Black and white portrait of a smiling man with glasses, short dark hair, and a beard, wearing a plaid shirt, against a dark background.

JAKE REDMOND

Senior PRODUCT DESIGNER

I’m a Senior Product Designer available for short-term contract work across enterprise SaaS, fintech, AI-enabled workflows, and legacy modernization.

I help teams untangle complex workflows, clarify product decisions, and get features ready for engineering.

I work well as embedded senior capacity on active projects or as agency overflow when a team needs experienced support quickly.

My approach is shaped by high-stakes products where roles, permissions, integrations, recovery paths, and system behavior need to remain clear under real-world conditions.

// Scale Is Not Created By Polish

My approach to UX has been shaped in highly regulated, high-stakes environments where system behavior cannot be vague. As a UX Design Lead for U.S. Online Banking at TD Bank, I architected secure, compliant digital banking flows serving 10M+ active users.

In that environment, products scale when behavior remains consistent across users, permissions, exceptions, integrations, and recovery paths.

I bring that exact same operational standard to scaling B2B SaaS, complex fintech platforms, legacy ERP modernization, and agentic AI systems.

// AI Systems & Workflow Reliability

When AI becomes part of a workflow, product behavior becomes harder to predict.

I help teams answer the questions that determine whether an AI feature can operate safely in production:

[01] What happens when the model output is incorrect or confidence is low?
[02] What happens when required data is missing from the system?
[03] When should a human explicitly intervene?
[04] How should users recover when automation fails?

By defining those behaviors before implementation begins, teams can introduce AI into production workflows without creating operational chaos.

// System Behavior Defined

Before development begins, teams need clear definitions for how AI behaves when real-world conditions introduce uncertainty. Engineering receives:

→ Failure and timeout states
→ Human escalation paths
→ Permission and approval boundaries
→ Data validation requirements
→ Recovery and retry logic

// Logic before pixels

// Operating Framework

[01]
Align Stakeholders & Map Constraints
Before I open Figma, I facilitate alignment between product, engineering, and business leaders to map the legacy architecture and define the exact outcomes required.
[02]
Untangle Edge Cases & System Behavior
I work directly with engineering and compliance teams to untangle ambiguous logic, collaboratively documenting the "unhappy paths" so we don't discover them mid-sprint.
[03]
Architect for Human Cognition
I translate those rigid system constraints into a progressive, human-readable interface—protecting the user from database complexity and drastically reducing cognitive load.
[04]
De-Risk Engineering Implementation
I deliver state-machine logic alongside the UI, acting as a reliable bridge between design intent and engineering execution to ensure zero translation failure.

//  The Right Fit

I am built for product teams where undefined UX requirements or complex workflows are bottlenecking development.

We are likely a fit if:

  • Senior developers are playing product manager during implementation to fill in missing UX logic.

  • Your product depends on complex permissions, heavy data tables, or strict edge states.

  • Engineering velocity is stalled waiting on complete, buildable UX requirements.

  • UI components regularly break down when populated with real-world data density.

  • You are modernizing a legacy system (like an AS-400 or legacy ERP) and need the application logic translated correctly into modern UI.