Earth's climate sensitivity depends on how shallow clouds in the trades respond to changes in the large‐scale tropical circulation with warming. In canonical theory for this cloud‐circulation coupling, it is assumed that the clouds are controlled by the field of vertical motion on horizontal scales larger than the convection's depth (∼ ${\sim} $ 1 km). This assumption has been challenged both by recent in situ observations, and idealized large‐eddy simulations (LESs). Here, we therefore bring together the recent observations, new analysis from satellite data, and a 40‐day, large‐domain (1600×900 $1600\times 900$ km2) LES of the North Atlantic from the 2020 EUREC4A field campaign, to study the interaction between shallow convection and vertical motions on scales between 10 and 1,000 km (mesoscales), in settings that are as realistic as possible. Across all data sets, the shallow mesoscale vertical motions are consistently represented, ubiquitous, frequently organized into circulations, and formed without imprinting themselves on the mesoscale buoyancy field. Therefore, we use the weak‐temperature gradient approximation to show that between at least 12.5–400 km scales, the vertical motion balances heating fluctuations in groups of precipitating shallow cumuli. That is, across the mesoscales, shallow convection controls the vertical motion in the trades, and does not simply adjust to it. In turn, the mesoscale convective heating patterns appear to consistently grow through moisture‐convection feedback. Therefore, to represent and understand the cloud‐circulation coupling of trade cumuli, the full range of scales between the synoptics and the hectometer must be included in our conceptual and numerical models. Plain Language Summary: The tropical oceans are covered by shallow cumulus clouds, partially controlled by a gentle downward vertical motion associated with large (larger than 1,000 km) tropical circulations. Changes in these circulations, for example due to warming climate, can therefore change the shallow cloudiness, and their climatological cooling. Hence, understanding this cloud‐circulation coupling is an important challenge. Here, we study the cloud‐circulation coupling over areas of tens to hundreds of kilometres ("mesoscales") in simulations, field observations and satellite data of unprecedented detail. We find that in mesocale domains, circulations do not just control shallow clouds, as historically thought. Instead, the heating in clusters of rainy cumuli drives the circulations, as suggested by recent idealized simulations. The question is then: what controls these mesoscale cloud patterns? In the detailed simulations, they develop in unusually moist layers, which are further moistened by the circulations. Since moister layers support more clouds, the clouds and circulations grow together. Hence, our results show that on top of the classical sketch of clouds responding to large circulations, lies a dynamic mesoscale picture of two‐way interactions between the two, which we must understand if we wish to predict the distribution of clouds over the tropical oceans in our transient climate. Key Points: A realistic large‐eddy simulation adequately represents vertical motion in shallow mesoscale circulations recently observed in the tradesAt mesoscales, shallow convective heating causes the vertical motion, inverting the classical view that circulations control shallow cloudsWater vapor convergence with the circulations is likely key to develop the mesoscale shallow convection patterns [ABSTRACT FROM AUTHOR]