Zachary - it is sweet, but I don't find it overwhelmingly or cloyingly so. The 'spicy-ness' and bitter elements seem well-balanced with the sweet from the Jager and the orangey notes from the Aperol. One note, though - I didn't have the bitters, so I subbed a small amount of SE Allspice dram and one ds of Bitter Truth Creole Bitters. I posted as I'm curious to explore interesting cocktail uses for Jagermeister.
Aperol and anise from jager combined well. Pimento bitters is essential, and add a little something allowing to tame the sweetness. I tried to add after a few sips 1/3 oz wray and nephew overproof: Not concluding! It tamed sweetness but taste too!
What about using amaro abano from luxardo which is dryer than montenegro ?