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The 2018 Volvo S60 range of configurations is currently priced from $18,370.
The 2018 Volvo S60 carries a braked towing capacity of up to 2000 Kg, but check to ensure this applies to the configuration you're considering.
The problem you describe is a relatively common one with the Aisan auto Volvo uses. Volvo's fix is to reflash the TCM to alter the shift points, which seems to be what your dealer has done. Hopefully you won't have any more problems with it, but keep an eye on it.
Both are 5-star rated by ANCAP, both have similar levels of tech features, but the Volvo S60 diesel is marginally better on fuel. As for look, that's in the eye of the beholder.
Brake fluid is 'hydroscopic', which means it absorbs moisture. So, over time, the boiling temperature of the fluid drops and that's a safety hazard. So the whole system needs to be either bled or purged, also to remove air bubbles that can also develop and hurt the braking performance.
The Volvo S60 2018 prices range from $18,370 for the basic trim level Sedan D4 Kinetic to $49,060 for the top of the range Sedan T6 R-Design.