With Docupilot, you can automate a fillable PDF document. Docupilot attempts to use field names and other properties from the underlying PDF field to create the token. You'll need to use a PDF editing software program like Nitro Pro and Adobe, PDFescape to create a fillable PDF.
Checkbox, Radio fields in the PDF has an "On" value or an "Export" value. When the value that you are passing matches this "On" value, the checkbox will be checked.
Once you have the PDF created, you can upload it to Docupilot and the fields are recognized automatically. If you need to make any changes, make the changes in your PDF editor, then upload the PDF to Docupilot.
By default the fillable fields are removed in the generated PDF. You can preserve the generated PDF as a fillable PDF itself. You can goto the templates preferences section and uncheck the flatten pdf option as shown in the image below.
You can goto template preferences -> More options -> under insert dynamic images you can enter the width, height, and location of the image in the PDF. You need to pass a image url for the token fields to insert the image in the PDF.