Micro-Interview Series

Episode
#52

How Better Squad Planning Reduces Transfer Decision Risk

Micro-Interview Series •
550
 words
Jake George Schuster
Founder & CEO
•
Gemini Sports

Introduction

Transfer windows move quickly. Agent conversations, valuations, squad needs and financial scenarios change constantly, but much of the coordination still happens across WhatsApp chats, spreadsheets and weekly meetings.

In this conversation, Jake George Schuster, Founder & CEO of Gemini Sports, explains why squad planning needs a better operating workflow. He shares how a mobile-first co-pilot can preserve context between windows, keep stakeholders aligned, automate routine follow-ups and help clubs act faster with greater conviction.

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Football clubs have more player data, scouting reports, and AI tools than ever. Why do so many still struggle to make consistently good squad planning decisions?

Clubs aren't short on information anymore — they're short on synthesis, organization, velocity and conviction. Scouting reports, financial scenarios, intel from agents & the market and internal notes all live in different browser tabs and different brains, so the real work of squad planning still in WhatsApp threads and cumbersome weekly meetings with tedious manual presentations. Nothing actually connects the dots much less in a true mobile application, in the actual format, context, and user experience that decision-makers need to meet them where they are every day...so the same judgment & intel gets rebuilt from scratch every window or every deal instead of compounding. Insights are commoditized; automations and reductions of friction are how teams win.

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A transfer decision is rarely just about whether a player is "good." How should clubs combine sporting fit, squad needs, financial implications, contract situation, and future value in one decision process?

Indeed, the mistake is treating "is this player good and can we get them" as the decision, when it's really five decisions being made at once — sporting fit, squad need, financial exposure (is the price right and how many alternatives are out there), contract timing, and resale potential. Being able to see all those threads together in one living, breathing, always-updated and easy to navigate workflow in just a few clicks on your mobile phone is worth tens of millions. Keys here are to be able to quickly and easily:

1) Know what the latest intel or action taken on a player/deal is;

2) Flow through processes without manual tasks that could fall through the cracks (eg notify ownership if an agent drops a price point or model implications of a key sale without waiting for CFO's next meeting);

3) Understanding one's own squad and it's needs and timing, deeply and constantly. What clubs are really trying to protect is decision risk and Gemini Sports helps them do that by ensuring all the key stakeholders are on one page and decisions are made with correct information, fast enough for it to matter.

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You describe Gemini as a squad planning co-pilot. What should that actually change about a Sporting Director's day-to-day work, especially during a transfer window?

Being clever is old news! Being organized is where it's at, nowadays: A true co-pilot doesn't try to tell you how to do your job or charge insane prices for finding hidden gems...it holds and automates intel and context so nothing gets lost between a conversation in November and a bid in January. During a window that means surfacing what matters without anyone having to go dig for it, flagging when a situation or valuation shifts in a way that changes your project's calculus, and giving a clear signal with an honest confidence level rather than another dashboard to interpret. It has to work alongside the informal ways SDs already operate: voice notes, WhatsApp, a quick check...and not force them into a new system. Ultimately it's about connecting people and information over time, so the Sporting Director moves faster and with more conviction, without carrying more in their head to do it.

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Reflections

Football clubs spend serious time and money identifying the right players. Jake George Schuster’s answers made me think about something that gets considerably less attention: how well clubs manage everything that happens between identifying a target and making a transfer decision.

Consider a fairly ordinary week in a transfer window. An agent changes a price expectation. A club receives an offer for one of its own players. A scouting opinion gets updated. A contract situation shifts. Someone needs a new financial scenario, while ownership is waiting for a recommendation.

Every change affects somebody else’s work. Yet the relevant information may be scattered across WhatsApp conversations, spreadsheets, personal notes and meetings.

This is why Jake’s distinction between having information and being able to act on it resonated with me. The challenge is often organizational. A club can have excellent scouting and recruitment tools and still spend too much time piecing together the current state of a deal.

His observation about organizational memory is particularly interesting. Intelligence gathered in November should still be available when a bid is discussed in January. If a Sporting Director has to reconstruct that context from old messages or ask colleagues to repeat conversations, the club is losing something it has already paid to learn.

In that environment, a better squad-planning workflow can have real consequences. The most relevant intelligence needs to be easy to retrieve, new developments need to reach the right people, and actions shouldn't depend on someone remembering to update a spreadsheet after a meeting.

Jake’s second answer makes the problem even clearer. Evaluating a potential signing involves several connected decisions: sporting fit, squad need, financial exposure and available alternatives, contract timing, and resale potential.

Those considerations cannot be frozen in a presentation. If an important player is suddenly sold, a club's squad priorities and financial options may change immediately. If an agent reduces an asking price, the relative attractiveness of different targets changes. The decision process needs to keep up.

That is also why I find Gemini Sports' focus on a mobile-first squad-planning co-pilot compelling. Jake isn't describing a tool that simply produces another scouting score. He is describing a working environment that helps the people involved in recruitment retain context, coordinate next steps and react to changes without starting from scratch.

The emphasis on the way Sporting Directors actually work matters a lot here.

Football is a relationship-driven business. Decisions are discussed on the phone, between meetings, in WhatsApp chats and while travelling. A system that only works when everybody sits down at a desktop computer and meticulously fills in fields is going to struggle, regardless of how impressive its features look in a demo.

The real test is whether the technology reduces work for the people using it. Can someone quickly check the latest development on a player? Can a change in valuation reach the relevant decision-makers? Can the team understand the implications of a possible sale without preparing everything manually for the next meeting?

Those are practical questions about adoption and execution, not just software capabilities.

I also appreciate Jake's emphasis on decision risk. Even a perfectly coordinated recruitment process cannot guarantee that a transfer will succeed. Sporting performance, adaptation, injuries and market conditions introduce uncertainty that no platform can eliminate.

But clubs can improve the conditions under which decisions are made. They can reduce the chance that relevant information is outdated, that stakeholders are working from different assumptions, or that an important action falls through the cracks.

For me, this is where AI can make a meaningful contribution to football operations. Organizing intelligence, preserving decision history, flagging material changes and automating routine coordination can free up time for the judgments that still belong to experienced people.

And it changes how we should think about the value of football technology. Access to more player data or another analytical model may be useful, but the quality of the day-to-day operating process deserves equal attention. A club's recruitment capability depends on both what it knows and how effectively its people can work together.

There is an obvious relevance here for smaller professional clubs, too. When Sporting Directors and recruitment teams have limited support, every manual presentation and repeated information request consumes capacity they could be spending on the next decision. A well-designed workflow can create leverage without requiring a large new department.

For anyone building or evaluating AI-powered squad planning software, I'd be interested in seeing the actual path from an agent conversation to an updated scenario, stakeholder alignment and a documented next action. Can the people involved move through that process without someone constantly chasing information and coordinating every handoff?

That's the kind of work Jake wants a co-pilot to support.

A club can identify the right player and still lose the opportunity because its decision process moves too slowly. The possibility of preventing that is what makes Gemini's approach particularly interesting to me.

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Jake George Schuster
Founder & CEO
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Jake George Schuster
Gemini Sports
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Matthias Werner
👉 The CRM guy for football clubs.
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