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September 22, 2025 8 mins

"Organizations tend to hide the issue until it is killing them." That observation from ITPro captures exactly what you're probably dealing with right now.

Month one feels perfect. Your admin writes a quick script, solves the problem, and moves on. The automation works. The process flows. Everyone's happy.

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Episode Transcript

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(00:00):
The Illusion of Control in Unmanaged PowerShell Automation.

(00:04):
"Organizations tend to hide the issue until it is killing them.
" That observation from ITPro captures exactly what you're probably dealing with right now.
Month one feels perfect.
Your admin writes a quick script, solves the problem, and moves on.
The automation works.
The process flows.
Everyone's happy.
Twelve months later?
Different story.

(00:25):
The person who wrote it transferred to another department.
Your team manages automation that still runs, but the institutional knowledge is gone.
Microsoft pushes an update.
One small change.
Your automation dies, and suddenly, some of your most critical systems are on hold.
What felt like taking control just became a crisis nobody owns.

(00:45):
Your Microsoft environment needs custom automation.
Standard tools don’t cover these gaps.
You have unique business processes,compliance requirements,
and legacy systems that define your competitive edge.

But here's where things go wrong (00:58):
these solutions get built outside any real framework.
No documentation exists.
No backup in place.
No clear owner when things go wrong.
Your business enabler turns into an unmanaged risk.
‍ Why Your Self-Built Solutions Will Break.
Microsoft doesn't stand still.
Breaking changes aren't bugs.

(01:19):
They're planned features.
Earlier this year,Microsoft killed off identity management services that thousands of companies relied on for user provisioning.
Not gradually.
Gone.
If you'd built your employee onboarding around these services,
you would have faced months of emergency reconstruction while new hires waited in limbo.
September 2025 marks a critical turning point.

(01:42):
Microsoft is pulling legacy automation engines from Windows Server 2025.
Many organizations are just discovering that legacy installers and line-of-business applications still depend on these runtimes,
often written years ago by staff that’s no longer around.
Migrations stall because nobody dares to touch fragile code.

(02:03):
What looks like a technical update becomes a project delay with direct business impact.
That vendor installer from 2019?
The maintenance script someone wrote and forgot about?
The legacy application that still processes invoices?
When migration time comes, you'll find them all.
This pattern never stops.
Microsoft modernizes its platform.

(02:24):
Your scripts that worked perfectly yesterday fail spectacularly today.
You scramble to fix everything while business processes grind to a halt.
The productivity hit from scattered scripts already slows your team down,
as we covered in Tool Sprawl Is Killing IT Productivity.
When those scripts lack vendor support, productivity problems escalate into major crises.

(02:47):
‍ Your Technical Debt Is Bleeding Money.
Technical debt shows up in your budget and your team's timesheets.
ITPro found that 44 percent of UK companies spend between a quarter and a half of their time maintaining old systems.
In practice,that means nearly half a team's capacity is spent stabilizing outdated systems rather than delivering new projects.

(03:09):
If you've got five people on your infrastructure team,
you lose two full administrators every week just keeping broken systems working.
Think about what that really means.
Nearly half your team's capacity gets consumed by legacy maintenance.
Every hour spent firefighting broken scripts is an hour not spent on cloud migrations,
security hardening,or the digital transformation projects that move your business forward.

(03:33):
‍ When Technical Debt Becomes a Competitive Disadvantage.
The same study shows 88 percent of IT executives think technical debt makes it harder to compete.
Your automation worked fine until a service interface evolved.
This leads to expensive emergency fixes while your project backlog grows and operating costs climb.

(03:53):
One in four companies reports outages or security incidents directly caused by unmaintained systems.
Your custom scripts live in exactly this danger zone.
They don't get patched with everything else.
They can't be audited properly, while documentation doesn’t exist.
As the research noted,“Technical debt is an even bigger issue than it has been,

(04:15):
even if it is overshadowed by cyber or the dreams of AI.
” Compare this to structured policy-driven automation.
One approach creates hidden costs that multiply.
The other provides you with visibility and control.
‍ The Hidden Strategic Cost.
Unsupported scripts create a ripple effect that goes well beyond technical issues.

(04:35):
We've seen cloud migration projects extend their timelines because teams need to stabilize automation first.
Security initiatives often get delayed while organizations address underlying infrastructure concerns.
Digital transformation requires a reliable foundation,
so these larger strategic projects naturally get pushed back until the automation layer becomes more dependable.

(04:59):
That delay rarely shows up in budget line items, but it's the true cost of unsupported automation.
‍ Is Your PowerShell Automation ready for auditing?
Unsupported scripts put you at real risk when auditors show up.
Security holes stick around when nobody's responsible for maintenance.
Audit processes fail when proper documentation doesn't exist.

(05:20):
When critical automation breaks during a routine Microsoft update,
your revenue-generating workflows stop.
No SLA covers the damage.
No vendor support exists.
You carry full responsibility.
Critical systems monitoring stops.
Customer onboarding freezes.
Compliance reports miss regulatory deadlines.

(05:40):
Every hour costs you money and regulatory exposure.
Recovery depends entirely on whoever's still around who might remember how the original script worked.
These risks mirror the governance problems we outlined in 5 Governance Mistakes That Break Compliance in Microsoft Environments.
Poor maintenance doesn't just hurt efficiency.
It exposes you to significant penalties and damages trust with auditors and customers.

(06:06):
‍ Breaking the Cycle of Unsupported Automation.
The maintenance trap follows the same timeline everywhere.

Month one (06:12):
script solves a problem.

Year two (06:14):
it's technical debt eating resources.

Year three (06:18):
it causes outages that hit your bottom line.
Breaking this cycle means moving from individual scripts to managed platforms.
Managed platforms change the game completely.
When someone leaves, their scripts don't become orphans.
Updates happen systematically instead of when something breaks.
Your team can delegate tasks from now on without worrying about security holes or compliance gaps.

(06:43):
Most importantly, you stop firefighting.
Instead of constantly fixing broken automation,your team can focus on projects that actually move the business forward.
This is one of the most significant improvements our customers report when implementing structured PowerShell automation.
‍ What This Means for Your IT Team.
You need custom automation for unique business requirements,

(07:05):
but without proper lifecycle management,you're building vulnerabilities into your infrastructure.
Your DIY solutions are necessary.
But when they're unsupported,they create technical debt that blocks innovation and drains your budget.
When automation lacks proper maintenance frameworks,
you face regulatory violations and business disruptions.

(07:25):
You need managed platforms that support your custom solutions while ensuring compliance and scalability.
‍ Making Custom PowerShell Automation Sustainable.
Here's what changes when your team stops managing scripts manually.
Instead of accumulating hidden costs from unsupported solutions,
they work within managed environments where updates,

(07:46):
logging,delegation,and compliance reporting get handled professionally.
Custom scripts will always be part of Microsoft IT.
The question isn't whether to use them,but whether they exist as fragile one-offs or as managed business assets.
ScriptRunner provides the governance,lifecycle management,
and compliance framework that turns your code into dependable infrastructure.

(08:09):
Your automation remains exactly what you built it to be.
It becomes something you can rely on,so projects don't stall every time there are changes in your Microsoft environment.
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