My daily drive is a 2011 Caddy Life TDI people mover, while the 2007 Golf Mk5 TDI is my wife's daily.
2011 was the facelift model, the 1.6l TDI has done well for us. We bought it new, are up to 163,000 km and still going strong. Only mechanical problem we have had was the original water pump that started leaking but it was fixed under warranty. Wife and I hated the DSG on the test drive so we got a manual. We dodged a bullet as a result, the 2011 Caddy had the dodgy 7 speed dry clutch DSG which has given all DSGs a bad name. The DSGs also require an extra servicing every 60,000 km which adds to your operating costs.
My maintenance staff at work run a fleet of Toyota Hiace vans, I would love to see us convert to VW Caddy Maxi vans but the numbers do not add up (the resale on the Hiaces are too good and the cost of all new fitouts to suit the Caddy Maxi kills finance numbers for us). The Caddy has a much better driving position and is much easier to get into and out of than the Hiace, handling dynamics are much better and you have an engine and crumple zone in front of you in the case of a head-on accident. The 1.6l TDI is ok performance wise but never going to win any drag races. It is more economical compared to the petrol Hiaces, Toyota specify a 6 monthly/10,000 km service interval while VW has a 12 monthly/15,000 km service interval. The 2.0l TDI was only available with the DSG in the Caddy Maxi Life but not sure if that is the case with the Caddy Maxi van. The earlier 2009-2010 Caddy had the older 1.9l TDI motor which my VW specialist mechanic says is absolutely bulletproof (he has serviced examples with over 300,000 km on them with no mechanical issues). I am not so sure about the latter generation 1.6l TDI, I do not believe it is as bullet-proof as the older 1.9l TDI but I will be happy if I am proven wrong. The 1.6l TDI is much smoother and more modern an engine than the 1.9l TDI engine however it is one of the diesel-gate engines.
Many of the mechanical parts on the Caddy are shared with the Polo and the Golf so servicing costs are comparable. The main difference mechanically is the rear suspension on a Caddy is leaf-spring so better at taking loads but the handling is not as good as a Golf (can get ordinary if you are lightly loaded and hit mid-corner bumps). My Caddy Life is currently shod in a set of VW OEM Lyon 15 inch mag wheels (the standard mag wheels you get for the Golf Mk7) if that give you an idea of how interchangeable the parts are between the Golf and the Caddy.
If you get a Caddy Maxi it should be long enough for you to get a 7 foot ladder on top with a tradie roof rack. I cannot comment on the interior space for your purposes as I am unfamiliar with your trade equipment requirements.
Good luck with your decision.
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