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When Is the Right Time?(And Why We Sometimes Run in Parallel Anyway)

In higher education, “When is the right time?” is almost never a scheduling question.

It’s a risk question.


Because there is no empty week on a campus. There is no moment when nothing matters. And there is no change that doesn’t outlive the maintenance window it happens in.

The Illusion of the Perfect Window


We’re often told to:

  • wait until between terms

  • wait until summer

  • wait until after finals

  • wait until “things slow down”


But those moments are illusions.


Students are still learning. Faculty are still teaching. Systems are still being used (often more heavily by the students with the fewest alternatives)

So the real question becomes:

If something goes wrong, how long can we live with it?

That’s when time stops being linear — and starts being… a little wibbly-wobbly.

Enter: Running in Parallel

Running systems in parallel is often the answer to that discomfort.

It lets us:

  • test without committing

  • validate without burning bridges

  • recover without waiting months for permission


But parallel comes at a cost:

  • duplicate hardware

  • extra optics and adapters

  • overlapping licenses

  • more staff time

  • more complexity


From the outside, it looks inefficient. From the inside, it’s buying options.

The Tradeoff Nobody Sees


Here’s the part that’s rarely said out loud:

Running in parallel doesn’t make change safer. It makes recovery possible.

Because in higher education:

  • maintenance windows may be far apart

  • governance cycles are long

  • the next “approved” attempt may be a semester away


A failed hard cutover isn’t just a technical problem; it becomes an institutional memory problem.


Parallel operation is how teams avoid turning one night of risk into months of regret.

But Parallel Has Its Own Time Problem


Here’s the twist.

Parallel systems can hide what you’ve missed.


The old system keeps quietly doing the work:

  • the forgotten configuration

  • the undocumented exception

  • the edge case no one remembered


Everything looks fine… until the old system is turned off.

Which means the riskiest moment often isn’t the change itself it’s the first moment the legacy system is truly gone.


That discovery might happen:

  • after the window closes

  • after leadership believes the risk is behind them

  • after the calendar says “we’re done”


And now time stretches again.

So… When Is the Right Time?

In higher education, the right time isn’t defined by the calendar.


It’s defined by:

  • how easily you can back out

  • how quickly you can try again

  • how much trust you lose if you can’t


That’s why decisions feel slow.

That’s why pilots are cautious.

That’s why parallel sometimes costs more.

Because time here isn’t about speed.


It’s about recoverability.

This Is Why Time Works Differently Here


Higher education doesn’t run on a single clock.


It runs on:

  • academic time

  • budget time

  • governance time

  • student time

  • institutional memory


Those clocks don’t tick together. And when you ignore that time has a way of reminding you.


Usually at 2 a.m.

After the old system goes dark.


It’s not slow. It’s just a little wibbly-wobbly… and very, very aware of consequences.


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