Connections won't fire

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Tested working in the Studio..

--ModuleScript in ReplicatedStorage.MyModule
local mod = {}

function mod.handle_button(button, actions)
	if actions.click then
		button.MouseButton1Click:Connect(function()
			actions.click(button)
		end)
	end
	if actions.enter then
		button.MouseEnter:Connect(function()
			actions.enter(button)
		end)
	end
	if actions.leave then
		button.MouseLeave:Connect(function()
			actions.leave(button)
		end)
	end
end

function mod.handle_all_buttons(container, actions)
	for _, button in ipairs(container:GetChildren()) do
		if button:IsA("ImageButton") then
			mod.handle_button(button, actions)
		end
	end
end

return mod

--LocalScript in StarterPlayerScripts
task.wait(3) --just a stall for this test, GUI setup time

local player = game.Players.LocalPlayer
local mod = require(game.ReplicatedStorage:WaitForChild("MyModule"))

local gui = player:WaitForChild("PlayerGui"):WaitForChild("MainUI")
local bar = gui:WaitForChild("BottomBar"):WaitForChild("Container"):WaitForChild("Bar")

mod.handle_all_buttons(bar, {
	click = function(button)
		print("Clicked:", button.Name)
	end,
	enter = function(button)
		print("Hovered:", button.Name)
	end,
	leave = function(button)
		print("Unhovered:", button.Name)
	end
})
A quick testing GUI 
--LocalScript in StarterPlayerScripts
local player = game.Players.LocalPlayer
local gui = Instance.new("ScreenGui")
gui.Name = "MainUI"
gui.ResetOnSpawn = false
gui.Parent = player:WaitForChild("PlayerGui")

local bottomBar = Instance.new("Frame")
bottomBar.Name = "BottomBar"
bottomBar.Size = UDim2.new(1, 0, 0, 100)
bottomBar.Position = UDim2.new(0, 0, 1, -100)
bottomBar.BackgroundColor3 = Color3.fromRGB(30, 30, 30)
bottomBar.Parent = gui

local container = Instance.new("Frame")
container.Name = "Container"
container.Size = UDim2.new(1, 0, 1, 0)
container.BackgroundTransparency = 1
container.Parent = bottomBar

local bar = Instance.new("Frame")
bar.Name = "Bar"
bar.Size = UDim2.new(1, 0, 1, 0)
bar.BackgroundTransparency = 1
bar.Parent = container

for i = 1, 3 do
	local btn = Instance.new("ImageButton")
	btn.Name = "Button" .. i
	btn.Size = UDim2.new(0, 100, 0, 60)
	btn.Position = UDim2.new(0, 20 + (i - 1) * 120, 0.5, -30)
	btn.BackgroundColor3 = Color3.fromRGB(60, 60, 60)
	btn.AutoButtonColor = true
	btn.Parent = bar
end

This is a subtle Roblox quirk that comes up when connecting UI events from ModuleScripts vs LocalScripts. The key issue is which context the code is running in.

ModGuiTest_HoverClickLeave.rbxl (58.7 KB)

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