I presume that the gensets have operated for the last 15 years, so the oil heating is marginal rather that fundamentally underpowered.
As the elements are thermostatically controlled, i'd just replace both elements with 1kw units and just double the capacity.
Calculating the heat loss out of that tank and heat sink will be difficult.
yes, the sets are 20 years old, and we have been looking after them for the past 2 years. there is little information from the past (rig has changed hands a few times) and there have been a few upgrade/downgrades aswell for which their appears to be zero paperwork for and so we do not have clear historical data.
it is presumed their hasn't been an issue in the past, in this particular instance the batteries on 1x of the machines have deteriorated with the cold weather and has caused some spurious alarms, this is ultimately the fault for them not starting, but it isn't helped with the low oil temp, the other engine is also very sluggish to start, again this is mostly due to the batteries but compounded by the lack of oil heating.
The rig have confirmed that the oil temp was only 11 degrees yesterday afternoon and was 7 degrees first thing this morning, and is now back to 11 degrees, with both heaters on all 3 sets being on permanently being confirmed as working suggests that they are not sufficient
our first thought would be to up the 2x heating units to 1kw each, but then we get asked whether this will be sufficient... and tbh i have no idea.