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Product design · AI tools

Smart Tagging

An existing Word add-in for tagging data in documents was bare-bones and entirely manual. We rebuilt it around AI — the same engine works in our core SaaS application and inside the Word add-in — detecting data points in one touch and converting them into smart tags, without asking people to trust a black box.

Shipped Mar 2026 · 3 weeks to MVP Product Designer B2B SaaS · Real Estate Title Figma, Claude Code
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Closing date04/12/2025
TL;DR
Problem

Tagging data in a Word document meant highlighting and applying tags by hand, one at a time — slow, error-prone, and stuck in a bare-bones, off-brand interface.

Approach

Used AI to detect data points in one touch and convert them into smart tags, while keeping people in control of what actually gets applied.

Outcome

Tagging a document is 7x faster than the manual process, with 97% accuracy — and shipped in three weeks.

7x Faster tagging with AI smart tags, vs. manual
97% Accuracy detecting and applying data points
3wks From concept to shipped MVP

Problem

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The Word add-in wasn't new — it just hadn't grown up. The existing version was bare-bones, off-brand, and entirely manual: to tag a data point in a document, someone had to highlight it and apply a tag by hand, one at a time.

01

Fully manual — highlight and apply each tag by hand, one at a time.

02

Error-prone — easy to miss a data point, or tag it wrong, under manual review.

03

Off-brand and bare-bones — the add-in hadn't kept pace with the rest of the product.

Research

Like most AI features, the real question wasn't whether we could detect data points automatically — we could. It was accuracy, and getting people to actually trust it. We knew going in that the AI wouldn't catch every data point perfectly, so the design had to plan for that uncertainty from the start, not patch it in later.

Decision 01

One-touch analysis, without losing manual control

People could still manually tag a data point or add a new tag themselves — the one-click AI analysis was an addition, not a replacement.

Decision 02

Show confidence, not just results

After analysis, the add-in reports exactly what it found — how many data points, how many applied confidently, how many were uncertain, how many were new patterns.

Decision 03

Nothing applies until the user says so

Every smart tag sits in review until the final confirmation step — the AI never commits a tag to the document on its own.

Design

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The analysis report became the centerpiece. Run it once, and it comes back with something like: 200 data points found — 150 applied automatically as smart tags, 25 matched with lower confidence, and 25 new patterns the system hadn't tagged before. Smart tags themselves work like dynamic fields, wired directly to the platform's data instead of sitting as static text.

The same detection engine works the same way in both places — the core SaaS application and the Word add-in — so the AI tags data points identically no matter where someone's working, instead of behaving like two different features that happen to share a name.

And critically — no tag is actually applied until the confirmation step. Reviewing the report never feels like undoing a decision that's already been made, since nothing's been decided yet.

Outcome

Tagging a document is now 7x faster than the fully manual process, with 97% accuracy detecting and applying data points. And the model keeps learning from every analysis — the more documents it sees, the better it gets at recognizing patterns, so that accuracy keeps climbing without anyone retraining it by hand.

What we learned

The lesson here wasn't really about how accurate the AI was — it was about giving people visibility into that accuracy. A report that says "150 confident, 25 uncertain, 25 new" does more for trust than a black box that's just usually right. Once people could see exactly what the AI was sure about and what it wasn't, handing over the manual, one-at-a-time process stopped feeling like a risk.

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