Adobe and Microsoft Subscription Nightmares: A Cautionary Tale
Here's my story and what I learned about protecting yourself from subscription overcharges. Like many professionals, I signed up for Adobe and Microsoft subscriptions expecting straightforward experiences. Instead, I faced customer service loops, unexpected charges, and difficult cancellations.
The Adobe Saga
It started when I noticed unexpected charges from Adobe on my bank statement. What should have been a simple monthly subscription of around $13 had mysteriously doubled to $27.29. When I tried to cancel, I discovered I'd be hit with a $64 cancellation fee.
After a lengthy customer service chat, Adobe initially only offered to refund a single month's overcharge. They repeatedly tried to keep me subscribed by offering "special deals" rather than addressing the overcharging issue. Even after firmly stating I wanted to cancel everything, they continued pushing new offers instead of processing my cancellation and refund request.
This image was found from a hilarious youtube video by Animole.
The Microsoft Experience
My issues with Microsoft followed a similar pattern of unexpected charges, but their approach was different. When I contacted their support team about mysterious charges, they requested full bank statements. No customer should have to expose their private banking details to dispute incorrect charges.

What I Learned: Protecting Yourself
Through these experiences, I discovered several crucial ways to protect against subscription overcharges:
Use Virtual Card Numbers
Services like Neo Financial (in Canada) offer virtual cards
Set specific spending limits for each subscription
Control exactly how much can be charged
Ability to instantly cancel cards if issues arise
Document Everything
Screenshot all subscription agreements and pricing
Save confirmation emails
Record all customer service interactions
Track every charge immediately
Monitor Your Statements
Check charges monthly at minimum
Don't assume automatic payments are correct
Challenge unexpected increases immediately
Keep a spreadsheet of expected charges
Moving Forward: Better Subscription Management
After these experiences, I've implemented several changes in how I manage my subscriptions:
Created dedicated virtual cards for each service
Set up automatic notifications for any charges
Keep detailed records of all agreements
Review terms and conditions thoroughly before signing up
Never agree to annual commitments with monthly billing
The Takeaway
While Adobe and Microsoft provide industry-standard services, their billing practices and customer service responses left much to be desired. My advice for other consumers:
Stay vigilant with all subscription services
Use protective measures like virtual cards
Don't be afraid to challenge unexplained charges
Be prepared to firmly decline "special offers" when trying to cancel
Never share more personal information than necessary to resolve billing issues
Keep detailed records of all subscription agreements and communications
Remember: you have the right to understand exactly what you're being charged for, and companies have an obligation to explain their charges clearly.
I'll update this post as the situation develops with any additional refunds or resolutions.

