Trunk Tools

Guide

The Ultimate AI Vendor Questionnaire: What to Ask Before You Buy

A practical questionnaire for construction leaders evaluating AI vendors — covering operational fit, technical depth, long-term viability, and data security.

Sep 1, 2026

Construction leaders are bombarded with AI promises, but most lack the framework to separate transformative technology from hype. This guide gives you the exact questions to ask any vendor — across operational fit, technical depth, long-term viability, and data security — so you can invest with confidence and put AI to work where it matters most: on the jobsite.

How to use this questionnaire

  1. Before your next vendor meeting or RFP, share this guide with your evaluation team and align on the questions.
  2. During the demo, ask these questions directly. Watch for specificity — vendors with real depth welcome scrutiny.
  3. After the evaluation, score each vendor against the framework and compare results side-by-side. Let the data, not the demo, drive the decision.

Not all AI is created equal

Before diving into the questions, it helps to know that “AI” covers a wide spectrum:

  1. White-label wrappers — branded interfaces on top of general-purpose models like ChatGPT or Claude, with no construction-specific intelligence.
  2. Prompt engineering layers — lightweight construction framing on foundational models, still without industry training at scale.
  3. Adapted but incomplete — some fine-tuning or custom pipelines, but weak preprocessing of drawings, specs, and schedules.
  4. Workflow-integrated construction AI — agents trained on real construction documents, triggered automatically, and built to offload tedious project work.

The questionnaire is designed to show you where any vendor sits on that spectrum.

What’s in the full PDF

The downloadable questionnaire expands each question with why it matters, what “good” looks like, and space for a vendor response, organized into:

  • Functionality and use case
  • Technical depth and construction fit
  • Long-term viability
  • Commercial model
  • Data privacy and security
  • Compliance, legal, and risk management

It also includes a simple scoring guide so your team can classify vendors as worth partnering with, worth using only at a lower price, or not worth pursuing.

Download the PDF for your RFP folder, or keep this page open as you work through vendor evaluations.

Download the PDF

Enter a few details to download the PDF for your RFP folder.

FAQs

Common questions

Ask about operational fit (does it solve a real jobsite or office workflow?), technical depth (construction-trained models, multimodal reasoning, preprocessing), deployment model (vendor-maintained agents vs. DIY prompts), pricing predictability, data privacy and isolation, and compliance (SOC 2 Type II, encryption, AI governance).

Look for construction-specific training and preprocessing across drawings, specs, submittals, and RFIs; automatic agent triggers from your project management system; multi-file multimodal reasoning; and turnaround measured in minutes. White-label wrappers and prompt-only layers cannot reliably cross-reference project documents or read drawings.

Project data often includes proprietary pricing, means and methods, and owner-sensitive information. Strong vendors train only with explicit permission, logically isolate each project, use zero-retention agreements with third-party model providers, and can show SOC 2 Type II controls plus encryption at rest and in transit.

Align the evaluation team on the questions before demos or RFPs, ask them directly during vendor conversations, score answers side-by-side, and let the framework — not the demo — drive the decision.

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