Winston is ready when you are

Meet Winston, your always-on teammate.

Born in London, Ontario — built to take the repetitive screenwork off your plate. Say goodbye to backlogs, copy-paste marathons, and filing chaos. Winston keeps cycles fast, errors rare, and every click logged for audit time.

UiPath Partner Built in Canada Audit-ready logs

Why teams call Winston

  • Backlogs vanish with automations that mirror your team’s best workflows.
  • Clean audit trails prove every action Winston takes.
  • People get their focus back for human conversations, decisions, and strategy.

You’ve got more work than hours in the day.

Manual data entry, filing, reconciliations, and report pulls devour the calendar. The team is frustrated, double checking everything, and losing sleep over the next audit. You know the work matters—but people should do people work. Computers should do computer work.

Winston steps in to remove the repetitive screenwork that drags morale down. He’s here so your experts can focus on insights, relationships, and decisions while the robot handles the clicks.

The stakes are real

  • Backlogs pile up, customer response times slip, and revenue waits.
  • Errors creep in, audits get tense, and trust in the data evaporates.
  • Teams burn out doing soul-crushing tasks they were never hired for.

A Canadian bot with a dependable crew behind him.

Winston is the face of DigitalStaff’s automation team. As a certified UiPath partner, we’ve built outcomes-first playbooks that keep your data safe and your stakeholders smiling. We know Canadian compliance expectations inside out and design every engagement with them in mind.

We’ve watched great teams burn out doing mindless screenwork—so we built Winston to help.

Certified UiPath Partner

Enterprise-grade automation without enterprise hassle.

Canadian data-friendly practices

Architected for PIPEDA-aware teams and regulated industries.

Outcomes-first playbooks

We measure success in cycle time, error reduction, and team relief.

Who (or what) is Winston?

Winston is your tireless digital teammate—software that clicks, types, files, emails, and logs every move with the precision of your best employee on their best day.

Birthplace

London, ON

Superpower

Tidy folders & names

Favourite snacks

CSVs & invoices

Faster cycles. Fewer errors. Clean data.

Winston’s impact is measurable from day one. Here’s what teams notice first.

Start your Automation Plan

50–90% faster cycles

Automate the keystrokes that slow you down. Winston finishes high-volume tasks in minutes, not days.

Quality you can trust

Exception routing keeps people in the loop while Winston handles the perfectly repeatable steps without typos.

Visible operations

Every run is logged with dashboards, history, and evidence so you always know the status of your automations.

Scale without extra desks

Add more “Winstons” when you need them. No hardware to procure, no extra office chairs.

Tasks Winston handles without breaking a sweat

If the task has clear steps, Winston can usually do it—faster, without typos, with a perfect audit trail.

Copying data between disconnected apps

Downloading reports & consolidating spreadsheets

Filing & renaming documents consistently

Invoice entry & 3-way match pre-checks

System reconciliations & status updates

Email triage, routing, and smart templates

Data cleanup & quality checks

Getting started is simple

Our three-step plan keeps change manageable and momentum high. You always know what’s happening next.

1

Discover

Map the process and define success

We map your workflow, pick the right pilot, and set clear metrics so we know exactly what success looks like.

2

Build & Pilot

Craft, test, and tune the bot

We build Winston’s playbook, add safeguards, and run side-by-side pilots until everything is humming.

3

Go Live & Scale

Monitor, measure, expand

When the pilot is airtight, we orchestrate the automations, watch the metrics, and expand to your next process.

Safe, measured, and audit-ready by design

Winston’s playbooks are built with governance in mind from day zero. Every engagement includes these guardrails so stakeholders feel confident.

  • Clear statements of work & timelines
  • Least-privilege access for every connection
  • Secure credential vaulting
  • Exception handling & rollback paths
  • Monthly performance reviews
  • You always own your data

Winston’s promise

We only automate when the value is clear, the safeguards are in place, and your team is trained. If something isn’t ready, we’ll tell you why and how to fix it first.

A day in the life of Winston

Winston works alongside your team from sunrise to midnight without the coffee break.

7:00 AM

Reports, KPIs, and email summaries delivered before the team arrives.

9:30 AM

PDFs filed with consistent names and attached to the right jobs.

11:00 AM

AP/AR runs completed, mismatches flagged, and entries posted to accounting.

2:00 PM

Reconciliations and status updates pushed to your team's tools.

Midnight

Unattended runs handle backups, exports, and next-day preparation while you sleep.

Works where you work

If your team can click and type it, Winston probably can too.

QuickBooks
Xero
Sage
Procore
Google Workspace
Microsoft 365
SharePoint
HubSpot
Salesforce
Web portals & inboxes

Choose how you want Winston to help

We’ll recommend the best fit based on volume, tools, and SLA.

Most popular

Managed Winston

Monthly bot subscription with setup included. We handle orchestration, monitoring, and support so you get the outcomes without the upkeep.

Licences + Coaching

Keep orchestration in-house. We build, standardize, and coach your team so they can run Winston with confidence.

Built for outcomes, governed for safety

  • Run history for every process
  • Versioned playbooks & documentation
  • Exception handling with alerts and human-in-the-loop steps
  • Uptime monitoring & Canadian data residency options
  • Audit-ready logs down to each click and field

"Had the team prepare a system for us to automate the re-branding of our digital invoicing and statements. The system has been working flawlessly for over a year. Simple to administer and the team are easy to get in contact with make adjustments or update our requirements."

Chuck Baresich, President, Haggerty AgRobotics Company

Frequently asked questions

Straight answers for the questions we hear most about Winston.

Is Winston AI or RPA?

Winston is primarily a UiPath-powered RPA teammate for reliability and governance. We layer in AI where it adds real value, like reading documents or prioritizing queues.

Will it break?

Every automation ships with playbooks, retries, monitoring, and a human-in-the-loop plan. If something changes, Winston flags it instead of guessing.

How fast is it?

Most teams see repetitive tasks completed several times faster than manual work, with zero typos and a perfect audit trail.

What about data and security?

Winston operates with least-privilege access, managed credentials, full audit history, and Canadian-friendly hosting options to keep compliance teams happy.

Can Winston work on my desktop?

Yes. Use Winston in attended mode for on-demand runs or let him work unattended on schedules and servers.

Not ready yet? Start here.

Explore the playbooks and tools Winston uses to deliver results before you commit to a project.

Download the Playbook

Automation Playbook

A practical PDF that shows how leading teams scope, prioritize, and launch their first automations.

25 Tasks Winston Can Do This Month

A checklist of screen-heavy jobs Winston can pick up immediately.

ROI Calculator

Plug in your volumes and time spent to see the hours Winston can give back.

Book a 20-minute intro or start your Automation Plan. Proudly built in London, Ontario.

UiPath Partner • Built in Canada • PIPEDA-aware practices • Audit-ready logs

Winston logs every click, field, and file—so audits don’t hurt.