps not asking for help
    (11:00) The 8x8 morning huddle system
    (15:43) Standing out when every AI pitch sounds the same
    (18:38) Is AI making sales reps think less
    (28:23) The telephone game killing million-dollar decisions
    (34:21) Why AskElephant built a memory graph instead of a data table
    (36:24) Monday Morning Move: rebuild your deal reviews around why
    (40:14) Uncensored Questions

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    44 mins