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Writing Effective Business Cases for Software Tool Procurement

Designed for Mid-level IT project managers tasked with recommending software solutions to senior leadership for departmental workflow improvements to spark real collaboration and high-energy learning.

A 90-minute virtual workshop. Audience struggles with translating technical benefits into business impact, and often faces pushback from finance or executive stakeholders who find cases too vague or overly technical.

Icebreaker
Activity 1

Rapid Request Reveal

Participants are shown three real-life software tool requests: one rejected, one approved, one stalled. They analyze and guess why each outcome happened, sparking curiosity about what makes a business case effective.

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Why this works

Starting with ‘outcomes first’ builds curiosity and primes the group to reverse-engineer what works, activating prior knowledge.

Icebreaker
Activity 2

Myth-Busting Business Cases

Facilitator presents common myths—e.g., 'More features equals a stronger case' or 'Only costs matter.' Participants vote which myth feels truest, then see real counter-examples—like a low-cost tool rejected for lack of business impact.

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Why this works

Revealing misconceptions surfaces hidden assumptions and clarifies what actually persuades decision makers.

Icebreaker
Activity 3

Quick Wins Bingo

Provide a digital or paper bingo card with statements like ‘Cited a stakeholder pain point,’ ‘Used quantifiable benefit,’ ‘Mentioned competitive risk.’ Participants cross off statements as they hear examples, aiming for a row.

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Why this works

Low-pressure gamification makes passive listening active, increases attention, and rewards noticing key business case elements.

Icebreaker
Activity 4

Stakeholder Speed Pitch

Small groups each receive a persona (e.g., CFO, CTO, Operations Lead). They have 3 minutes to craft and deliver a 60-second pitch focused on what their persona cares about most, energizing the room with quick, targeted communication.

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Why this works

High-energy role play activates synthesis, helps participants internalize audience awareness and persuasive framing.

Icebreaker
Activity 5

Budget vs. Benefit Dilemma

Present a scenario: a software tool costs 20% more than budgeted, but promises massive productivity gains. Teams debate: Should the business case push for it, or stay within budget? Real-world tension drives practical thinking.

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Why this works

Hooking into dilemma thinking builds real-world decision skills and helps learners practice balancing hard trade-offs.

Icebreaker
Activity 6

Personal Case Reflection

Each participant quickly sketches the outline of a business case they need to write in the next six months, highlighting one challenge or uncertainty. They share insights anonymously via a poll or sticky notes, connecting learning to their real context.

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Why this works

Active reflection fosters transfer, helping participants bridge workshop concepts to their next real task.

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