Open Halftone palette and select objects to check. Or select Override objects under the Separation tab in the Print Setup window. Prior to Freehand 7 you would only see custom LPI on separations. Device has override turned on. Object level overprinting not set in the Inspector.
Objects are on non-printing layer.
Tiffs may not overprint. Prior to Freehand 7 this was not a option. Black text overprints by default. Windows uses a different driver for every printer. Make sure the newest driver is installed and properly configured.