Jacob delivers Freedom Through Business. More importantly, he practices what he preaches – living working as a perpetual traveller alongside his beautiful wife Harmony, visiting 6-10 countries per year while also homeschooling his 6yo daughter.
As an international business advisor, speaker, and best-selling author Jacob has coached more than 400 businesses in 14 countries over the past 20 years and welcomed more than 2,000 business owners to his events. He specialises in working with Portfolio Entrepreneurs, HoldCos, Family Offices, and Individuals who own a meaningful stake in multiple businesses (or aspire to do so).
Deeply intelligent with an easy conversational style, a sharp wit, and a keen eye for the slightly absurd, Jacob has the uncanny knack of distilling complex concepts into simple soundbites and powerful strategies that founders, executives, and team members both love … and execute.
I’m Jacob Aldridge, international business advisor, portfolio entrepreneur, and the guy who once held a Guinness World Record for non-stop movie watching – so yes, I know a thing or two about endurance.
For nearly 20 years, I’ve worked with more than 400 founder-led businesses in 14 countries across industries, life stages, and time zones. My role? To sit beside business owners like you – not in front as a guru, not behind cleaning up a mess, but beside you as a trusted advisor who sees the full picture.
My clients are high-functioning, fast-thinking, multi-business owners who don’t have time for fluff – and yet often find themselves caught in operational weeds. You’ve had success (perhaps even a great exit or two), and now you’re scaling a group of businesses … but instead of your portfolio magnifying your energy, each company is demanding more of your time.
No one sees the whole portfolio like you do, which makes you both essential and exhausted.
That’s where I come in.
I help you zoom out: so you can think strategically across all your companies. Then I help you zoom in: on the specific decisions, systems, and people that will deliver commercial uplift without you being the bottleneck.
My clients say I bring a rare mix: commercial intelligence, deep empathy, and the ability to translate complexity into clarity. Nobody understands your world like I do. I get it. And I help you get out of it – without giving anything up.
I believe business should be fun, and that strategy shouldn’t feel like homework. My frameworks are colourful (literally), my humour is dark and dry, and my coaching is about practical execution not fanciful ideas or MBA jargon that doesn’t apply in private enterprise.
For the small number of clients I work with, I’m also the sounding board and speed dial they can depend on. Whether it’s an opportunity (and they need to get shit done) or an emergency (because the shit hit the fan), I’m there to help – no hourly rate nonsense, but a partner in everything except your equity stake.
More important than the commercial outcomes I’ve helped clients achieve is the personal dreams they have realised. When your business portfolio multiplies your energy, instead of absorbing it, then you become a better father, husband, and world citizen.
In this regard, I practice what I preach. I live a full-time travel lifestyle alongside my beautiful wife Harmony (founder of Como Legal Coaching) while we Worldschool our six-year-old daughter. We call this “our Como life”, working with the clients we want while visiting 6-10 countries per year.
That’s the same freedom I help my clients choose – and create – for themselves. What’s your Como?
If you’re building a portfolio and want a true partner to help you lead it strategically – not just survive it – I’m here. I bring actual intelligence (and a touch of artificial when needed), a track record of transformative results, and a firm belief that you can have more time, more money, and more life without doing more yourself.
Let’s zoom out together. Then zoom in, and build the next phase-on purpose.
Introducing Como Portfolio
Como Portfolio is named after Lake Como, in the North of Italy. Even after our extensive and ongoing travels, Lake Como remains the favourite travel destination for my beautiful wife Harmony and me – it’s where we began our 2008 honeymoon, and where I celebrated my first Fathers Day in 2019.
Como represents my family vision: supporting portfolio entrepreneurs wherever they are in the world, while having the freedom to travel and worldschool as a family.
The specifics of my Como vision are not your vision; but I only achieve my dreams by helping you to achieve yours.
The Como online coaching group’s overarching purposes is summarised as “Freedom Through Business”.
Our Core Values are:
If you feel like you don’t have enough time, and you aren’t leading or living your special life, then it’s time for us to chat. Click here for my contact details – book a meeting, or just pick up the phone and WhatsApp me!
