WordPress Automation that Actually Works

11/19/2025
automationdevopsweb developmentwordpresswork

The WordPress Deployment Problem Nobody Talks About

Here's what most WordPress agencies won’t tell you: deployment is a nightmare.

Sure — WordPress powers ~43% of the web — but behind those millions of sites lies a dirty secret: most teams are still deploying like it’s 2010. FTP uploads, manual database exports/imports, hoping you remembered to update that one plugin, praying nothing breaks when you push to production.

I recently worked with a client who embodied this pain: every deployment was a multi-hour ordeal involving checklists, backup anxiety, and inevitable “why isn’t this working?” moments. The team was capable, but they spent more time on deployment logistics than building features.

They asked me to fix it. And I did.


What “Modern WordPress Deployment” Actually Looks Like

Here’s what we built:

git add .
git commit -m "Add new landing page with custom template"
git push origin main
# ☕ Coffee break
# ✅ Live on production. Everything just works.

That’s it. One git push deploys:

  • New plugins (automatically installed & activated)
  • Database migrations (including serialized data)
  • Custom themes and templates
  • All media assets (synced from Cloudflare R2)
  • Environment-specific configuration
  • A complete audit trail of exactly what changed

No SSH sessions. No manual database work. No “did you remember to activate that plugin?” Slack messages.


The Technical Innovation (That Actually Matters)

Composer-Driven Architecture

WordPress core, themes, and plugins are dependencies in Composer. No more “which version are we running?” confusion — your composer.lock is now the single source of truth.

Intelligent Migration System

We built a migration system for three types of changes:

  1. SQL migrations — for schema changes and straightforward data updates
  2. PHP-enhanced migrations — for more complex, environment-specific, and serialized data
  3. Plugin activation migrations — just drop a file named activate-plugin-name, and the system activates it automatically

This means that deploying a new landing page with a template, post data, plugin config, and media becomes fully scripted and auditable.

Media, Without the Mess

Images and assets no longer live inside wp-content/uploads in Git. They live in Cloudflare R2 (S3-compatible, no egress fees) and are synced during build/deployment. This keeps the repository lightweight and the workflow repeatable. According to Cloudflare’s official docs, R2 provides zero egress charges for object storage.

Zero-Drift Environments

Each environment (dev, staging, production) is built afresh from the same source — not a “locked copy” of production. If it works in staging, it works in production. That means no “well it worked yesterday” edge cases.


The Real-World Test: The Djembe Landing Page

We proved it. A full landing page from scratch was deployed, end-to-end, with this stack:

What was delivered:

  • Custom WordPress template (child theme)
  • Interactive flipbook (via a plugin)
  • Serialized post data and environment-specific URLs
  • Multiple image assets
  • Full contact form integration

How it was done:

  1. Commit code + migrations.
  2. Push to GitHub.
  3. DeployHQ triggered the build.
  4. Build script ran migrations, fetched assets from R2, and activated plugins.
  5. Cache cleared — live.

The result:

  • Zero manual steps
  • Complete audit trail — every change in Git
  • Reproducible — same code + data = same site, anytime
  • Fast — under 5 minutes from push to live

Compare that to the traditional approach: develop locally, export/import DB, FTP uploads, plugin installs, media via admin, debug why something didn’t work… 2-4 hours later, you might be live.


Why This Approach Is Rare (And Why It Matters)

Most WordPress teams don’t do this — not because they don’t want to, but because WordPress wasn’t built with modern DevOps in mind. Plugins expect admin installs, media expects uploads in the filesystem, and configuration expects manual edits. To make WordPress behave like a modern application, you must push against those assumptions. I pushed through until it worked.

And because of that, it matters:

  • Your team ships faster — deployment time cut by 50%+
  • Your deployments are safer — fewer manual steps, fewer moving parts, fewer surprises. CI/CD for WordPress is increasingly essential
  • Your costs drop — manual overhead drops, and media/storage costs go down (No egress fees on R2))
  • Your developers are happier — they build features, not fight deployment scripts

What You Get When You Work With Me

I don’t just write code. I solve problems that many believe are “impossible” or “not worth the effort”.

When you hire me, you get:

  • Systems thinking — I see the whole architecture: code, data, media, deployments
  • Persistence — I don’t stop when something is “hard enough”
  • Pragmatism — I build what works reliably, not what looks elegant on paper
  • Documentation — Everything is explained, so your team can take over
  • Innovation — I find solutions others gloss over because I’m willing to dig deeper

This WordPress deployment system is not theory — it works in production, saves hours per week for my client, and can work for you too.


The Opportunity

If your team is still doing WordPress deployments the old way—or if you’ve tried to automate and failed—I can help.

I’ve proven this system works. I’ve documented it end-to-end. And I’m available to implement it for your projects.

Whether you need:

  • A complete CI/CD pipeline for your WordPress projects
  • Migration strategies for complex data
  • Media management solutions that scale
  • Developer workflow improvements
  • Or simply someone who finishes the hard problems

Let’s talk.

I’m particularly interested in working with:

  • Agencies managing multiple WordPress sites
  • SaaS platforms built on WordPress
  • Teams frustrated by their deployment processes
  • Organizations ready to treat WordPress like a modern application

Ready to Stop Fighting Deployment?

I’m Spencer Pope. I build systems that work.
Get in touch:

  • Email: [your email]
  • LinkedIn: [your profile]
  • Portfolio: [your site]

Let’s have a conversation about what’s possible when you stop accepting “that’s just how WordPress is”.

P.S. Want the technical deep dive? The complete implementation — build scripts, migrations, R2 integration — is documented in my [GitHub repository]. Or just reach out and I’ll walk you through it.


Sources

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automationdevopsweb developmentwordpresswork