Field Guide

Shaping Enterprise

A Field Guide to Shape Up in B2B Product Organisations

Shape Up was built for Basecamp. This is the version that works in enterprise — with large customer commitments, sales promises, CS escalations, and boards who want a roadmap.

PDF · ~35,000 words · 11 chapters + appendix · Free

Download Annexes — templates, worksheets & tools · ZIP

The enterprise Shape Up problem nobody talks about

Basecamp wrote Shape Up for Basecamp. A small team, no external customers to commit to, no sales organisation making promises, no board expecting a roadmap. It's a brilliant system — for that context.

Enterprise product teams face a different reality. Large customer contracts. Sales teams who sold the roadmap. CS escalations that can't wait for the next cycle. Leadership who need to see a plan. Most teams respond with over-engineering — SAFe, Scrum ceremonies, estimation theater — or force-fit a startup playbook that buckles under the pressure.

This field guide is the operating system that makes Shape Up work in that environment.

Enterprise product organisations need an operating system, not a single methodology. Shape Up is the engine. This is the chassis it runs in.

What's in the system

Six years of real implementation at a B2B fintech with major financial institutions as customers. Two cycle disruptions in six years. These are the mechanisms that made it hold.

01

Thematic Roadmap

Quarterly themes organised around problems to solve, not features to ship. Communicates direction to enterprise customers without false precision — satisfies the board without locking your team into commitments you can't honour.

02

Two-Horizon Betting Table

Horizon 1 for quick triage. Horizon 2 for strategic selection of shaped pitches. A structured decision layer that removes politics from prioritisation — who shouts loudest no longer determines what gets built.

03

Appetite-Weeks Capacity Model

People × 4 working weeks = total appetite-weeks available. Eliminates estimation theater. Every bet is denominated in real capacity — no more story points, no more planning poker, no more arguments about velocity.

04

Enterprise Pitch Format

Shaped pitches include a business table: revenue potential, cost savings, effort, strategic value, risk level, confidence, expected ROI. Customer feedback feeds shaping without dictating scope.

05

Dual-Track System

Shape Up governs product increments. A parallel Kanban governs service-layer work — integrations, onboarding, custom deliverables. SA and CS teams run their own board with autonomy. One shared capacity pool eliminates product-vs-customer friction.

06

Pre-Agreed Disruption Rules

ARR-based thresholds determine acceptable mid-cycle interruptions. Politics replaced by the rule. In six years of implementation, these rules were triggered twice. That's the system working.

What makes this different

  • Not a Basecamp clone — designed for enterprises with contracts, complex stakeholders, and long sales cycles
  • Grounded in six years of real implementation, not theory
  • Honest chapter on failure modes — what breaks and why
  • Covers the cultural and hiring changes nobody warns you about
  • Role evolution, non-velocity performance metrics, how to measure shape of work
  • Immediate 90-day getting-started playbook — start Monday morning
  • Templates included: pitch format, betting table, capacity calculator, roadmap, hill chart
6
Years of real implementation
2
Cycle disruptions in six years
11
Chapters + appendix with templates

What you'll find inside

  1. Thematic roadmap and quarterly rhythm
  2. Appetites over estimates — the mindset shift
  3. Shaping for enterprise: pitches and business framing
  4. The two-horizon betting table
  5. Appetite-weeks capacity model
  6. Running 6-week cycles: hill charts and scope hammering
  1. Cool-down: the sacred space everyone tries to kill
  2. Dual-track system — Shape Up and Kanban
  3. When Shape Up breaks: honest failure modes
  4. Organisational change nobody warns you about
  5. Getting started Monday morning: 90-day playbook
  6. Appendix: Templates (pitch, betting table, capacity calculator, roadmap, hill chart)

About the author

Michael Backes has spent 25 years building enterprise platforms across 16 companies, with 6 exits. He managed €97M in capital through Liquid Labs, co-founded receeve as CTPO — an AI-powered debt recovery platform used by major European financial institutions — and advises product and technology leaders through Inflection Advisory.

The system in this field guide was built and refined over six years at a B2B fintech with tier-one financial institutions as customers. It was not designed in a workshop. It was stress-tested in production.

More about Michael →

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Physical ordering will be available here shortly. In the meantime, the complete field guide is available as a free PDF download above.

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