I am looking for a fairly cheap digitizing software that digitizes to EXP format. Most of the ones I find are around 1,000 dollars and that’s not in my budget.. Im trying to find something $300 or less. Any suggestions would be appreciated! 

I do not think that for such a price you can find a software for creating machine embroidery designs. Domestic software is about US$ 200-700. The professional starts at US $ 3,000.
If they offer a lower cost, then pirated software is the most popular. For example, cracked by Wilcom or Tajima Pulse.

Hi, Here I listed some of the best embroidery digitizing software to perform digitizing work.

• Embrilliance Essentials, Embroidery Software for Mac & PC
• Amazing Designs LETTER IT!
• Amazing Designs Digitize n Stitch   
• BuzzEdit v3
• Embrilliance Stitch Artist Level 1
• Brother ELS
• Embrilliance Stitch Artist Level 3
• Wilcom Hatch Embroidery Personalizer
• Janome Artistic Designer
• Brother PE Design Lite

There are other more digitizing software exits, read more about embroidery digitizing software and its working in this best community. Thank you!!