Sentry Product Design & Strategy

Turning the most-complained-about feature into one of Sentry's biggest retention wins

DASHBOARDS OVERHAUL  ·  SENTRY.IO

The Impact
+23% DAU increase on Dashboards within 6 weeks of shipping
47+ Open tickets closed across 15+ organisations
64% Of Business tier orgs adopted key features on day one
My Role
Lead Product Designer
Timeline
Ongoing · 2024
Team
Design, PM, Eng
Platform
Web
Status
Shipped + In Development
The Challenge My Role Strategic Thinking Long-term Work Quick Wins Retrospective Impact

Several compounding problems, numerous open issues

Sentry Dashboards hadn't been meaningfully updated since 2021. The gap had become impossible to ignore.

Drop in usage

Only 12k users actively viewing dashboards vs 1M+ for Issues. Week-4 retention at 21.5% — one of the lowest rates in the product.

Untouched since inception

Dated interaction patterns, broken flows, and glitchy experiences that had never been addressed due to competing priorities.

Underdeveloped library

Only 4 templates and 12 pre-built widgets — far behind competitors with extensive template catalogues.

Absence of key features

Favouriting, sharing, edit access — features users expected as standard — had simply never been built.

"Is there a way to star or save dashboards? Browsing through them each time is a pretty big hassle — the sorting options don't really work for that. I always have to use the search function."

— GitHub issue, Sentry open-source repo

The only designer on a product area being rebuilt from scratch

Lead and sole designer across the entire dashboard surface — owning strategy, exploration, and execution while securing multi-quarter leadership buy-in for the long-term investment.

I led

End-to-end design across all dashboard surfaces — widgets, sharing, favouriting, the custom widget builder, and the design library

I influenced

Backlog prioritisation, release planning, and product strategy — defining what got built in what order and why

I drove

Design principles, documentation, and the strategic framing that secured senior leadership buy-in for the long-term investment

I navigated

Engineering constraints on a legacy codebase, competing priorities, and the tension between quick wins and long-term vision

Two tracks, not one — ship fast while designing deep

Rather than waiting for the full vision, I proposed a dual-track approach — shipping quick wins to restore trust while designing the bigger picture properly.

Short term

Rapid mid-fi solutions shipped close to engineering. High-value, lower-complexity fixes that users had been asking for.

Long term

Strategic explorations, user testing, and stakeholder alignment on the bigger flows — designed and tested properly.

I also defined four design principles for all dashboard widgets — Uniformity, Customisable, Informative, and Ubiquitous — giving engineering and design a shared north star for every decision.

Rebuilding the Custom Widget flow — the hardest part of dashboards

Why this, why now

High widget-level customisation is a key differentiator for Sentry's Business tier. A broken builder directly impacts retention and upgrade conversion.

What was broken

Accessibility issues, sticky widget overlaps, poor use of screen space, and a non-sequential flow depicted as if it were linear.

💬 A walkthrough video of the current experience is available on request.

Exploring the right pattern

Before jumping to solutions, I explored three fundamentally different interaction models — each with real trade-offs.

Left panel
✓ Chosen

Great use of space, cleaner UI, continued flow. Validated through user testing.

Modal
✕ Scroll issues

Uses existing patterns, perception of continued flow — but high probability of scrolling.

Full page
✕ Disjointed

Improved flow and space — but navigating to a new page broke the sense of continuity.

Testing with real users
What resonated

Improved form-filling, upfront widget preview while making changes, high level of customisation, less overwhelming on screen

What didn't land

Field ordering, unclear widget description placement, overlay vs panel due to scrolling probability

Four things shipped in a single quarter that immediately moved the needle

Retrospective

What I'd do differently

I'd start earlier on

Getting quantitative data on usage by user segment. The drop in overall DAU was clear, but understanding which users were churning and why took longer than it should have. Segmenting by Business vs. free tier earlier would have sharpened the quick win prioritisation.

What I learned

Defining design principles before starting exploration work is underrated. Having Uniformity, Customisable, Informative, and Ubiquitous as explicit criteria made design reviews and engineering conversations significantly faster and less subjective.

Impact

The impact

+23% Increase in DAU on Dashboards within 6 weeks of shipping — reversing a quarter of decline
+8% Lift in Business tier user count in the quarter following launch, partly attributed to improved dashboard experience
47+ Open tickets closed across 15+ organisations — sharing permissions, favouriting, widget states, and change propagation
64% Of Business tier orgs marked at least one dashboard as favourite within the first week of launch
Qualitative

Major improvements in widget design consistency and interaction patterns across the product — and a foundation for the long-term Custom Widget Builder work now in development.

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