Ten Mistakes That Kill Deals in 2026 and how to fix them fast

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The Real Reason Sports Startups Don’t Get Deals, It’s Not the Product, It’s Everything Else

2026 is a different year.

For the past two years, everyone talked about AGI, models, accuracy, and “AI-powered everything.”

Today, none of that matters unless it drives ROI inside a brand’s budget, timeline, and priorities.

I’m writing this after a decade working closely with hundreds of sports startups, leagues, federations, broadcasters, clubs, and investors.

I’ve seen deals close and I’ve seen deals quietly die.

Here’s what matters this year.

Ten mistakes that kill deals with sports brands (2026)

1. Talking product instead of problem and result

Brands don’t buy AI. They buy improvements they can measure in the season ahead.

Pain: When you open with tech, they nod, say “interesting”, and never call back.

Impact: If you can’t answer “what improves in 90 days”, you lose the room.

2. Value proposition is unclear

If you solve too many things for too many users, brands don’t know what they’re buying.

Pain: Confusion kills confidence.

Impact: Brands want clarity and conviction, not variety.

3. No clear offer

Most startups never say what exactly they are offering.

No timeline, no owner, no deliverables, no definition of success, no commitment.

Pain: If they don’t understand what they’re buying, they don’t buy.

Impact: Deals don’t die from rejection, they die from lack of clarity.

4. ROI in the wrong language

Accuracy, intelligence, or autonomy don’t move budgets without mapping to brand metrics.

Marketing buys engagement. Commercial buys revenue. Medical buys availability. Operations

buy efficiency.

Pain: Wrong language, wrong buyer, wrong outcome.

Impact: If ROI doesn’t speak to their KPIs, it doesn’t exist.

5. Proof is not relevant enough

Not all proof is equal.

A Premier League case won’t move a broadcaster. A youth academy case won’t move a

federation.

Pain: Impressive doesn’t mean relevant.

Impact: Relevance beats sophistication every time.

6. Risk not addressed

Brands worry about disruption, politics, failure, and reputation.

Pain: Without risk reduction, the safest internal answer is always “not now.”

Impact: Deals freeze before evaluation even begins.

7. Pilots are messy and heavy

Pilots without metrics, timelines, responsibilities, and success criteria fall apart.

Pain: Chaos kills momentum.

Impact: A pilot is not a test, it is a conversion path to contract.

8. No timing and no urgency

Sports moves by seasons, competitions, and budget cycles.

Pain: Miss the window and nothing happens for 12 months.

Impact: Timing beats brilliance.

9. Improving the product instead of the offer and deal process

More features don’t close more deals.

Pain: Founders optimize tech while brands optimize certainty.

Impact: Offers, proof, timing, and risk reduction are what convert.

10. No momentum

Deals are emotional as much as logical.

Pain: Silence makes brands nervous.

Impact: Fast follow-ups signal competence and confidence.

Founders rarely lose deals because the product is bad.

They lose because value is unclear, risk is unaddressed, and the offer is unfinished.

From AGI to ROI

2024/2025 were AI-first years.

Models, predictions, and autonomy dominated the pitch deck.

2026 is ROI-first.

Outcome beats novelty.

Priority gets funded.

The real cause: two operating systems

Brands and startups optimize for different things.

Brands optimize for certainty

Startups optimize for innovation

Brands buy outcomes

Startups sell ideas

Brands reduce risk

Startups embrace iteration

Brands move by seasons and budgets

Startups move by demos and speed

Neither side is wrong.

But deals fail when the operating systems don’t translate.

Offer > Product

A product is not an offer.

An offer is not a deck.

A deck is not a deal.

Deals close when:

  • Value is explicit
  • Proof is relevant
  • Risk is contained
  • Timing makes sense
  • ROI uses the brand’s metrics
  • Pilots convert to contracts

This is where the leverage sits in 2026.

How founders win

If I were advising you in January, I’d focus on:

  • Designing an offer, not a demo
  • Building proof that reduces fear
  • Learning how brands make decisions
  • Aligning with seasons and budget cycles
  • Treating pilots as conversion engines
  • Manufacturing momentum through cadence
  • Tracking deals as revenue processes

This is the difference between pitching innovation and selling outcomes.

Two questions to start the year

If I were a brand, would I buy from me

Am I selling into the right operating system

If either answer is unclear, start there.

Final thoughts

2026 rewards founders who translate innovation into outcomes, intelligence into ROI, and

disruption into safety.

Clarity wins deals.

Safety unlocks budgets.

Momentum creates revenue.

Innovation matters.

Execution decides.

With Love for Sports and Innovation

AR

CEO, HYPE Sports Innovation

If you want to get a YES from sports brands in 2026, download the Startup Blueprint.

One short questionnaire and it’s yours.


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