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How CheckyWorky works (in 10 minutes)

Set up one check today and stop finding out from customers tomorrow.
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Your app can be “up” and still be broken

Signup silently fails after a deploy

Login loops on redirects nobody tested

Checkout breaks and revenue leaks for hours

The CheckyWorky method

1
Pick a journey

Signup, login, upgrade — choose the flow that matters most.

2
Define success

The page loads, the button exists, the confirmation message appears.

3
Run on a schedule

Get notified with proof — screenshots, failing step, timing.

What you see when something breaks

The failing step

called out clearly — no guessing.

A screenshot

of the page at failure time.

Helpful context

timing, error message, link to the full run.

Getting started (tiny team friendly)

Start with 3 checks:

Signup to "first success"

Login to dashboard

Upgrade / checkout

Run them every 10\u201315 minutes at first. Tighten later.

Frequently asked questions

No. CheckyWorky runs real browser-based journeys through your product — filling in forms, clicking buttons, and asserting that the right things appear. It catches issues that a simple HTTP ping never would.

Yes. CheckyWorky uses a dedicated test account to log in and navigate authenticated flows, just like a real customer would.

Start with every 10–15 minutes for your most critical flows (login, signup, checkout). You can tighten or relax schedules as you learn what matters most.

You get the workflow name, the exact step that failed, a screenshot of the page at failure time, and a direct link to inspect the full run details.

Absolutely. You can run checks against production, staging, or both. Many teams run checks against staging after deploys and production on a schedule.

Most teams can get a first login or checkout journey running in ~10–30 minutes if they have: (1) a dedicated test user (or seed account) with stable permissions, (2) a staging or production URL, (3) a plan for MFA/SSO handling (bypass, test IdP user, or token-based auth), and (4) a Slack channel or email list for alerts. Best practice: start with one high-value journey (login → key page) before instrumenting every flow.

Include: a realistic path that maps to user value (signup, login, search, add-to-cart, create invoice, publish post), stable selectors (data-testid), and one or two assertions (page contains expected text, URL match, API response). Avoid: brittle UI-only checks that depend on animation timing, checking third-party widgets you don’t control, and workflows that mutate production data without cleanup. Best practice is to keep journeys short (3–10 steps), then chain multiple journeys if needed.

They remove the guesswork. Instead of an alert that says “/login is down,” you get: the step that failed (e.g., “Click ‘Continue’”), the error type (timeout, 500, element not found), and a screenshot of the UI at failure. This helps immediately route the incident to the right owner (frontend vs auth vs backend), and it’s especially useful for intermittent UI regressions, expired sessions, or broken redirects.

Common patterns: (1) Use a test tenant/user with MFA disabled or a dedicated “synthetic monitoring” policy in Okta/Azure AD; (2) prefer password-based login for the synthetic user when possible; (3) for magic links, use a test inbox and parse the link; (4) for OAuth, authenticate once and reuse a stored session/token with periodic refresh. Best practice: treat auth as its own journey so failures are easy to diagnose and don’t mask downstream workflow issues.

Use a dedicated synthetic user and tag it everywhere: a distinct email domain alias (e.g., monitoring+cw@), a known user agent, and a unique account/org name. Add safeguards like: suppress outbound emails for that user, disable marketing automation events, and ensure any created objects are auto-cleaned (nightly job) or created in a sandbox workspace. Best practice: create a “Synthetic Monitoring” flag in your app to exclude these events from product analytics.

Use a combination of: (1) retry-once logic for single-step timeouts, (2) multi-location confirmation (only page if it fails in 2+ regions), (3) separate alert routes for warning vs critical journeys, and (4) step-level thresholds (e.g., page load > 8s triggers warning, hard failure triggers critical). Best practice: start with business-critical journeys paging, and route the rest to a non-paging Slack channel.

Uptime checks answer “is the endpoint responding?” APM answers “what’s slow or erroring inside the service?” Synthetic workflow monitoring answers “can a user complete the journey end-to-end right now?” Most teams use all three: uptime for broad availability, APM for root cause, and synthetic journeys to catch UI regressions, auth issues, and third-party breakage before customers do.

Related pages

Use Cases

Start with the journeys that matter most.

Learn more

By the numbers

The average cost of downtime is about $5,600 per minute.

Gartner (2014)

Organizations with higher deployment frequency tend to achieve faster lead times and improved reliability outcomes compared to low performers.

Google Cloud / DORA (Accelerate State of DevOps) (2023)

MTTR is a key performance indicator for incident response maturity; teams that improve detection and response reduce customer impact even when failures still occur.

PagerDuty State of Digital Operations (2024)

Synthetic monitoring is commonly used to validate critical user journeys (login, checkout, search) and catch regressions not visible from backend metrics alone.

Datadog (SRE/Observability guidance and synthetic monitoring product documentation) (2024)

Real-world examples

Checkout button regression caught minutes after deploy

Scenario: A small SaaS ships a UI refactor that changes a CSS class on the “Continue” button. Real users would hit it during peak hours, but the synthetic journey runs every 5 minutes: login → select plan → checkout → confirm.

Outcome: Alert fires with screenshot showing the missing button and failing step (“Click Continue”). Team rolls back within 12 minutes; zero support tickets, and the incident is contained before most customers notice.

SSO redirect loop detected before customer reports

Scenario: Okta configuration change introduces a redirect loop only for a specific subdomain. Backend health checks stay green; APM shows normal latency. Synthetic journey: start at app URL → “Sign in with Okta” → callback → dashboard.

Outcome: Multi-location synthetic runs fail consistently with a screenshot of the redirect page and the exact step (“Wait for callback URL”). Fix applied same day; prevents widespread login failures for enterprise accounts.

Third-party outage breaks onboarding flow

Scenario: A billing provider’s hosted checkout intermittently returns 502s. Your API is fine, but new signups can’t complete payment. Synthetic journey: signup → verify email → billing step → success page.

Outcome: Alerts include the failing step and screenshot of the provider error page. Team adds a fallback message + retry and temporarily routes signups to an alternate flow; signup completion rate recovers within 1 hour.

Slow database migration shows up as step-level performance regression

Scenario: A background migration increases latency on the “Projects” page. Nothing hard-fails, but the page load time jumps from 2s to 12s. Synthetic journey asserts: dashboard loads < 8s and key element is visible.

Outcome: Warning alert triggers before customers complain. Team pauses migration and adds an index; page load returns to baseline the same day.

Key insights

1.

Start with 1–3 business-critical journeys (login, onboarding, checkout) and run them frequently; breadth can come later once alerting is tuned.

2.

Step-level failure context (which click, which page, which assertion) is often more actionable than “site down,” especially for UI regressions and auth/redirect issues.

3.

Design for stability: add data-testid attributes and avoid selectors tied to styling; most synthetic “flakiness” comes from brittle selectors and timing assumptions.

4.

Treat authentication as a first-class workflow: SSO/MFA/magic links are common failure points and should be monitored independently so downstream checks remain meaningful.

5.

Use multi-location confirmation and smart retries to reduce noise; it’s the difference between a page-worthy incident and a transient network blip.

6.

Synthetic monitoring complements APM and logs: it detects user-visible failures that backend metrics can miss (broken buttons, bad redirects, third-party UI failures).

7.

Keep synthetic accounts and data isolated to prevent analytics pollution and unintended customer-facing side effects (emails, billing events, webhooks).

Pro tips

💡

Add stable selectors now: put data-testid on the 10–20 most important interactive elements (login button, submit, checkout, save). This single change dramatically reduces flaky synthetic failures after UI refactors.

💡

Create a dedicated “synthetic” tenant/user and suppress side effects: disable marketing emails, exclude from analytics, and route webhooks to a safe endpoint. You’ll get realistic monitoring without polluting production signals.

💡

Set alert rules before scaling coverage: require 2 consecutive failures or 2-region confirmation for paging alerts, and send everything else to a non-paging Slack channel. Tune noise first, then add more journeys.

How CheckyWorky compares

vs Datadog Synthetics

Powerful and deeply integrated with Datadog, but can be heavier to adopt for small teams already not using the full Datadog stack. CheckyWorky emphasizes fast “10-minute” setup, workflow-first alerts, and small-team-friendly defaults (clear failing step + screenshot to Slack).

vs Checkly

Developer-centric and code-first (Playwright) with strong CI/CD workflows. CheckyWorky focuses on a guided, pretend-customer setup and operational alerts that are easy for lean teams to triage without building a full monitoring-as-code pipeline.

vs UptimeRobot

Great for simple uptime/HTTP checks, but not designed for multi-step transactions like signup → email verify → checkout. CheckyWorky is built for end-to-end workflow monitoring with step-level failures and screenshots.

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