Features
With the news that Tim Cook will step down as CEO of Apple, the debate about choosing a successor has sparked a wave of opinions. Whether you are running a Fortune 500 company or leading a team of 50, the core principles of succession planning stay the same. Yet many founders never think about it until they have to, or the idea feels too overwhelming to tackle. I have broken down how to approach this in a practical way, how to ensure a smooth transition, and why putting values at the centre of the decision will always set you up for long term success.
December has a funny way of reminding us that speed doesn’t always equal progress. As founders, we often sprint toward the end of the year, trying to squeeze in every unfinished task, every last-minute goal, every ‘quick’ job that we meant to do months ago. But rather than hurtling toward the end of December at full speed, sometimes the most powerful, productive move you can make is to pause, plan, and realign before stepping into the new year. And for many startups, that moment of realignment starts with one pivotal decision – learning to delegate and onboarding the right support.
Markets are breaking down, technology is shapeshifting beyond recognition, and ‘business as usual’ is becoming an increasingly unviable path. The fuels that once propelled businesses to success, scale above all else, mechanical efficiency, and unconditional growth, are now liabilities disguised as virtues. The next five years will demonstrate that the biggest threat to a healthy, functioning business isn’t competition, but irrelevance.
Half-time at Old Trafford is always loud, but inside our dressing room it felt strangely focused. We were catching our breath, a few of the lads grabbing jelly babies and Jaffa Cakes, when one of the coaches slipped in and whispered something to Steve Coppell. Coppell called the room to attention and delivered the news straight: Rooney had gone off injured.
International expansion is the ultimate growth lever but also one of the fastest routes to failure if mishandled. I’ve seen ambitious startups spend millions on new markets only to retreat within a year, and I’ve also watched careful, measured plays turn into rocket fuel for growth. The difference comes down to timing, planning, and leadership.
Most founders will tell you they are bringing AI into their business. Some talk about it with genuine excitement, others with a quiet sense of panic, and a few with the hope that automation might finally fix the chaos they’ve been ignoring for years. The truth is far less glossy. AI rarely fails because the tools are weak. It fails because the organisation behind them isn’t prepared for what the shift actually involves.
Jason Bennett is the Global VP of Startups and Venture Capital at AWS. He has been at AWS for 15 years, he has previously served as VP, US Enterprise and private equity, and GM, US-Enterprise Leader. At AWS re:Invent in Vegas, Bennett discussed all things AI, startup trends, and AWS’s commitment to supporting startups.












