A Guy With A Scarf
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Free introduction · chapter 6 of 6·6 min read

The 10 Things to Consider book

The companion book included with enrollment — 51 working lists across 10 categories. Full table of contents inside.


This is your field manual for operating on the vendor side of sports and media technology.

10 Things to Consider: Becoming a Better B2B Tech Vendor in Sports and Media is a structured, practical guide built from more than three decades of experience across product, delivery, partnerships, commercial strategy, and client engagement.

The book — roughly 200 pages — contains 51 working lists organised across 10 categories, each designed to be revisited at specific moments: before engaging a client, before committing to a deal, when a project changes direction, or when pressure increases during delivery. These are not theoretical frameworks. They are checkpoint tools for experienced practitioners navigating complex, high-stakes environments where structure and behaviour determine outcomes more than technology alone.

Whether you are a founder, a sales leader, a delivery manager, or an advisor working with sports and media organisations, this book gives you a shared vocabulary and a decision-support structure that sharpens judgment over time.

The book is included with enrollment. It is not a separate download — it arrives alongside the twelve paid lessons and serves as a single reference across the whole course. The table of contents below is there so you can see what you would be getting.

10 Things to Consider — book cover
Included with enrollment · PDF · 200 pp.
10 Things to Consider: Becoming a Better B2B Tech Vendor in Sports and Media
51 working lists · 10 categories · by A Guy With A Scarf
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Content overview — 10 categories, 51 lists

Cat. 01Client Understanding and Engagement4 lists
  1. § 110 things sports and media clients buy from B2B tech vendors
  2. § 210 things clients can do mid-project that put delivery at risk
  3. § 310 signals a client is serious vs exploring
  4. § 410 signs of client capability maturity
Cat. 02Go-to-Market Design3 lists
  1. § 510 things to consider when designing a go-to-market model in sports and media
  2. § 610 go-to-market models mapped to client segments in sports and media
  3. § 710 signals your go-to-market model is misaligned with reality
Cat. 03Marketing, Positioning, and Market Perception5 lists
  1. § 810 signals your positioning is unclear and how vendors commoditise themselves
  2. § 910 things to consider when deciding which channel to use
  3. § 1010 things to consider when deciding to go to conferences and industry events
  4. § 1110 gaps between marketing narrative and delivery reality
  5. § 1210 things to consider about competitor intelligence and positioning discipline
Cat. 04Commercial Processes and Deal Mechanics8 lists
  1. § 1310 major client segments in sports and media and how they shape commercial structure
  2. § 1410 things to consider when replying to an RFI in sports and media
  3. § 1510 things to consider when replying to an RFP in sports and media
  4. § 1610 realistic things to do on the contractual side to protect yourself from sports and media clients
  5. § 1710 things to consider when setting and defending a margin on subcontractors as a prime contractor
  6. § 1810 KPI traps vendors should clarify before committing
  7. § 1910 things to consider about cash flow, financial exposure, and currency risk in sports and media projects
  8. § 2010 things to consider when pricing and packaging in sports and media
Cat. 05Delivery Structure and Power Dynamics7 lists
  1. § 2110 things to consider when working with an integrator or prime contractor
  2. § 2210 things to consider if you are the prime contractor
  3. § 2310 things to consider when working with or involving startups in sports and media client projects
  4. § 2410 governance failure patterns vendors should recognise early
  5. § 2510 ways vendors quietly lose trust without noticing
  6. § 2610 internal misalignments that surface only after a deal is signed
  7. § 2710 things to clarify about roles, responsibilities, and decision rights at kickoff
Cat. 06Technology Strategy, Architecture, Data, and Operational Accountability11 lists
  1. § 2810 things to consider about data ownership and accountability in sports and media projects
  2. § 2910 build vs buy vs partner decisions that change your strategic position
  3. § 3010 architecture decisions that shape long-term vendor risk
  4. § 3110 infrastructure dependencies that create hidden commercial exposure
  5. § 3210 integration risks vendors underestimate in sports and media ecosystems
  6. § 3310 signs your product is over-engineered or under-engineered for the client
  7. § 3410 technical debt patterns that quietly erode margins
  8. § 3510 things to consider about SLA, SLO, and incident accountability in live sport
  9. § 3610 things to consider about security, compliance, and legal exposure in sports and media technology
  10. § 3710 things to consider about crisis communication and public incident management
  11. § 3810 things to consider about regulatory and rights landscape navigation
Cat. 07Partnerships and Ecosystems2 lists
  1. § 3910 things to consider when signing a partnership deal with a vendor or platform
  2. § 4010 things to consider when partnering with large platforms (AWS, Microsoft, Google, Akamai, etc.)
Cat. 08Internal Vendor Readiness and Resilience4 lists
  1. § 4110 ways to assess your readiness before committing
  2. § 4210 people risks and burnout dynamics during delivery
  3. § 4310 things to consider about capability scaling and organisational evolution as your vendor business grows
  4. § 4410 things to consider about talent acquisition and retention as a competitive asset
Cat. 09Renewals, Exits, and Lifecycle Moments4 lists
  1. § 4510 things to understand about renewals, re-tenders, and replacement
  2. § 4610 things to consider when a project gets cancelled on the client side
  3. § 4710 things to consider when deciding whether to walk away from a deal
  4. § 4810 things to consider about post-sale account development and expansion
Cat. 10Emerging Trends and Structural Disruption3 lists
  1. § 4910 things to consider as emerging technologies create uncertainty
  2. § 5010 signals a trend is structural rather than cyclical
  3. § 5110 things to consider as AI reshapes sports and media technology

What comes next

If the framing so far has resonated — if the view of the industry sketched across these six free chapters matches something you have been trying to name in your own work — the paid course begins with Lesson 0 (Foundations) and continues through Lesson 11 (Judgment).

The enroll card below this chapter opens a checkout. There is no subscription, no cohort, and no certificate. One price, lifetime access, and a fourteen-day refund if the material does not hold up on closer inspection. The companion book is included in full, and the workbooks for all twelve lessons arrive with your enrollment.