• 52: How to lead with presence: 5 habits every technology leader needs
    Jul 14 2025

    Join The CTO Playbook Slack Community to connect with other CTOs!


    Being busy isn’t your problem—being absent is.

    

    In this special episode, Adam dives into the hidden cost of not showing up—at work, at home, and especially as a leader. If you’ve ever coasted through a Zoom call, half-listened to a teammate, or checked your phone while spending time with your kids, this one will hit hard.


    Adam pulls back the curtain on what it really means to lead with presence—not perfection—and how that simple act can radically transform trust, engagement, and team performance. You’ll hear personal stories, hard-won lessons, and five tactical steps to build a leadership style grounded in consistency and connection. Whether you're burned out or just trying to level up, this episode delivers the wake-up call (and the playbook) you didn’t know you needed.


    You’ll Learn:


    • How showing up with full presence activates trust, connection, and influence
    • Why “being there” isn’t the same as actually being present
    • What distracted leadership signals to your team—and how it erodes performance
    • How to create friction against distractions and train consistent focus
    • Why celebration is a strategic act—not a soft one
    • How to structure 1:1s that deepen trust and engagement
    • What a simple “thank you” does to long-term team motivation
    • Why consistency beats charisma in high-stakes leadership
    • How to audit your calendar for high-impact presence opportunities
    • What missed moments teach us about recommitment and integrity


    Timestamps:


    [00:00] Introduction

    [02:20] Why presence matters more than perfection

    [03:08] The real meaning of “showing up”

    [03:47] Story: daughter calls out her dad for not watching

    [04:29] Story: child notices when phone is put away

    [05:07] Why absence creates disconnection—even in the same room

    [05:35] What presence looks like in a professional setting

    [06:10] How presence builds or destroys trust

    [06:45] Story: transforming a demoralized team through consistency

    [07:56] The role of showing up in changing team culture

    [08:25] Why presence includes celebrating wins

    [08:58] Story: the 15-minute celebration that stuck

    [09:50] Why being noticed beats being rewarded

    [10:36] What makes consistency so difficult

    [11:05] The support systems that enable presence

    [12:02] Step 1: know where presence matters most

    [12:22] Step 2: create friction for distraction

    [12:45] Step 3: celebrate outcomes deliberately

    [13:04] Step 4: practice active presence in 1:1s

    [13:30] Step 5: acknowledge your misses and recommit


    Resources Mentioned:


    The CTO Playbook Platform | Website


    Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.

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    15 mins
  • 51: Leadership, Change & Stillness: What Tech Leaders Can Learn from Hiking
    Jul 7 2025
    Join The CTO Playbook Slack Community to connect with other CTOs!You’re leading everyone else—but are you quietly abandoning yourself?This episode features executive coach and former engineer Natalya Tarasova, who brings a rare blend of technical credibility, Eastern philosophy, and mountaineering metaphors to the world of tech leadership. With a background in physics, machine learning, and organizational coaching, Natalya doesn’t just talk about change—she’s lived it through multiple career pivots and international moves. Her perspective is especially powerful for high-performing CTOs who’ve built their careers on delivering results but feel disconnected from their own needs.In this conversation, Adam and Natalya break down why so many senior tech leaders are brilliant at leading others but terrible at leading themselves. You’ll learn how to recognize when you’ve put yourself last for too long, how to approach inner transformation with the same strategy you’d use for scaling a system, and why burnout often hides behind high output. Expect unconventional insights on emotional regulation, breathing as a leadership tool, the myth of waiting until you’re “ready,” and how to rewire your mental architecture for sustainable impact. This episode is a must-listen if you’re ready to stop sprinting and start leading from stillness.You’ll Learn:How high performers unknowingly sabotage themselves by avoiding stillnessWhy “putting yourself first” is essential—not selfish—for sustainable leadershipHow to use mountaineering metaphors to map out complex personal growthWhat breathing techniques reveal about nervous system regulation under stressHow to shift from reactive change to intentional transformationWhy visualizing your “inner mountain” creates clarity in career transitionsHow to identify the emotional weight you're carrying that’s slowing your progressWhat Eastern philosophy teaches about integrating body, mind, and identityHow to coach others more effectively by first learning to coach yourselfWhy most CTOs delay change until they feel “ready”—and why that’s a trapTimestamps:[00:00] Introduction[04:58] What constant career change reveals about personal adaptability[06:36] The hidden cost of being too externally focused[09:08] Are you a victim of change or a driver of it[10:18] How to take control of your state and response[12:30] Why CTOs say they don’t know how to put themselves first[14:56] Using a mountain metaphor to visualize growth[17:05] Why high achievers struggle to slow down[18:16] The role of stillness in understanding motion[20:12] Why breathwork is the fastest reset for high performers[23:12] How to prepare for the next phase of your leadership[25:11] How to know when it’s time to move[27:09] What leaders need to leave behind to grow[28:12] Change is not linear—it’s a spiral[30:01] What most high performers miss when working on themselves[31:07] Why change starts with rewiring your identity[33:00] Giving yourself permission to fail and learn[35:03] Why emotional empathy can’t be intellectualized[37:06] How embodied wisdom changes your leadership presence[39:04] The hidden power of integrating personal and professional growth[41:05] How self-leadership creates ripple effects across teams[42:12] The 4-step change framework for CTOs[44:05] Why timing your next change is a skill, not luckYou can connect with Natalya on LinkedIn and learn more about her company, Tarasova Coaching on its website.Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.
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    46 mins
  • 50: From Chaos to Clarity: Using KPIs to Protect, Persuade, and Prioritize as CTO
    Jun 30 2025

    Join The CTO Playbook Slack Community to connect with other CTOs!


    Your KPIs aren’t just underperforming—some of them are actively lying to you.


    In this episode, Adam sits down with Lior Gerson, co-founder and CEO of Target Board, a company that's redefining how tech leaders track and prove their impact. With two decades of experience leading both e-commerce and SaaS companies, and advising giants like Macy’s and Sephora, Lior brings a brutally honest take on why most CTOs are flying blind when it comes to metrics—and how to fix it.


    This conversation is a no-BS breakdown of the most overlooked lever in engineering leadership: meaningful, actionable KPIs. You’ll learn how to turn your data into a defensive shield, why most dashboards are vanity theater, and what it actually takes to align your metrics with strategic business outcomes. If you’re a CTO tired of being reactive—or worse, irrelevant—this is your wake-up call. Expect a tactical playbook for building real visibility, accountability, and leverage inside your org.


    You’ll Learn:


    • How bad KPIs create blind spots—and how to replace them with metrics that drive results
    • Why most dashboards fail to align with business outcomes (and what to do instead)
    • How to use KPIs as a defensive shield to prove your value as a CTO
    • What engineering leaders can learn from consumer companies about data discipline
    • Why many CTOs unconsciously resist accountability—and how that holds teams back
    • How to build a metric system that connects engineering output to revenue
    • Why founder-led companies often ignore metrics—and what fractional CTOs must do differently
    • How to identify whether your team is measuring for impact or just checking boxes
    • What makes a KPI actually meaningful (hint: it’s not speed or story points)
    • How to avoid the DORA trap and surface the metrics your exec team actually cares about


    Timestamps:


    [00:00] Introduction

    [00:52] Why KPIs are critical infrastructure, not just reports

    [01:28] Common CTO struggles with metrics and alignment

    [03:54] The shock of entering a $100M SaaS company with no metrics

    [05:32] The impact of analytical leadership on performance

    [06:18] Why understanding other C-level roles gives CTOs an edge

    [07:12] How fractional CTOs prove impact fast

    [08:48] Why engineering teams resist accountability and tracking

    [10:51] How internal pressure forces KPI adoption

    [11:23] Using metrics as a defensive shield in leadership

    [12:42] How lazy KPI systems fail ambitious CTOs

    [14:11] Why every team needs different metrics to improve

    [15:28] Why most BI teams can’t deliver what CTOs need

    [16:42] How Target Board replaces data teams in days

    [17:52] Why DORA metrics don’t move the business needle

    [19:07] Connecting metrics to revenue and business outcomes

    [20:26] Why paychecks depend on the metrics people ignore

    [22:13] What causes misalignment between execs and data

    [23:31] How OKRs can sabotage team performance

    [25:01] Why full metric visibility empowers better decisions

    [27:01] Automating metric modeling across platforms

    [28:13] The hardest part of using KPIs effectively

    [29:58] The mindset shift needed to use metrics well

    [31:09] What data can’t fix when politics blocks accountability

    [32:28] A step-by-step playbook for KPI-driven execution


    You can connect with Lior and his company on Linkedin.


    Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.

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    34 mins
  • 49: What’s the Point of Your Tech Team? Why Most CEOs are Missing the Signals
    Jun 23 2025

    Join The CTO Playbook Slack Community to connect with other CTOs!


    "Compliance doesn’t make you good—so how do you really know if your tech team is any good at all?"

    

    In this episode, Adam sits down with Andy Graham, former CTO with 30 years of M&A and enterprise tech leadership, and Dane Eldridge, serial entrepreneur and CEO of Stackup. Together, they’ve built a deceptively simple tool that’s flipping the script on how tech leaders assess their teams—and uncover hidden risks before they explode.

    You’ll learn why most CTOs are unknowingly flying blind, how to detect the silent killers of innovation (like misaligned architecture or fuzzy definitions of "automation"), and how a single 30-minute assessment can surface the unknown unknowns holding your business back. Whether you're a scaleup CTO, a board member trying to evaluate tech health, or a founder wondering if your dev team is as strong as they say—they break down the real reason so many companies move slow, and how to fix it. You'll walk away with a new lens on language, leadership, and the hidden liabilities inside most tech functions.


    You’ll Learn:


    • How benchmarking reveals hidden risks and weak spots in your tech function
    • Why compliance frameworks can create a false sense of confidence
    • How to detect misalignment between your tech strategy and business goals
    • What most CTOs miss about the real cost of technical debt during scale-up
    • Why “automation” means different things to different teams—and why that’s dangerous
    • How to use Stackup’s 30-minute assessment to surface unknown unknowns
    • What poor communication habits are silently sabotaging CTO credibility
    • How to use objective scoring to drive strategic investment and track improvement over time


    Timestamps:


    [00:00] Introduction

    [04:41] Common pitfalls in developer-turned-CTOs

    [06:33] Triggers for assessing your tech function

    [08:00] How Stackup surfaces unknown unknowns

    [09:23] Real-world horror stories that drive urgency

    [10:07] Why misaligned language leads to costly misunderstandings

    [11:56] When tech due diligence reveals million-dollar mistakes

    [13:35] What technical debt really costs in scaleups

    [14:20] Why early architecture choices are critical

    [16:14] Planning upgrades with trigger points

    [17:45] How Stackup supports smarter, faster decisions

    [20:39] Why slowness doesn’t show up on the P&L

    [26:15] Using storytelling to align leadership around tech

    [28:01] What Stackup assesses in just 30 minutes

    [29:47] Simple questions that reveal massive security flaws

    [31:08] Why shiny tools like AI won’t fix misalignment

    [33:22] How to counter hype with strategy and expectations

    [35:31] When to use Stackup as a new or evolving CTO

    [37:59] Proving your tech value with objective results

    [39:13] Why Stackup delivers reports in video and podcast formats

    [41:19] Running the assessment quarterly to track growth

    [43:12] Focusing on just four priorities for maximum ROI

    [45:10] How the scoring system ensures objectivity

    [47:31] Why most leaders want to improve—transparently

    [49:12] Upcoming AI-powered CTO assistant and benchmarking

    [52:06] Using Stackup data to shape strategy and performance


    You can follow Andy and Dane on LinkedIn and learn more about their work here.


    Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.

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    54 mins
  • 48: Why great CTOs slow down to think, and see what others can’t
    Jun 16 2025

    Join The CTO Playbook Slack Community to connect with other CTOs!


    "Most CTOs spend all their time chasing rabbits—and miss the real future right in front of them."

    

    In this sharp, no-fluff episode, Adam cuts through the chaos CTOs face daily and reveals the underrated superpower every tech leader must develop: strategic foresight. Forget firefighting and sprint planning—this is about learning to think deeply and see the horizon others can’t. Adam shares why boredom (yes, boredom) might be your secret weapon for unlocking creativity and how slowing down can give you the attitude needed to lead confidently instead of just managing crises. You’ll get a clear three-step playbook to zoom out beyond the immediate, create deliberate mental space, and build a network that challenges your perspective. If you’re ready to escape the cycle of reactive firefighting and step into real leadership, this episode will push you to rethink what it means to lead technology—and how to spot the future before it’s obvious to anyone else.


    You’ll Learn:


    • How strategic foresight shifts CTO leadership from reactive to visionary
    • Why boredom can unlock breakthrough creativity and clear thinking
    • How to create mental space for insight in a nonstop, distraction-heavy world
    • What the loneliness of leadership really means—and how to handle it
    • How to spot hidden risks and opportunities before they become urgent problems
    • Why zooming out beyond the quarter accelerates better decision-making
    • How to build a support network that challenges your perspective and expands your thinking
    • What deliberate stillness in your schedule does for creative problem-solving
    • How small early mitigations prepare you for future challenges without wasting resources
    • Why acting with conviction on unseen signals separates leaders from managers


    Timestamps:


    [00:00] Introduction

    [00:20] Why CTOs need to prioritize strategic thinking

    [01:30] The loneliness of seeing the future before others

    [03:00] Overview of the CTO playbook coaching programs

    [04:10] Analogy of terriers chasing rabbits to explain reactive behavior

    [05:10] Why CTOs get stuck solving immediate problems instead of leading

    [06:00] The value of seeing what others don’t yet see

    [07:00] Example of cascading impacts from a tech stack decision

    [08:00] How thinking several steps ahead expands perspective

    [09:00] Why being ahead of the curve can feel isolating

    [10:00] Personal story about early career risks and mitigations

    [11:00] Importance of finding a thinking partner or mentor

    [12:00] How natural abstraction helps in leadership altitude

    [13:00] The power of stillness and boredom for creative insight

    [14:00] Example of deliberate boredom sparking creativity in kids

    [15:00] How adults avoid boredom and lose creative moments

    [16:00] Using walks and notebooks to capture ideas without distractions

    [17:00] Integrating stillness into calendars as a priority


    Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.

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    18 mins
  • 47: The Future of Distributed Architecture and Durable Execution with Temporal CTO, Maxim Fateev
    Jun 9 2025
    Join The CTO Playbook Slack Community to connect with other CTOs!What if the most complex part of your backend system... just vanished?In this episode, Adam sits down with Maxim Fateev, CTO and co-founder of Temporal, a platform quietly revolutionizing how distributed systems are built at companies like Stripe, Snap, and Netflix. With a career spanning Amazon, Google, Microsoft, and Uber, Maxim brings a rare, battle-tested perspective to the chaos of modern infrastructure.This conversation unpacks why the old way of building event-driven systems is fundamentally broken—and how Temporal’s concept of durable execution makes reliability and scale feel effortless. You’ll learn why your devs are wasting thousands of hours on boilerplate, how workflows are being redefined by AI, and why most “modern” architectures are really just legacy spaghetti in disguise. If you care about developer velocity, rock-solid uptime, or building tech that doesn’t implode at scale, this one’s a must-listen.You’ll Learn:How durable execution eliminates retries, race conditions, and orchestration chaosWhy event-driven systems create hidden coupling—and how to break itHow Amazon’s early monolith shaped a new paradigm for backend scaleWhat makes step functions a step backwards in modern architectureHow to write workflows that survive failures, restarts, and region-wide outagesWhy most business logic doesn’t need YAML, queues, or 12 microservicesHow to scale from prototype to production without rewriting core systemsWhat AI agents reveal about the future of workflow orchestrationHow Temporal boosts developer productivity by 5–10x in real-world teamsWhy durable execution is becoming the backbone of enterprise AI systemsTimestamps:[00:00] Introduction[00:37] Why durable execution matters in distributed systems[03:36] The pain of monoliths and the shift to microservices[05:19] Why events create tight coupling in architecture[07:00] Amazon’s early attempt at workflow orchestration[07:50] Why AWS step functions fall short[09:08] How durable execution actually works[10:44] Open-source vs cloud-hosted Temporal[12:48] Multi-region replication and total uptime[13:58] Write workflows in code, not configs[15:50] Is Temporal just for big companies?[16:37] 5–10x productivity gains with durable execution[18:26] Durable execution as a new middleware layer[20:03] Replacing bloated cloud architecture with one function[21:10] When not to use Temporal[23:03] Netflix’s switch from Spinnaker to Temporal[24:15] Language support and runtime challenges[25:03] New features: priority queues and fairness[26:36] Nexus: long-running RPC calls with full durability[28:34] Getting started with Temporal[30:19] Why Max stepped down as CEO[32:14] Durable execution powering AI workloads[35:18] Why AI agents need orchestration[37:03] Saving state between agent calls[39:34] Durable execution vs traditional AI workflowsResources Mentioned:Amazon Simple Workflow Service | WebsiteAWS Step Functions | WebsiteTemporal (Open Source) | WebsiteTemporal Documentation and Courses | WebsiteAzure Durable Functions | WebsiteTemporal Slack Community | WebsiteIf you want to learn more about Max’s work, follow him on LinkedIn.Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.
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    45 mins
  • 46: The CEO’s Playbook for Hiring the Right CTO with Warren Beazley
    Jun 2 2025

    Join The CTO Playbook Slack Community to connect with other CTOs!


    Most CEOs hire the wrong CTO—not because of a talent shortage, but because they don't know what they're actually looking for.

    

    In this episode, Adam sits down with returning guest Warren Beazley—known across the UK tech scene as The CTO Recruiter. With nearly 30 years in the industry and a track record of 96%+ retention rates, Warren specializes in helping founder-led and investor-backed companies make one of the most pivotal hires in their org: a world-class CTO.


    You’ll learn why most CTO searches fail before they begin, how top CEOs are quietly mapping their talent pipelines long before they’re hiring, and the exact behavioral tools Warren uses to identify true leadership fit—not just technical skill. Whether you’re a CEO hiring your first tech exec or a CTO positioning yourself for your next role, this episode reveals how high-stakes technical hiring actually works behind the scenes. Expect sharp insights on filtering through noise, diagnosing culture clashes before they happen, and why gut instinct is no longer enough.


    You’ll Learn:


    • How elite CEOs reverse-engineer their CTO hires for long-term fit
    • Why mapping your talent market beats relying on inbound candidates
    • How Warren’s “12-month success review” technique clarifies role expectations
    • What most CEOs get wrong about job specs—and how to fix it
    • How behavioral surveys predict executive compatibility before it’s too late
    • How to test for strategic thinking without asking cliché interview questions
    • What to do when you’re not the candidate’s first choice—and how to tell
    • How to spot red flags in resumes that even experienced recruiters miss
    • Why most hiring failures aren’t about skills—they’re about culture mismatches


    Timestamps:


    [00:00] Introduction

    [00:37] Why the CTO hiring market is still tough in 2025

    [05:07] What makes hiring CTOs more like poker than chess

    [07:15] The difference between founder-led vs investor-led hiring

    [10:18] Why great CEOs pivot and redefine their own role

    [12:16] Why most companies don’t know who their top candidates are

    [14:03] Employed vs. unemployed CTO hiring strategy

    [15:00] How to pitch your company to elite CTOs

    [16:13] Why money isn’t the main motivator for great candidates

    [17:41] The “12-month success review” for defining your ideal hire

    [20:00] Why job ads fail and how to create story-driven ones

    [22:03] Mapping the market to uncover passive candidates

    [25:00] The challenge of filtering hundreds of resumes

    [27:00] How structured interviews speed up good hiring

    [29:16] What your resume should reveal—but probably doesn’t

    [31:14] Culture and compatibility: the real reasons hires fail

    [33:00] How behavioral surveys predict long-term fit

    [36:03] Using personality data to shape interview questions

    [38:06] Why a 3-day decision window makes or breaks offers

    [40:01] Setting salary expectations early to avoid breakdowns

    [42:15] Open feedback channels that improve CTO retention

    [45:03] What really happens when a great hire walks away


    You can learn more about Warren's work on his website. or you can book a FREE 10 Minute call to understand if his hiring blueprint would work for you.


    Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.


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    53 mins
  • 45: From Crisis to Clarity: Rob Kalwarowsky’s Playbook for Transformational Leadership
    May 26 2025

    Join The CTO Playbook Slack Community to connect with other CTOs!


    What if the part of you causing burnout is the same one that got you where you are?


    In this episode, Adam sits down with Rob Kalwarowsky—executive coach, TEDx speaker, and author of Capitalizing on Chaos—to explore how high performers can stop white-knuckling their leadership journey and start transforming from within. Rob has helped tech execs and founders all over the world how to fast-track deep change through his FIRE method, a unique four-step framework that rewires how we lead, scale, and relate to chaos itself.

    If you’ve ever looked “successful” on the outside while feeling stuck, burned out, or quietly miserable on the inside, this conversation will hit home. You’ll hear Rob’s deeply personal journey from MIT engineer to global coach, how internal family systems reshaped his leadership philosophy, and why chaos might be the exact catalyst you need. Expect mindset rewiring, counterintuitive truth bombs, and tools to break through the next ceiling in your growth.

    This one’s not just about business. It’s about the human behind the title.


    You’ll Learn:


    • How Rob’s FIRE method rewires leadership by turning inner chaos into strategic clarity
    • Why imposter syndrome signals deeper misalignment, not personal failure
    • What Internal Family Systems reveals about the voices that shape executive behavior
    • How high achievers unknowingly sabotage themselves by clinging to “productive” masks
    • Why logical self-talk fails—and what actually works to shift emotional patterns
    • What guilt and overachievement often hide in leadership dynamics
    • How emotional check-ins create trust and coherence in your inner team
    • Why leaning into chaos can unlock innovation, not just survival
    • How to evolve your leadership identity without losing your edge


    Timestamps:


    [00:00] Introduction

    [06:13] The cost of a “perfect” life

    [08:42] The role of coaching and therapy in real growth

    [11:41] What Internal Family Systems therapy reveals

    [13:21] Why mindset hacks don’t solve deep issues

    [15:11] Even destructive inner voices have a purpose

    [16:27] Rob’s 6-minute self-leadership exercise

    [16:53] Step 1 of the FIRE method: find your reason

    [17:32] Step 2: ignite the masks and uncover inner blocks

    [21:56] Step 3: rapidly transform your identity

    [25:04] Step 4: expand and evolve your leadership

    [26:17] Why fear shuts down innovation

    [28:00] How to lead teams through disruption

    [30:10] Chaos opens new possibilities for growth

    [31:33] Summary of the FIRE method

    [32:57] The importance of guided transformation

    [35:55] Why leadership growth is deeply personal


    Resources Mentioned:


    How to Handle a Bad Boss | TEDx Talk

    Saboteur Assessment | Website

    Internal Family Systems by Dr. Richard Schwartz | Website

    Movie: Inside Out


    If you want the first 2 chapters of Capitalizing on Chaos for FREE, sign up for Robs newsletter!


    Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company Synova Tech.

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    39 mins