We're Going to Make Money (Instead of Spend It) This Black Friday

Negotiate Your Bills Down

Author

Kaitlyn Arford
November 24, 2025

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November is always an expensive month for me. It’s when all of my software renews because I try to only invest in large purchases when software companies are actually running sales.

But as a self-employed single woman, I have to take the extra step to keep whatever pennies I can. The good news is that most bills are negotiable! And negotiating normal bills will help you feel ready for when you need to negotiate contracts and rates with clients.

— Kaitlyn

Negotiate Your Bills This Week

1. Make a list of the subscriptions you pay for

Consider your personal and professional subscriptions. Newsletter platforms (like beehiiv), social media scheduling tools, community platforms, invoicing tools, etc. I also look at anything I’m paying for personally (like streaming services and my phone plan).

2. Research competitors

Some companies will artificially inflate prices around the holidays to make Black Friday deals sound better. Research what your current company and its competitors offer at different price points. Having this information at hand is crucial so that you can compare your bill to what competitors are offering. You need to know what price point makes sense for you to stay with a company or when it’s time to move on. Mentioning this information during negotiations will also show customer service that you’re serious.

3. Negotiate over chat

I personally prefer to negotiate over the chat function whenever possible. Many large companies allow you to negotiate over chat these days. The only downside to this is that you may have more success talking on the phone. (This is most helpful when you’re negotiating with streaming services.)

I’ve been a customer for [number] years but am having a hard time justifying the cost of your service. What kind of discounts are available?

4. Negotiate over the phone

Block off some time on your calendar and give customer service a call. Tell them you’re considering cancelling the service. I like to use a script like this:

I’ve been a customer for [number] years. I’ve noticed that [competitor] is offering [lower prices, more features, etc.] and I am thinking about switching. Is there any way I can get a better price?

5. Be persistent and firm

Keep your cool and be kind and friendly with customer service. They speak to angry people all day and you’ll have a lot more success being nice!

I understand that, but I’ve been a loyal customer for [number] years. I’m ready to move to another provider if you can’t make me a better deal.

Negotiating normal bills helps you negotiate with clients

I like to view all negotiations as practice. It’s a muscle that strengthens every time you use it. I recommend reviewing your contract and using these email templates regularly.

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