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Developer & Engineering

Legacy Software Modernization Readiness Assessment

For software agencies scoping a modernization project, or IT teams planning one. It rates pain in the current system, ranks the goals that matter, and checks timeline, constraints and in-house capacity. An AI follow-up walks through the last time the old system blocked the business.

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Legacy Software Modernization Readiness Assessment

Thanks for helping us understand your current system and what you need from it. This shapes the plan before anyone writes code. It takes about 6 minutes.

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Sample questions

A preview of what’s in the template. Every question is editable before you launch.

8 questions · ~6 min
Message

Thanks for helping us understand your current system and what you need from it. This shapes the plan before anyone writes code. It takes about 6 minutes.

Q01
Multiple ChoiceRequired

Which best describes your role?

  • Executive or business owner
  • Product or project manager
  • Engineering or IT leader
  • Developer or engineer
  • Operations or finance
Q02
Multiple ChoiceRequired

How old is the main system you want to modernize?

  • Under 3 years
  • 3 to 7 years
  • 8 to 15 years
  • More than 15 years
  • Not sure
Q03
MatrixRequired

How much of a problem is each of these today?

6 rows × 5 columns
  • Shipping changes takes too long
  • Outages or slowdowns
  • Security updates and patching
  • Finding people who know the technology
  • Connecting to other tools and partners
  • +1 more
Columns: Not a problem · Minor · Moderate · Serious · Critical
Q04
Best–Worst Trade-off (MaxDiff)Required

Which goals matter most and least for this project?

  • Ship changes faster
  • Lower hosting and maintenance costs
  • Improve security and compliance
  • Give users a better experience
  • Make room for AI features
  • Make hiring easier
  • Retire unsupported technology
  • Integrate with partners and other tools
Pick best & worst per setBest:Most importantWorst:Least important
Q05
Multiple ChoiceRequired

When do you need the first improvements in place?

  • Within 3 months
  • 3 to 6 months
  • 6 to 12 months
  • More than a year
  • No fixed date
Q06
Multiple ChoiceRequired

What constraints should we plan around? Choose all that apply.

  • Fixed budget
  • The system cannot go down during the change
  • Regulatory or audit requirements
  • Data that must be migrated
  • Small internal team
  • Other vendors involved
Q07
Opinion ScaleRequired

How confident are you that your team can support the new system once it is built?

Scale: 1 – 5
Min:Not at all confidentMax:Very confident
Q08
AI Interview

Ask the respondent to walk through the most recent time the current system blocked something the business needed: what was asked for, what got in the way, how long it took and what it cost. Connect it to the problems they rated serious or critical. If they are not confident their team can support a new system, find out which skills or roles are missing.

Message

Thank you. We'll use your answers to draft a modernization plan and come back with questions before we propose anything.

What’s included

  • AI follow-ups

    Adaptive probes on open-ended answers that pull out detail a static form would miss.

  • Attention checks

    Built-in safeguards against rushed answers and low-quality respondents.

  • AI-drafted copy

    Wording, ordering, and branching written by the AI — tuned to your research goal.

  • Auto report

    Themes, quotes, and a plain-English summary write themselves once responses come in.

Why this template

What this template is built to do — we found no directly comparable template from other survey tools to review.

What sets it apart

  • A max-diff ranking makes stakeholders choose between goals instead of marking everything important
  • The AI follow-up turns pain ratings into a real story with time and cost
  • Works as a pre-discovery questionnaire before the first scoping call

Frequently asked questions

What questions are in the “Legacy Software Modernization Readiness Assessment” template?

The template includes 8 ready-to-use questions, starting with: “Which best describes your role?” · “How old is the main system you want to modernize?” · “How much of a problem is each of these today?”. The full set is previewed above, and every question is editable.

How long does this survey take to complete?

Respondents typically finish the 8 questions in about 6 minutes.

Can I customize this template?

Yes — every question, answer option, and the ordering is editable before you launch. You can add or remove questions, or ask the AI editor to rework the survey around your research goal.

Is this template free to use?

Yes. Open it in the editor and start customizing right away — no account required to try it, and the free plan covers launching your survey.

Ready to launch?

Open this template in the editor. Every part is yours to change before the first respondent sees it.

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