Better.sg Technology Readiness Assessment

📋 Instructions: Please answer all 25 questions by selecting the option that best describes your organization's current state. Your progress will be tracked above.

Section 1: Organizational Readiness

1.1 Leadership & Decision-Making

Q1 Does your organization have a designated project owner/champion with decision-making authority?

Yes, senior leadership (Executive Director/Board)

Yes, program manager level

No clear owner identified

Multiple stakeholders, unclear authority

Q2 How quickly can your organization make project-related decisions?

Within 1-2 days

Within 1 week

Within 2-4 weeks

Uncertain/No defined process

Q3 Do you have an up-to-date strategic plan that includes digital/technology objectives?

Yes, documented and approved within last 12 months

Yes, but outdated (>12 months)

In development

No strategic plan

1.2 Problem Definition

Q4 Can you describe the core problem in 2-3 sentences without mentioning technology?

Clear written description provided

Can verbally describe but not documented

Multiple stakeholders have different views

Problem still being defined

Q5 Have you tried solving this problem without technology? What happened?

Yes, documented what worked/didn't work

Yes, but no documentation

No, technology seems like the obvious solution

Not sure

1.3 Success Criteria

Q6 What does success look like 6 months after launch?

Specific quantitative goal (e.g., process 200 applications/month)

Qualitative improvement (e.g., reduced manual work)

User satisfaction/adoption target

Cost or time savings

Not yet defined

Q7 What is the minimum viable outcome that would make this project worthwhile?

Clearly documented must-have features only

Mix of must-haves and nice-to-haves, prioritized

Long list of features, not prioritized

Everything seems equally important

Q8 We are willing to launch with 60% of desired features if core functionality works well

Strongly agree (MVP mindset)

Agree

Neutral/Unsure

Disagree (need comprehensive solution)

Section 2: Resource & Capacity Assessment

2.1 Human Resources

Q9 Who will maintain/manage the solution after Better.sg volunteers complete the build?

Dedicated internal tech staff (named individuals)

Existing staff will learn (identified + committed time)

Plan to hire/contract someone

Hoping Better.sg volunteers continue

No plan yet

Q10 Can you commit staff time for weekly project check-ins and testing?

Yes, 3-5 hours/week allocated

Yes, 1-2 hours/week allocated

Maybe, depends on workload

No capacity currently

Q11 Does your team have basic digital literacy for the type of solution proposed?

Yes, comfortable with cloud tools, apps, basic tech

Some staff yes, some need training

Limited, mostly paper-based currently

Very limited, significant training needed

2.2 Financial Resources

Q12 Do you have budget allocated for ongoing technology costs (domain, hosting, licenses, training)?

Yes, all areas covered

Yes, most areas covered

Yes, some areas covered

No dedicated technology budget

Q13 What is your estimated annual budget for technology operations?

>$5,000/year

$2,000-$5,000/year

$500-$2,000/year

<$500/year or no dedicated budget

2.3 Technical Infrastructure

Q14 What is your current technology environment?

Cloud-based systems (Google Workspace, Microsoft 365, etc.)

Mix of cloud and on-premise

Primarily on-premise/local systems

Minimal technology infrastructure

Q15 Do you have existing systems this new solution must integrate with?

Yes, and we have technical documentation/API access

No integrations needed

Yes, but unclear on technical details

Not sure yet

Section 3: Project Scope Control

Q16 Have you documented user personas/stakeholders who will use this solution?

Yes, documented with specific needs per persona

Informally identified, not documented

Know generally who will use it

Not yet considered

Q17 Have you explicitly documented what is OUT OF SCOPE for this project?

Yes, clear boundaries written down

Verbal agreement on boundaries

Not yet discussed

Everything seems in scope

Q18 How will you handle new feature ideas that emerge during the project?

Log for future phase, strict change control process

Evaluate case-by-case with Better.sg team

Add if feasible within timeline

Haven't discussed yet

Q19 Do you have a communication plan for keeping stakeholders aligned during the project?

Yes, documented schedule and channels

Informal plan, know who to update

Will figure out as we go

No plan

Q20 What is your realistic timeline expectation for project completion?

2-3 months for MVP

3-6 months for MVP

6-12 months

As fast as possible

No specific timeline

Q21 Data/Privacy: Does this solution handle sensitive personal data?

Yes, and we understand PDPA compliance requirements

No sensitive data

Yes, but unclear on regulatory requirements

Not sure

Section 4: Risk & Sustainability Assessment

Q22 What happens to your operations if this project is delayed by 3-6 months?

No major impact, current process continues

Some inefficiency but manageable

Significant operational challenges

Critical blocker to our mission

Q23 If Better.sg cannot support this project, do you have alternative plans?

Yes, identified alternative resources/approach

Would seek commercial vendor

Would deprioritize the initiative

No alternative plan

Q24 Have you piloted or prototyped any part of this solution?

Yes, tested with real users and have feedback

Yes, internal testing only

No, starting from scratch

Not applicable

Q25 Current state documentation

Process documented with pain points identified

Informal documentation exists

No documentation, knowledge is tribal

Technology Readiness Assessment

📊 Your Progress