It’s February. Love is in the air. People are buying chocolate, making dinner reservations, and pretending they like rom-coms again.
So let’s talk about relationships.
Have you ever had an IT relationship that felt like a bad date?
You call for help and get silence.
Or the “fix” works… for a day… then the problem comes right back.
If you’ve experienced that, you’re not alone. A lot of small businesses are stuck in the IT version of a bad relationship.
They keep hoping it’ll get better.
They make excuses.
They say, “Well, they’re cheap,” like that makes the stress worth it.
And like most bad relationships, it didn’t start out that way.
The Honeymoon Phase
At first, everything was great.
Calls were returned. Problems got fixed. You thought, “Perfect. This is handled.”
Then the business grew. More people. More apps. More pressure.
And slowly, the relationship changed.
Responses got slower.
Issues started repeating.
You heard, “We’ll take a look when we can.”
So you adapted. You worked around the problems instead of fixing them.
That’s not a partnership. That’s survival.
The Voicemail Black Hole
You call. You leave a message. Maybe you email too.
Then you wait.
Meanwhile, your employee can’t work. Deadlines slip. Customers get annoyed.
You’re paying people who can’t do their jobs because IT support is missing.
That’s not support.
That’s the bad date who says, “I’m on my way,” and never shows up.
Good IT relationships don’t leave you hanging. Problems get acknowledged fast, fixed right, and often prevented entirely.
When Workarounds Become Normal
Here’s when you know things are really broken.
Your team stops calling IT.
They email files instead of using the system.
They save things on desktops.
They share passwords in texts.
They buy random tools just to get through the day.
Not because they want to break rules, but because they want to work.
When businesses start building workarounds, it means they’ve lost trust in their tech support.
And those workarounds quietly create bigger problems: security gaps, compliance risks, and systems that fall apart when someone leaves.
What a Healthy Tech Relationship Feels Like
A good tech relationship isn’t exciting.
It feels calm.
Systems behave during deadlines.
Support responds quickly.
Problems don’t keep coming back.
Growth doesn’t break everything.
The biggest sign things are healthy?
You stop thinking about IT most days, because it just works.
The Big Question
If your IT provider were someone you were dating, would you keep seeing them?
Or would your friends say, “You’re still dealing with that?”
If you’ve normalized bad tech behavior, you’re paying for it in stress and wasted time.
And you don’t have to.
Know Someone Stuck With “Bad Date” Tech?
If this sounds like your business, book a quick 10-minute discovery call and we’ll help clean up the tech relationship drama.
If it doesn’t sound like you, chances are you know someone it does.
Send this to them.