Attachments via Apple Mail

I've searched and did'nt find an answer to my problem (hopefully I didn't overlook), so I made a post.
Lately, my clients and recipients haven't been able to receive my attachments when I send using the Mail.app. If I send a PDF or a regular JPG file they're not able to view or download them, but it shows up on my sent folder as a successful transaction.
How can I fix this, any solutions?
Thanks.

Thanks for the quick response...
I highly doubt it has anything to do with the file size, I use Yahoo Mail via POP3, the PDF I sent was 67KB and the JPG was 1.73MB.

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