The connector fails before the cable or the enclosure does
Why the interface is the weakest point in an outdoor system.
A connector fails before the cable or the enclosure around it does because it is the one part of the system that is not simply sealed once and left alone, it is opened, mated, and exposed to the weather at exactly the point where two separately protected things are asked to meet.
Machines that live outside fail at their connectors far more often than at anything anybody actually designed. I once spent longer chasing an intermittent fault back to a single corroded pin inside a connector than I had spent designing the entire circuit board it was plugged into, and the board itself, sealed inside its enclosure from day one, had not caused a single problem in the same period.
Why the interface fails before either side of it does
An enclosure only has to keep its seal in one fixed, unchanging state for its entire working life, and a length of cable only has to survive being flexed or left alone within limits decided at the time it was routed. A connector has neither luxury. It has to be designed to be taken apart and put back together, sometimes dozens or hundreds of times over its life, and every single one of those matings introduces a fresh opportunity for water, dust, or a stray drop of condensation to find its way past a seal that depends on both halves lining up correctly, being pushed together with enough force, and staying that way afterward. The enclosure's seal is set once at the factory and largely forgotten; the connector's seal is remade every time somebody unplugs a cable to swap a sensor or diagnose a fault, and a seal remade under time pressure in the field, sometimes with wet or gloved hands, is rarely made as carefully as the one the factory made under controlled conditions.
The garden-hose-fitting comparison
A garden hose usually gives up at the brass fitting long before the rubber tubing itself perishes, the threads slowly rounding off from being screwed and unscrewed at the start and end of every season, and the little rubber washer inside hardening and cracking from repeated tightening and long exposure to the sun. The hose itself, protected by its own thick wall along its whole length, can often survive for years after its fittings have already started leaking, because the tubing is never asked to do anything except sit there and carry water, while the fitting is asked to be taken apart, reassembled, and resealed over and over again. A connector on an outdoor machine is doing exactly the fitting's job, not the hose's, and expecting it to last as long as the cable or the enclosure it joins is expecting the part doing the hardest, most repeated work in the whole system to somehow also be the part that wears the least.
Why the connector is doing the hardest job in the whole system
The reason this pattern shows up so consistently across very different kinds of equipment, and why it gets particular attention in guidance written for connectors used in industrial and robotics environments, is that a connector concentrates several separate hazards into one small, mechanically complex feature that an enclosure or a cable never has to face on its own. It has to seal against the same weather the enclosure resists, using a much smaller sealing surface that leaves far less margin for a speck of dirt or a slight misalignment to defeat completely. It has to carry the same mechanical loads a cable carries, but through a rigid, unforgiving pin-and-socket contact rather than through flexible wire that can absorb a bend. And it has to do both of those things repeatedly, at the mercy of whoever is mating it in the field, rather than once, under the far more controlled conditions of the original assembly.
Where the failure actually shows up first
Connector failure rarely announces itself as cleanly as a snapped cable or a cracked enclosure would. What usually shows up first is an intermittent fault, a signal that drops out only when the machine is jolted a particular way, or a reading that drifts for no reason anyone can find until the connector is finally pulled apart and a faint green trace of corrosion is found sitting on one pin. That intermittency is itself a direct consequence of how a connector fails: water reaching a single pin through a compromised seal does not usually break the connection outright, it adds a small, variable resistance that comes and goes with vibration, temperature, or the exact angle the cable happens to be sitting at that day. A cracked enclosure or a severed cable tends to fail in a way that is obvious the moment it happens; a failing connector tends to fail in a way that looks, for weeks or months, exactly like an unrelated software or sensor problem, which is a large part of why it so often takes far longer to diagnose than the fault itself is actually worth.
The one number worth remembering
A connector intended for regular field disconnection is very often rated for only a few hundred to a couple of thousand mating cycles before its contacts or its seal can no longer be relied on, a number the cable's own insulation and the enclosure's own housing will each comfortably outlast several times over across an identical service life.
Why this matters in practice
Designing for this reality means treating the connector as the part of the system most likely to need attention, rather than assuming that specifying an enclosure with a strong ingress rating has automatically solved the sealing problem for the whole assembly. It means choosing a connector rated for genuinely more cycles than the application is expected to need, keeping spares on hand specifically for connectors rather than only for the larger, more obviously expensive parts, and training whoever services the equipment in the field to treat reseating a connector with the same care the factory used the first time, rather than as a quick job that only has to look right rather than actually be right. It also means, whenever a diagnosis is turning out unusually hard to pin down on a machine that lives outside, checking the connectors early rather than late, since the part most likely to be responsible is very often the smallest and least suspected item in the entire system.