Best CTO Academy Podcasts (2025)

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#784: Monday.com Global Creative Director Robbie Ferrara on clarifying the benefits of AI 27:41

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4h ago27:41

27:41

What if the biggest risk in deploying AI isn't the technology itself, but how your team is able to understand its most significant benefits? Agility requires more than just adapting your technology stack; it demands a flexible brand narrative and a creative approach that can evolve with customer sentiment and cultural shifts. This is particularly t…

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Tether Co-Founder: The Bitcoin Cycle Is Broken, And That’s Worse Than a Crash 42:33

3d ago42:33

42:33

In this episode of the Milk Road Show, Quigley delivers a blunt assessment of where crypto stands today: no clear pattern, no reliable upside, and a market that has quietly entered randomness. Bitcoin didn’t collapse… but it also didn’t deliver the upside that historically justified its risk. And once patterns break, investors lose their edge. ~~~~…

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#783: Typeface CMO Jason Ing on the paradox of hyper personalization and brand consistency 28:30

3d ago28:30

28:30

What happens when your brand has a million different voices speaking to a million different customers? Is that the pinnacle of personalization, or is it just brand chaos? Agility requires both the speed to personalize content for every individual as well as the control to ensure every one of those interactions faithfully represents the core brand. …

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Does Crypto Only Move on Liquidity? And Why 2026 Might Go Parabolic w/ Jamie Coutts 38:07

4d ago38:07

38:07

Bitcoin was supposed to melt faces in Q4… so why did the rally die on the launchpad? Today, Jamie Coutts returns on the Milk Road Show to break down the real forces that killed the Q4 breakout, and why the setup for 2026 might be the most explosive since 2020. ~~~~~ 🌐 ⁠⁠⁠Unlock the bridge between Wall Street and Web3, see how Chainlink makes tokeni…

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Crypto Storm Is Ending: How 2025 Pain Sets Up 2026 Gains w/ Jesse Eckel 41:43

5d ago41:43

41:43

The crypto market has been a mess of fake-outs, liquidations, policy shocks, and “is this the top?” anxiety, but according to Jesse Eckel, all that pain wasn’t pointless. It was the final act of the tightening cycle… and the setup for something much bigger. ~~~~~ 🌐 ⁠⁠Unlock the bridge between Wall Street and Web3, see how Chainlink makes tokenizati…

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#782: Salesforce Marketing Cloud CMO Bobby Jania on the end of "Do Not Reply" marketing 24:48

5d ago24:48

24:48

What if the most damaging phrase in your marketing isn't a four-letter word, but three simple ones: "Do Not Reply"? Agility requires more than just moving fast; it requires breaking down the walls between departments to respond to customer needs in the moment they happen. It’s about empowering every part of the organization to act as one cohesive b…

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Is Ethereum the Next Amazon? Haseeb Qureshi on Revenue, Profit & Long-Term Value 35:25

6d ago35:25

35:25

Ethereum has critics calling it “overvalued”… but what if everyone is looking at the wrong metric? In this episode, Dragonfly’s Haseeb Qureshi breaks down the viral debate that took over Crypto Twitter, and explains why Ethereum today looks a lot more like Amazon in its early years than most investors realize. ~~~~~ 🌐 ⁠Unlock the bridge between Wal…

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Me, My CTO & I (#15) Building High Performance Teams 56:37

6d ago56:37

56:37

Hosts Andrew Weaver and Sanjay Mistry discuss AI Integration, Layoffs, Job Titles and Managing Grief. Sanjay’s fireside chat is with special guest Chinmay Barve with a discussion about Building High Performance Teams. How do you define a HPT? What are meaningful outcomes? Managing speed vs quality How to repeatedly create value What are the measure…

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The Biggest Ethereum Risk No One Wants to Admit w/ Aryan Sheikhalian 33:06

6d ago33:06

33:06

In today’s Milk Road episode, we sit down with CMT Digital’s Aryan Sheikhalian to uncover the one risk for Ethereum almost nobody in the industry wants to talk about… and why it could define the future of onchain finance. ~~~~~ 🌐 Unlock the bridge between Wall Street and Web3, see how Chainlink makes tokenization actually work. 📊 Discover crypto’s …

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#781: CommerceIQ CMO Sai Koppala on retailer resilience through intelligent operations 25:36

7d ago25:36

25:36

What if the biggest threat to your brand’s profitability isn’t the next tariff or supply chain disruption, but an outdated playbook that forces you to choose between raising prices on loyal customers or sacrificing your margins? Agility requires more than just reacting quickly to market changes; it requires the intelligence to anticipate them and a…

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Circle CTO: The Blueprint to Become the World’s Financial OS & How Investors Can Profit From It 43:03

10d ago43:03

43:03

Circle isn’t just building USDC. They’re assembling the full operating system for global money, and in today’s episode of The Milk Road Show, Circle CTO Nikhil Chandhok reveals the blueprint behind it. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 in bonus crypto with Blocktrust IRA: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://out.milkroad.c…

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#780: Third-party partner experience and security with Haider Iqbal, Thales 31:04

10d ago31:04

31:04

What if the biggest threat to your brand’s agility and security isn't a competitor, but the welcome mat you lay out for your own partners? Agility requires not just the ability to move quickly, but the confidence to do so securely. It’s about building a foundation of trust that enables seamless collaboration without introducing unnecessary risk. To…

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Crypto Is in Hard Mode Now - But Zeneca Still Sees 3 Huge Opportunities 34:50

11d ago34:50

34:50

Crypto’s in hard mode, and Zeneca is here to explain why that’s not the death of the market… but the beginning of a smarter one. In today’s episode, we dive deep into why the “easy money” era is officially over, what’s changed beneath the surface of this cycle, and the three big opportunities Zeneca believes still have massive upside even in a toug…

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#779: Denodo CMO Ravi Shankar on why good data is critical to AI success 27:26

11d ago27:26

27:26

What if the multi-million dollar AI initiative you're championing is being silently sabotaged, not by a competitor, but by your own data infrastructure? Agility requires more than just fast decision-making; it requires a data foundation that can deliver insights at the speed of business, without the traditional delays of moving and duplicating info…

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Bitcoin Is Entering a New Market Structure & It's Stronger Than Ever w/ Matt Hougan & Ryan Rasmussen 47:21

12d ago47:21

47:21

Bitcoin feels like it’s been stuck all year… but Bitwise says that’s the wrong chart to watch.In today’s episode, Matt Hougan and Ryan Rasmussen reveal what’s happening beneath the surface and why this sideways chop is hiding the strongest structural setup Bitcoin has ever had. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 i…

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#778: Intuit Mailchimp's Diana Williams on moving from fragmentation to holiday sales success 29:06

12d ago29:06

29:06

During the chaos of the holiday season, is it possible for small retailers to turn their fragmented customer data into a perfectly timed, personalized marketing, or are they destined to just add to the noise? Agility requires not just collecting customer data from every channel, but having the insight and tools to act on it in the moments that matt…

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Retail Sells, Institutions Buy: The Biggest Misread of This Cycle w/ Sid Powell 44:45

13d ago44:45

44:45

In today's episode, we sit down with Sid Powell, CEO of Maple Finance, to dig into the forces shaping crypto right now: the yen carry unwinding, liquidity shocks, the October flash crash, stablecoin expansion, and what 2026 actually looks like once the dust settles. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 in bonus cryp…

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Will Bitcoin Drop to $56K? How to Survive the Downtrend w/ Matt Crosby 47:33

14d ago47:33

47:33

In today’s episode, Matt breaks down the exact charts, onchain signals, macro shifts, and psychological levels that forced him to hit the brakes, and the game plan he recommends for surviving this downtrend. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 in bonus crypto with Blocktrust IRA: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://out.milkroad…

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#777: Cisco's Chang Chang on how AI is turning the contact center into a profit center 25:39

14d ago25:39

25:39

Is your contact center ready to become a profit center? Agility requires not just adopting new technologies like AI, but also fundamentally rethinking how we structure our teams, measure success, and interact with customers. It demands a willingness to experiment, learn, and adapt quickly in a constantly evolving landscape. Today, we're going to ta…

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This Is How Crypto Replaces Banks: Cards, Stablecoins & Onchain Accounts w/ Itamar Lesuisse 29:03

17d ago29:03

29:03

In today’s episode, Ready CEO Itamar Lesuisse joins us to reveal how self-custody, stablecoins, and onchain payments are quietly turning wallets into full-blown neobanks… and why traditional banks aren’t ready for what’s coming next. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 in bonus crypto with Blocktrust IRA: ⁠⁠⁠⁠⁠⁠⁠⁠⁠…

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#776: Black Friday Special: Zappi CMO Nataly Kelly on the high-stakes world of holiday advertising 26:19

17d ago26:19

26:19

In a world drowning in data, is the 'big creative idea' for a holiday campaign an endangered species, or is it more critical than ever? Agility requires not just moving fast, but moving with confidence. It's the ability to validate creative instincts with real-world data, ensuring that your biggest bets are also your smartest ones. Today, we're goi…

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Arthur Hayes’ Crypto Outlook: Why Markets Are Set to Rip Into 2026 38:01

18d ago38:01

38:01

In this episode, Arthur breaks down the reason Bitcoin crashed, why the bottom is already in, and how a massive liquidity wave could send crypto vertical into 2026. Forget the ETF headlines and the fear-and-greed memes, Arthur explains what’s actually driving the market, and why most traders are still looking in the wrong direction. ~~~~~ 🤖 Let AI …

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Why the Next 18 Months Could Be Crypto’s Biggest Opportunity Yet w/ Avichal & Jesse Eckel 52:05

19d ago52:05

52:05

Crypto sentiment has been in the gutter… but what if the market is completely misreading what’s actually happening? In this episode, Avichal Garg and Jesse Eckel break down why the next 18 months may be one of the most structurally bullish setups crypto has ever had, even as everyone else is calling for a bear market. ~~~~~ 🤖 Let AI trade smarter t…

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#775: ZICO Coconut Water Founder Mark Rampolla on brand integrity and the courage to make tough decisions 28:49

19d ago28:49

28:49

For most entrepreneurs, the exit is the goal, as well as the end of at least that part of their story. But what if the end is actually a new beginning? Agility requires a deep understanding of your brand's core purpose and the conviction to protect it. This often means having the courage to reverse a decision that was once seen as the ultimate succ…

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Is Bitcoin’s Bounce a Bull Trap… or the Start of a Real Recovery? w/ Fefe 42:06

20d ago42:06

42:06

Bitcoin just bounced… but is this the real bottom forming, or the exact kind of pump designed to sucker everyone back in before another leg down? Today, Fefe, one of the only creators who publicly called the top in October, breaks down why he still believes every bounce could be exit liquidity, why market-structure has already confirmed a deeper co…

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#774: Seel CRO Laura Huddle on seeing customer returns as an opportunity 21:32

20d ago21:32

21:32

What if the most dreaded part of your customer's journey: the return, was actually your biggest untapped opportunity for growth? Agility requires brands to re-examine every part of the customer journey, especially the challenging post-purchase phase, and find hidden opportunities to adapt and strengthen customer relationships. It demands we turn op…

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A Massive Liquidity Shift Is Coming: How It Could Flip the Entire Crypto Market w/ David Duong 41:40

21d ago41:40

41:40

The crypto market just survived a three-standard-deviation crash… and according to Coinbase’s Head of Institutional Research, the most important liquidity signal in crypto is about to flip bullish. In today’s episode, David Duong breaks down why Bitcoin fell off a cliff, why December could mark a major turning point, and the macro forces that almos…

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#773: Building loyalty and trust through focused innovation with Lindsey Kling, Coterie 28:02

21d ago28:02

28:02

How can your brand build genuine loyalty that translates into long-term business value when customer expectations continually evolve? Agility demands a deep understanding of your customer, a willingness to experiment, and the ability to pivot quickly when needed. Today, we're going to talk about building loyalty and trust through focused innovation…

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How Robinhood Plans to Compete With Coinbase (And Win) w/ Johann Kerbrat 50:42

24d ago50:42

50:42

In today’s episode, Johann Kerbrat reveals the strategy behind their rapid expansion, their Bitstamp acquisition, their new Ethereum L2, and why they believe tokenised assets will reshape global finance. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 in bonus crypto with Blocktrust IRA: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://out.milkroad.com/Block…

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#772: Contentful CMO Elizabeth Maxson on AI-augmented human creativity in marketing 23:53

24d ago23:53

23:53

With increased AI Adoption, is the most valuable skill for a modern marketer empathy with customers, or is it successfully prompting? Contentful, in partnership with Atlantic Insights, The Atlantic’s marketing research division, recently conducted a study of over 425 marketing decision makers including 103 CMOs. This study, “When Machines Make Mark…

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Crypto Is Crashing… Why the Bull Case Is Still Alive w/ Matt Hougan & Ryan Rasmussen 44:25

25d ago44:25

44:25

In today’s episode of The Milk Road Show, we dig into the reasons the market is dropping, why institutions are loading up, and why this crash might actually set the stage for one of the strongest long-term bull cases in years. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 in bonus crypto with Blocktrust IRA: ⁠⁠⁠⁠⁠⁠⁠⁠https://…

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#771: Design Systems as a Digital Transformation Catalyst with Nigel Dennis, The Office of Experience 28:46

25d ago28:46

28:46

What if the very system you invested in to create brand consistency and efficiency is now the biggest thing slowing down your digital transformation and costing you innovation? Agility requires more than just speed; it demands a shared language and a foundational framework that allows teams to build, test, and innovate without being crushed by the …

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Ethereum’s Next Big Catalyst: Why Tokenized Assets Could Send ETH Parabolic w/ Joseph Chalom 44:28

26d ago44:28

44:28

Today, we sit down with SharpLink CEO Joe Shalom, one of the sharpest institutional minds in the space, to break down why tokenized assets, ETH restaking, institutional accumulation, and the rise of Digital Asset Treasuries could send Ethereum into a full-blown parabolic phase. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 i…

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#770: Constant Contact CEO Frank Vella on how B2B marketers and SMBs can partner for success 23:04

26d ago23:04

23:04

Is the increasing investment in marketing by SMBs a sign of growth and optimism, or is it masking a deeper struggle with confidence and effectiveness? Agility requires not only adapting to the rapid pace of technological change but also understanding the core challenges faced by your customers, like SMBs struggling to measure marketing ROI. It also…

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Why Bitcoin Could Fall to 60–70K: Michael Nadeau’s Full Bear Thesis 48:39

27d ago48:39

48:39

In this episode of The Milk Road Show, Michael reveals the exact signals that made him flip bearish, why Bitcoin may retest the 60–70K “fair value zone,” and what conditions would finally make him bullish again. If you want to understand whether we’re entering a new bear market or just cleaning out leverage, this is the episode you can’t skip. ~~~~…

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Crypto Looks Broken… But This Bull Market Isn’t Over w/ Kyle Reidhead 49:10

28d ago49:10

49:10

In this episode, Kyle cuts through the fear with actual logic: macro is still supportive, inflation fears are mostly nonsense, AI is reshaping liquidity flows, and crypto’s biggest problem right now isn’t price, it’s structure. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get up to $2,500 in bonus crypto with Blocktrust IRA: ⁠⁠⁠⁠⁠https://ou…

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#769: Zoom CMO Kim Storin on why growth problems are often brand problems 28:06

28d ago28:06

28:06

In a world obsessed with conversion rates and customer acquisition costs, have we forgotten the one thing that actually makes both of them better? Agility requires more than just the ability to react quickly to market signals. It demands a stable, strategic core—a brand—that provides the necessary context and direction to ensure your pivots are pur…

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Why Bitcoin Just Crashed Below $100K (And What Happens Next) w/ Delphi Digital 44:54

1M ago44:54

44:54

In today’s episode, we’re joined by Delphi Digital’s Jason and Ceteris, two of the most trusted analysts in crypto, to unpack what really caused the $30 billion wipeout, why the market’s still bleeding, and where the next bottom might be hiding. October 10th wasn’t just a bad day. It may have kicked off a full-on regime change in the crypto market.…

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#768: Infios Chief Innovation Officer Eugene Amigud on use-case driven success with AI 33:39

1M ago33:39

33:39

How can large organizations embrace the speed and adaptability of a startup while navigating the complexities of established processes and legacy systems, especially in the rapidly changing world of AI-driven consumer experiences? Agility requires adopting new technologies while fundamentally shifting how teams operate, experiment, and learn from d…

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Strategy CEO: Why Bitcoin’s Next Bull Run Might Be Powered by Wall Street Credit w/ Phong Le 38:42

1M ago38:42

38:42

Bitcoin’s next major rally might not come from retail FOMO, ETFs, or even the halving, but from Wall Street credit markets built directly on top of Bitcoin. In today’s episode, Strategy CEO Phong Le breaks down how his company raised $20B+ in 2025, invented an entirely new class of Bitcoin‑backed securities, and why products like Stretch, Stride, a…

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#767: Krisp.ai Co-Founder Arto Minasyan on voice AI and the customer experience 21:56

1M ago21:56

21:56

What if your customers could talk directly to your brand, without scaling your your customer service teams to a 1:1 capacity? This episode is brought to you by Krisp.ai, the all-in-one voice AI that makes every conversation sound professional. With industry-leading noise cancellation, real-time accent conversion, accurate transcription, and smart c…

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No More Altcoin Seasons? Welcome to the New Crypto Market Reality w/ Koroush AK 41:45

1M ago41:45

41:45

In today’s episode, trader and educator Koroush AK joins us to deliver a reality check: the days of “everything goes up” might be gone forever. With over 11 million tokens now flooding the market, the classic altcoin cycle playbook no longer works, and Koroush breaks down what’s replacing it. ~~~~~ 🤖 Let AI trade smarter than your emotions, and get…

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#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling 29:38

1M ago29:38

29:38

As we’re increasingly inundated with AI-generated content and algorithm-driven ads, what’s more powerful: yet another new technology, or the authentic voice of the small business owner on the corner? Agility requires not just reacting to market shifts, but deeply understanding the very fabric of the communities you serve and having the conviction t…

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Bitcoin OG Explains Why Crypto Was Built for AI, Not Humans & How to Profit from It | Erik Voorhees 41:34

1M ago41:34

41:34

What if crypto’s brutal UX wasn’t a flaw but a feature… for machines? In this episode, Bitcoin OG Erik Voorhees joins us to reveal why crypto wasn’t built for people; it was built for AI. From launching ShapeShift to building Venice AI, Voorhees has seen every major cycle. But today, he lays out a thesis few are talking about: that AI will adopt cr…

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BENCHTALK Podcast #209 | ART CAREER ACADEMY - How to Run a Stress-Free, Career-Building Art Exhibition 28:30

1M ago28:30

28:30

In this episode, Tom Gerrard sits down again with Claire Bradshaw from the Art Career Academy to unpack everything that goes into preparing for an exhibition — from concept and timing to marketing, mindset, and presentation. Fresh off his solo show 20 Shot Sequence at Lennox Street Gallery, Tom shares his own process, lessons learned, and mistakes …

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Why Bitcoin’s Next Big Move Could Be $180K, Not $80K w/ Matt Crosby 51:01

1M ago51:01

51:01

In this episode, we sit down with Matt Crosby from Bitcoin Magazine Pro, one of the sharpest data-driven analysts in the game, to unpack whether this bull market is just catching its breath or already topping out. Matt gets into onchain signals, volatility compression, ETF flows, and why the current cycle looks nothing like 2017 or 2021. ~~~~~ 🤖 Le…

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#765: Hexagon AB's George Chang on building a unified system of marketing measurement 25:04

1M ago25:04

25:04

When it comes to your digital experience, how often does a ‘great idea’ from a senior leader’s gut feeling get completely dismantled by actual user data? Agility requires the willingness to be wrong and the systems to prove it quickly. It’s about building a culture that values learning over being right and relentlessly iterates based on real human …

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How Solana Gets to $2,000 | The Institutional Playbook Revealed w/ Cosmo Jiang 45:16

1M ago45:16

45:16

In this episode, Cosmo Jiang (General Partner at Pantera Capital) breaks down exactly how Solana could grow into a multi-trillion-dollar asset, and why institutions are betting big while retail investors check out. We get into the rise of DATs, how Pantera’s Solana Company is outperforming top validators, and the secret playbook for growing Solana-…

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#764: Closing the gap between brand promise and brand experience with Mark Wagner, Horizontal Digital 19:33

1M ago19:33

19:33

What if your brand's voice is drifting off-key in the ears of your customers, and you're the last one to know? Agility requires more than just rapid execution; it demands a real-time, nuanced understanding of customer sentiment and the ability to translate that intelligence directly into action. We are here at Sitecore Symposium in Orlando, Florida…

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Why Prediction Markets Will Be Bigger Than Memecoins w/ John Wang 29:47

1M ago29:47

29:47

In today’s episode, we sit down with John Wang, Head of Crypto at Kalshi, the fastest-growing regulated prediction market on the planet. With $4.5B in volume last month alone, Kalshi is turning heads, and turning “bets” into legitimate financial instruments. ~~~~~ 🌍 Stablecoins just got an upgrade, Bridge makes them instant, global, and dead simple…