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All Sidekick Articles


AI companions & cognitive effects: why the next era of products will understand us, not just serve us
We explore synergies between our AI companions thesis and Forerunner's cognitive effects thesis. A fun dive with takes for startups build in this space and a word on what we think is next.


Using Data: customer insights and finding product–market fit
Data is only as useful as you make it and this requires structuring your data so that it's interpretable and so you know if your moves are making the decisions you want and expect. This article runs through this critical topic.


Balancing speed and quality in early product development
Speed and quality both matter during your building phase, but as Jono Hey states: "I keep in mind that 'a kick-ass half is better than a half-assed whole'". Explore why in this post!


Product development process: shipping and iteration in startups
Building, learning and iterating will make or break your startup. Even if you start with a bad idea, you can iterate your way to a good one. This article sets out guidance on how to get this right.


The CFO test: The only training ROI metric that will matter in 2026
We unpack the hard truth shaping HR and L&D buying decisions in 2026: completion rates are irrelevant, operational impact is everything. David breaks down why proving tangible ROI is now non-negotiable as HR budgets tighten...


Startup Legals: Setting up for success
CMS × Brighteye From your very first conversation about splitting equity to the day an investor asks for your cap table, how you structure ownership and funding will shape your company’s future. The earliest legal and financial decisions - often made casually on the back of a napkin or in your phone notes - can become the hardest to fix later. Clean founder arrangements, smart fundraising tools, and tax-efficient incentives all help you grow faster, raise cleaner rounds,


Udemy’s report: The hidden barrier to AI adoption
David breaks down new Udemy and YouGov research on how workers across the US, UK, India and Brazil are preparing for AI and reveals the real readiness gap leaders need to focus on. The problem isn’t technical skill.


The AI marketplace revival (A breakdown of A16Z’s new piece)
We unpack the new a16z analysis on how AI might finally fix the unit economics that once killed marketplaces (high CAC and low LTV).


Consumers are becoming the CEOs of their own health
Consumer health has become a hive of startup activity, helping people learn about their bodies, adjust their behaviours and work towards healthier lives. We dove into this space and formed a market map to summarise our understanding of the market and highlight areas of opportunity.


The Market Insight: The one question that makes or breaks your fundraise!
In this episode, David breaks down how to uncover and articulate your real market insight: the shift, behaviour, or timing that makes your idea inevitable.


AI takes your tasks, not your job
In this episode, we explore how AI is reshaping tasks, not removing people. From the rise of “super-workers” to the hidden economic upside, we unpack why AI could lead to more jobs (not fewer) if we learn to redesign around it.


Me, Myself, and My AI - the rise of AI companions
We dive into the proliferation of AI companions and the roles we can expect them to play in our lives, in our finances, our health, our education and our wider lifestyle.
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