It is okay to use bold print. Don't set dates apart as it will read as a column. Use a series of dots to connect the dates to the place of employment and dates you worked there. Headings on the left side of your resume are okay, but do not start out with dates on the left side. Use both key words and action verbs in your resume.
Key words are usually nouns and adjectives.
The scanner might not match the word. Make sure there are no misspellings or typos in your resume. The scanner won't match misspelled words with the key words in the software program. Use a 10 to 12 point sized font on your resume. Anything smaller won't be recognized by the scanner.