The Big Shift

Moritz Kaffsack

A fast, unfiltered download of how companies in Singapore and Southeast Asia are making a big shift in their approach to market, operating models, team composition, leadership style - leveraging new techologies and skills. Real cases, real impact, why it works and what leaders can learn from it.

Episodes

  1. 9 hr ago

    The Big Shift - Episode 4 - Eugenio Ferrante

    From Survival to Growth — How to Turn Around a Company That Nearly Ran Out of Cash "We're growing faster than we've ever been able to grow — with much less resources." Eugenio Ferrante is CEO of OSOME, an AI-enabled corporate services platform that's supported over 40,000 global startups & small and medium-sized businesses. In his career he has built, survived, and scaled businesses across consulting, co-living, and AI-powered software. After four years at Bain & Company and two software company stints, he founded Casa Mia — a co-living operator for young professional expats — the same day COVID hit Singapore. He built it to 500 rooms, turned the forced pause of lockdown into a product-building sprint that made the business more efficient than any competitor at the same scale, and sold it to one of Asia's largest co-living operators.  He then stepped into Osome as it was approaching the edge of running out of cash. What he found when he arrived at Osome: multiple rounds of layoffs, depleted morale, senior talent gone, no clear direction, and an R&D team that had shrunk from over 120 people to 35.  The strategic shift Eugenio made was both simple and direct: stop trying to serve everyone. Osome had been spreading resources across every business incorporated in Singapore. He narrowed the focus to two or three customer segments — tech startups and freelancers — where the data already showed stronger retention and higher satisfaction. Everything else followed. With half the marketing budget of pre-2023, the company started growing faster than it ever had. The second shift was technological — but it had been waiting years to happen. Osome's founders had always intended to automate the trivial, repeatable work in accounting. What they hadn't been able to do was execute that vision with the technology available at the time. When Gen AI arrived, the groundwork was already laid: the accounting process had been broken into small sub-processes, which meant AI could be applied immediately at the task level. By 2026, everything related to bookkeeping, document processing, bank reconciliation, and first-draft reporting was fully automated. Accountants now focus entirely on advisory work — the conversations and decisions that actually require human judgment. The conversation with host Moritz Kaffsack goes deep into the operational and cultural mechanics of the turnaround. How Eugenio managed the tension between exhausted long-serving employees and energetic new hires who kept proposing things that "had already been tried." How he rebuilt company-wide OKRs — previously siloed in the product team — into a live operating system tied directly to a four-year strategy. How he used open Slack channels to maintain transparency while pushing teams to make decisions faster rather than cycling through long discussions. And what it felt like to watch the first month of real growth become a quarter, and a quarter become a trend. What you'll take from this episode: How to make strategic focus the primary tool of a turnaround — and why saying no to some of your customers can be the fastest path to growth What it takes to rebuild culture and direction in a team that has survived multiple rounds of layoffs How to manage the dynamic between battle-scarred veterans and fresh-energy new hires — and why you need both Why AI finally delivered on a vision that technology couldn't support for years — and what that means for any business that tried automation too early When fractional and independent operators create real leverage — and when they don't

    The Big Shift - Episode 4 - Eugenio Ferrante
  2. 21 Jul

    The Big Shift - Episode 3 - Gerard Koh

    Trust as a Competitive Advantage — How to Build Human Capital in the Age of AI "AI is going to democratize everything else — flatten it. So what do you have left? You have trust." Gerard Koh heads the people function at Singtel, one of Singapore's largest and most prestigious enterprises. In this episode, he argues that when AI democratises knowledge, insights, and eventually execution, the only sustainable competitive differentiator left is whether your customers trust the people on the other side of the transaction. In conversation with Moritz Kaffsack, Gerard diagnoses three converging shifts reshaping the Singapore workforce simultaneously. The first is AI — accelerating change, compressing timelines, and disrupting the nature of work faster than most organisations can respond. The second is demographic: one third of Singapore's population will be over 65 by the end of the decade, half of today's young cohort will hold a university degree at some point in their lives, and 25,000 new citizens arrive every year, constantly revitalising the talent pool. The third is industrial: a structural shift away from brown industries and manual labour toward knowledge-based professional services — healthcare, financial services, sustainability, technology — where what you're selling is not a product but a promise, and where the basis of that promise is almost always trust. Put those three shifts together, Gerard argues, and you get a clear picture of what humans need to double down on going forward - and it’s not Technology: It’s building Trust. The framework he's implementing at Singtel is built around three variables: HI times AI times CI. Human intelligence, artificial intelligence, and cultural intelligence. The AI component is, as he puts it, "enough said" — the market is moving fast and organisations are investing heavily. What most are underinvesting in are the other two. On human intelligence, he pushes back against the instinct to train everyone on technical AI skills first. When Singtel asked its people what they needed most, the answer was striking: many said they could learn the tools themselves, the way they learned Excel without a course. What they couldn't teach themselves were the skills the organisation had never explicitly developed — what Gerard calls the three Cs. Care: the deeply human capacity for empathy and genuine connection with customers. Context: the ability to understand a situation well enough to know when an AI output is right and when it isn't. And connection: both the relational kind — knowing who to call, who to trust — and the strategic kind — joining the dots across a complex organisation to see opportunities others miss. Beneath those three Cs, he identifies the foundational skills that make them possible: critical thinking, problem-solving, and — crucially — emotional integrity. Not only EQ, the outward-facing emotional intelligence most organisations already train for, but EI: the inward-facing capacity to recognise and manage your own emotional state under pressure, in complexity, in the grey areas where no rule book applies. EQ teaches you how to manage people. EI teaches you how to manage yourself. Gerard argues that in a world where AI is handling more and more of the black-and-white, rules-based work, the grey areas are becoming the primary domain of human judgment. That means cultural intelligence — the capacity to navigate ambiguity in a way that builds rather than erodes trust — is a core competency. He also addresses the implementation challenge head-on. His frame for getting a large organization through a genuine capability transformation while continuing to deliver quarterly result: perform and transform are not a trade-off. They have to run simultaneously. His advice to anyone starting this journey: don't wait for certainty. Your headlights only shine so far. You can only see further when you move. Think big, do small things, and move fast.

    The Big Shift - Episode 3 - Gerard Koh
  3. 7 Jul

    The Big Shift - Episode 2 - April Ann Fadallan

    Pilot Purgatory — Why Most AI Transformations Stall and What Actually Moves Them "You end up with many pilots, but you're not able to scale. Because you're not solving the right problem." April Fadallan has spent 20 years as a translator between data, analytics, AI, and business — most significantly as part of the team that built what turned into a Harvard Business Review case study for AI-led transformation in banking. When she joined DBS's Analytics Centre of Excellence in 2018, there were no blueprints, no playbooks, and no roadmap to copy. What the team built over the next five years generated SGD 370 million in incremental value from AI in 2023 alone.  In this episode, April walks us through what it actually took to build the DBS analytics capability. She introduces the concept of the analytics translator — the role she herself played — whose job is to bridge the gap between technical teams building in the dark and business units who will only support what solves a problem they actually have. Without that bridge, she argues, pilots stay pilots - what McKinsey calls ‘pilot purgatory’.  We talk about the specific mechanics of how to choose where to start — an impact versus effort matrix applied not to use cases but to the data infrastructure beneath them. She shares how her team cracked open the FX business by abandoning assumptions entirely, running a systematic experimentation framework, and letting customer behaviour — not opinion — drive the strategy. The result was significant growth in one of banking's most saturated, competitive categories. Looking ahead, she sees the next frontier clearly: autonomous agents handling payments, underwriting, and transactions on behalf of consumers — agent-to-agent commerce that reframes KYC as KYA, knowing your agents. The banks moving fastest are already past co-pilots and into governance design for what comes next. For everyone else, her advice is unambiguous: build your data infrastructure, build your AI governance, and don't treat change management as something you get to once the technology is ready. What you'll take away from this episode: Why 70% of AI transformation is a people and organisation problem — and what that means practically for how you structure the work The analytics translator role: what it is, why it's the most important hire in any AI initiative, and what happens without it How to escape pilot purgatory — the specific discipline of choosing use cases that align with what the business will actually fund and support Why homegrown change makers outperform external teams in driving sustainable transformation — and when to bring outsiders in anyway What the most advanced banks are building right now, and why AI governance is the capability that will separate leaders from laggards in the next 12 months

    The Big Shift - Episode 2 - April Ann Fadallan
  4. 24 Jun

    The Big Shift - Episode 1 - Angeline Yeap

    The Inside Job — How Transformation Really Happens in a Global Bank "You can't just pivot a global bank by telling a bunch of developers: 'Hey, build me a new app.'" Angeline Yeap has spent 25 years driving transformation across DBS, Citi, HSBC, and UOB — in Singapore, London, Miami, and across Asia. The thread running through all of it isn't a product or a market. It's change. And after leading some of the most significant digital shifts in Asian banking, her conclusion is clear: the technology is rarely the hard part. In this episode, Angeline walks us through what it actually took — from building the strategic case for mobile-first banking in 2016 before most banks saw it coming, to getting rid of the 50-page steering committee deck and replacing it with a one-hour weekly cadence where data outranked title. She talks about the moment she realised the HiPPO in the room — the Highest Paid Person's Opinion — was the single biggest obstacle to moving fast, and what she did about it. The conversation gets into the operational realities that management books don't cover: how to assemble a transformation team that actually has the backing of the organisation behind it, why change management is as important as the build itself, and what it looks like to bring 90 team heads onto a weekly call so no one hears about a new system for the first time at launch. Angeline also shares where she's seen transformations fail — launching a wealth feature on the app without bringing the ops team along, so customers got a seamless digital journey followed by a paper statement in the post. And she offers a clear framework for what genuine transformation leadership looks like: tone from the top that goes beyond town halls, quick wins the ground can see, and the psychological safety for teams to speak up when the most senior person in the room is wrong. Her read on AI: don't rush to appoint a Head of AI. Until the leadership team — CEO, business owners, technology, HR, legal and compliance — are moving together, it's innovation theatre. What you'll take away from this episode: Why the HiPPO kills transformation — and the specific moves that neutralise it How to build a change team that moves fast without leaving the organisation behind The difference between transformation that sticks and innovation theatre — and the signals that tell you which one you're in Why the most sustainable change always comes from within

    The Big Shift - Episode 1 - Angeline Yeap

About

A fast, unfiltered download of how companies in Singapore and Southeast Asia are making a big shift in their approach to market, operating models, team composition, leadership style - leveraging new techologies and skills. Real cases, real impact, why it works and what leaders can learn from it.