That's hard to say Russ. Make sure your guide scope or main scope with OAG is well focused. Also look at your guider settings in NINA and see if Guider Start Retry in checked off (attached). If using the advanced sequencer, see if you have any critical steps missing for after the flip. Also make sure the guider is actually connected in NINA, and not just running at the same time without or NINA won't know what to do. Sounds more like a settings issue than equipment failure.?
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Good luck,
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John
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Losmandy G11G2 on pier; refurbed Losmandy G11 with OnStep controller; SkyShed design roll-off observatory; ZWO ASI2600MM-P; ZWO ASI071MC; Sky-Watcher Esprit 100 ED with field flattener; Celestron C925 Edge HD with 0.7XFR, William Optics Zenithstar 61 APO; PHD2, NINA, Sequence Generator Pro and PixInsight user