Where can I include my $5385 contributions towards my health coverage through my employer? Also, is student loan interest included in the basic free edition?

if the contribution was pre-tax through your employer, you can't include it anywhere else; you already received the benefit of not paying taxes on that money 

Your message indicates the you are using the Live Basic edition which is free to use up through March 28.  After that date the Live Basic edition is $80.

If you paid health insurance premiums with after tax funds those are an eligible medical expense reported as an itemized deduction on Schedule A.

Student Loan interest paid and reported on a Form 1098-E is entered on a tax return as an Adjustment to Income.

Both the medical expenses and the student loan interest paid are supported by the Live Basic edition.

If you need assistance with your tax return you have a Tax Expert you can contact using the procedure in this TurboTax support FAQ for the Live editions - https://ttlc.intuit.com/community/expert-review/help/how-do-i-connect-with-a-tax-expert-in-turbotax-live/01/27282