Revenue Mind

It Doesn’t Have to Be This Hard | Claude Silver, Chief Heart Officer at VaynerX

From a 93‑day Outward Bound in the Colorado Rockies to hiding her sexuality at work and now holding impossible DEI conversations as Chief Heart Officer at VaynerX, Claude Silver shares why being yourself at work is both risky and necessary: change the song in your head, remove shame, add tenderness, and stop asking humans to act like machines.Key Takeaways• Back‑nine season: joyful service, big heart, total goofball.• Wilderness wake‑up: 93‑day Outward Bound → “get another song in your head.”• Dyslexia turned from school pain into one of her superpowers.• Hiding that she was gay at work led to shame and a fragmented life.• Emotional optimism: feelings as data for hard DEI + culture conversations.• The weight of “impossible” topics (racism, Oct 7) as a white Jewish leader.• Macro: remove shame, add tenderness; let people be “normally messy” at work.• Goal isn’t “I love myself” overnight—just helping people get to “I like myself.”
Timestamps00:00 Intro 01:20 “Who are you in this season?” — back nine, joyful service, goofball02:10 Taurus energy, love of human behavior, and being Chief Heart Officer03:30 Telling Gary V she’d write a book & why Be Yourself at Work exists05:30 93‑day Outward Bound story & “you better get another song in your head”09:05 Colorado / Leadville / Denver and mountain metaphors10:40 Learning differences: dyslexia, dyscalculia, school pain → superpower12:20 Abandoning herself by hiding she was gay at work; shame and a double life18:01 Brutal DEI day: emotional optimism, accountability, and a hard convo.24:50 The weight of “impossible” topics as a white Jewish leader32:52 Macro vision: Helping people get to “I like myself.”37:48 Where to find ClaudeLinksLearn more about Claude SilverLearn more about Jolie ShapiroLearn more about Revenue Mind

Don’t Be an Asshole | Ryan Barry, CEO of Appcues

From “fourth child” dad and self-described Peter Pan to tech executive navigating LinkedIn doom scrolls and shifting markets, Ryan Barry shares how playfulness and discipline can coexist: keep your values simple (be kind, work hard, don’t be an asshole), protect your energy, and stay present enough to lead at work and at home without burning out.
Key Takeaways• Simple family rulebook: find what makes you happy, work hard, don’t be an asshole.• Lower-middle-class roots = inclusivity, big table, relentless work ethic.• Hustle got him far—but unchecked hustle leads straight to burnout.• Boundaries are fluid: “WiFi’s broken” days, phone-free time, walks and hikes.• Limit the doom scroll: LinkedIn morning + night; learn more from real conversations.• Presence over pretending: if you can’t be fully there, step away.• Name the “flood”: walks, breathing, and simple meditation to reset (and teach his kids).
Timestamps00:00 Intro / “What makes you you?”02:00 Peter Pan adulthood, fatherhood, and shifting priorities06:00 Family values: happy, hardworking, and not being an asshole09:30 Lower-middle-class upbringing, immigrant mom, construction-worker dad, inclusivity14:00 Tech, LinkedIn doom scroll, and the comparison trap18:30 Boundaries: WiFi-free Saturdays, nature, fewer meetings, more white space23:00 Presence, energy, and how his mood impacts the whole company27:30 Flood moments, ADHD, anxiety tools, and meditating with his son31:30 Executive coaching, burnout, and not wanting to be “60 and lonely”34:00 Where to find Ryan
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Own the Seat You Choose | Warren Zenna, Founder of The CRO Collective

From CRO burnout and impostor syndrome to AI “bionics” and bot‑to‑bot buying, CRO Collective founder Warren Zenna argues that work is a choice, not a sentence: own the role you’re in, get honest about fit, build real competence, and lean on people so you don’t do it alone.Key Takeaways• Burnout = fit + ownership: you chose the role; change how you work or leave.• Success is a weak teacher; a misfit CRO stint clarified he’s a better coach.• Impostor syndrome drives overwork, weak hires, and reluctance to delegate.• Teams mirror leaders: blame and politics usually signal dodged responsibility.• Competence + communication: be excellent at your craft and at explaining it.• AI as bionics, not a mask: tools amplify you, but you still “pay the piper.”• Grounding > grinding: relationships, sleep, food, and movement keep you sane.Timestamps00:00 Intro /“What makes you you?”01:10 Parents, genetics, culture & identity03:20 CRO burnout, fit, and “no victims”08:10 Why the CRO role wasn’t for Warren10:30 Coaching CROs: impostor syndrome & self‑sabotage14:40 Leadership, responsibility, and political cultures16:40 What great CROs and companies do differently19:20 AI as bionics vs. fake competence26:00 AI agents in sales & bot‑to‑bot buying30:00 Staying grounded: people, self‑care, responsibility for others32:20 Why he built The CRO Collective / where to find WarrenLinksLearn more about Warren ZennaLearn more about Jolie ShapiroLearn more about Revenue Mind

Make a Game You Can Win, Chris Savage, Co-Founder & CEO of Wistia

From live-recording on Wistia’s new (beta) platform to reframing “failure,” funding, and mental fitness, Wistia cofounder/CEO Chris Savage shares how creative optimism and long horizons build durable companies: pick problems worth working on for years, listen hard, ship again, and design recovery so you don’t burn out.
Key Takeaways• Failure vs feedback: crickets → quit; caring feedback → iterate.• Choose a winnable game: align funding with your tempo (not “triple-triple-double”).• Small + patient can be an edge; timing is often slower than you think.• Recovery is a strategy: daily workouts ↑ stress capacity; delegate to protect energy.• Lead (and parent) by modeling—behavior ripples through teams.• Honesty compounds trust: own mistakes publicly and flip them into loyalty.• Use customers’ language; expect spike-drop-rebuild post-launch.
Timestamps00:00 Intro / “What makes you you?”02:00 UX tips: Stage view, pop-out, device-switch quirks05:20 “What makes you you?”—optimistic, excitable, pathfinding08:30 Failure vs. feedback; when to persist vs. walk away10:45 Webinars pivot: acquire → rebuild → months of low trials/no retention15:10 Funding fit & expectations: bootstrapped + debt buyback; different game18:30 Near-sale (2017) → “pretend we sold”: vacations, delegation, balance22:40 Stress & recovery: daily workouts, capacity, team leverage (oxygen-mask rule)26:00 Modeling at home & work; radical honesty (“we messed up” email)29:30 Wistia's success: right macro shift, patience, culture; be your own best customer33:00 Launch reality: spike → drop → compounding touchpoints34:30 Where to find Chris 
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Drop the Performance | Ben Wise, Founder of Storyd

From the highs of vibe-coding to the reality of bugs, burnout, and hype, writer/AI consultant Ben shares how to use AI as leverage without losing yourself. His mantra: slow is fast—own the work, calibrate risk, and double down on the only durable moat in an automated future: real human connection.
Key Takeaways• Use AI for leverage, not identity—watch the “God complex.”• Learn it before you delegate it; verify and own the code.• Abstraction creates cognitive debt—stay close to high-stakes work.• Entrepreneurship ≠ morality; luck and timing matter—set your risk bar.• Protect non-performative spaces; social + AI can distort self-worth.• Relationships outlast tools—connection drives health and resilience.
Timestamps00:00 Intro / “What makes you you?”02:47 Vibe-coding highs → bugs, burnout, humility07:05 Learning to program; owning security and outcomes15:16 AI’s limits: the “eager amnesiac intern” & “slow is fast”24:28 Pulling back from the praise-glaze / God complex30:38 Social media parallels; incentives & guardrails36:29 Mental health: delusions, boundaries, real-world checks49:43 Human connection as the future-proof moat53:28 Where to find Ben
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Life Isn’t an 800 | Natalie Marcotullio, Head of Growth and Product Marketing at Navattic

Former D‑1 sprinter turned growth leader, Natalie Marcotullio, knows that winning starts with knowing when to rest. She joins Jolie to riff on boundaries, bad first drafts, and why your Minimum Viable Product should come with a Maximum Viable Pause. If your Slack pings feel louder than your heartbeat, hit play. 
Key Takeaways• Athletic mindset = built‑in grit—but recovery is the power move• Saying no is a growth strategy; focus > FOMO• Fail fast, learn faster: your worst MVP is better than a perfect idea on ice• Data drives decisions, but self‑care drives you• Introversion can be a sales superpower• Autonomy > luxury lifestyle• Turn work into play
Timestamps00:00 Identity check: family roots & the runner’s edge02:57 Using an athletic mindset to outpace revenue fires05:57 Why the biggest lessons hide inside the losses09:03 The radical art of saying “no”12:01 Drawing lines so burnout can’t cross them15:12 Therapy, walks, and other legit leadership tools25:12 Level‑up season: taking on new challenges30:52 MVPs that keep the team (and budget) intact36:44 Decode team motivations, unlock collaboration38:37 Spotting burnout before it banners your calendar42:46 Creativity pops when you step away44:51 Building a culture where mental health is KPI #1
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Invite Your Muse | Brandon Fluharty, Founder of The Purposeful Performer

From grappling with childhood trauma and even a near-fatal health scare to closing eight-figure deals and choosing freedom over a seven-figure paycheck, revenue leader Brandon Fluharty unpacks the intentional routines, personal frameworks, and mindset shifts that transformed an insecure overachiever into a fulfilled high-performer living life on his own terms.
Key Takeaways• Lead with intention, not autopilots• Your voice > outside noise.• Your number isn’t your worth.• Routines and systems beat burnout.• Introversion can be a sales superpower.• Autonomy > luxury lifestyle.• Turn work into play.
Timestamps00:00  Intro / “what makes you you?”05:34  Systems → flow; invite the muse.08:23  Intentionality from childhood—going against the grain.10:58  Burnout: when outside voices drown your inner one.13:22  Skip $250K starters → pitch $25M problems.17:55  Introversion as a strategic superpower.24:42  “Insecure overachiever” & coping tools.33:15  High performance + a good life.36:47  Fork in the road—mini‑stroke & lifestyle choice.45:22  WORK → PLAY framework (Ponder, Leverage, Act, Yield).52:29  Perfect day → act & yield. 
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Turn Pain Into Progress | Devin Reed, Founder of The Reeder

From transforming childhood insecurities into million‑dollar storytelling skills to setting hard “one‑more‑thing” boundaries after missing his daughter’s first roll‑over, revenue leader Devin Reed unpacks the mindsets, warning flags, and daily resets that keep him centered while scaling side gigs and SaaS rocket ships.
Key Takeaways• Lead with story, not specs• Treat blue‑bird wins with gratitude—stay ready for swings• Dad duty > Slack after 4 pm• Create for joy, not just pay• Daily self‑compassion beats the inner critic• Friday pool‑and‑poker nights keep the tank full
Timestamps00:00  – Intro / “what makes you you?”02:20  – Hoops chat03:32  – Storytelling vs. imposter syndrome09:48  – $1M rookie year, gratitude breath11:37  – Clari hyper‑growth; new dad14:45 – Missed roll‑over → “one‑more‑thing” boundary19:00  – The Reeder scales to six figures22:57  – Keep creativity over cash29:00  – Friday pool‑&‑poker ritual30:21 – Learning self‑compassion37:19  – Pep talk: trust yourself 
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Play the Long Game | Sam Dunning, Founder & Host of Breaking B2B

From wedding‑venue discovery calls to six‑a‑side soccer tactics, agency founder Sam Dunning unpacks the mindsets, warning signals, and daily resets that keep him centred while scaling Breaking B2B. He and Jolie explore why a fat pipeline beats hard‑sell pressure, how styes shout “slow down,” and what two kids and one loyal pup can teach a revenue leader about presence.
Key Takeaways• A full pipeline sets you free because it lets you show up calm and human• Discovery is a two-way conversation built on mutual respect• Burnout speaks through your body long before your mind catches up• Kids and dogs are everyday teachers in presence and leadership• Movement clears the fog when your brain feels overworked• Creating daily routines builds leverage and protects your energy
Timestamps00:00 – Intro: chip‑on‑shoulder & “the game” mindset03:59 – Laid‑back sales posture & pipeline philosophy05:22 – Discovery call before demo (wedding‑venue example)06:35 – Detaching from outcome & filling the funnel09:11 – Sales‑call framework & mutual respect red flags11:01 – Freight‑train insight: Greece holiday panic & lost house key15:06 – Burnout’s voice: styes, stress and agency exit21:06 – Invisible hustle costs: late‑night U.S. calls24:33 – Delegating to protect mental health30:22 – Leadership lessons from a 5‑year‑old & 7‑month‑old34:06 – Pup‑powered intuition & match‑making story39:57 – Reset ritual: gym, football, walks43:16 – Where to find Sam44:14 – Closing thoughts
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Take Action | Jamal Hamilton, GTM Operator & Author of Architect Your Mind

From doom-scrolling to micro-wins, content creator Jamal Hamilton shares the inner work that helped him face one of the hardest weeks of his life—and still show up with purpose. He and Jolie unpack emotional escapism, what it means when “old Jamal” resurfaces, and why making your bed really is a mental health strategy.
Key Takeaways• “Action alleviates anxiety”—clarity comes from movement, not rumination• Vulnerability isn’t risky—it’s how we find our people• Escapism hides in plain sight: phones, hustle, even over-exercising• Micro-wins matter—stacking small victories builds momentum• Prompts and partners help when you don’t have the words• Helping one person is enough. Metrics don’t measure impact
Timestamps00:00 – Intro: layoffs, illness & emotional overload05:33 – A week from hell—and how he got through it10:38 – LinkedIn as therapy12:52 – Sharing the hard stuff builds community17:34 – Escape artist tendencies & naming the avoidance22:28 – “Action alleviates anxiety”—the quote that changed everything25:45 – When the next step feels overwhelming31:58 – Relationship tools: prompts for emotional clarity35:49 – Victory lists, daily reflection & redefining progress39:16 – Being human is hard—grace over grit40:43 – Where to find Jamal43:46 – Closing thoughts
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