diff --git a/base/Base.jl b/base/Base.jl
index 6ed423a799e4e..5e5588465bdf7 100644
--- a/base/Base.jl
+++ b/base/Base.jl
@@ -595,6 +595,7 @@ function __init__()
     init_load_path()
     init_active_project()
     append!(empty!(_sysimage_modules), keys(loaded_modules))
+    empty!(explicit_loaded_modules)
     if haskey(ENV, "JULIA_MAX_NUM_PRECOMPILE_FILES")
         MAX_NUM_PRECOMPILE_FILES[] = parse(Int, ENV["JULIA_MAX_NUM_PRECOMPILE_FILES"])
     end
diff --git a/base/loading.jl b/base/loading.jl
index b652e56c922e0..c1972907b02bb 100644
--- a/base/loading.jl
+++ b/base/loading.jl
@@ -1275,7 +1275,7 @@ function _insert_extension_triggers(parent::PkgId, extensions::Dict{String, Any}
             # TODO: Better error message if this lookup fails?
             uuid_trigger = UUID(weakdeps[trigger]::String)
             trigger_id = PkgId(uuid_trigger, trigger)
-            if !haskey(Base.loaded_modules, trigger_id) || haskey(package_locks, trigger_id)
+            if !haskey(explicit_loaded_modules, trigger_id) || haskey(package_locks, trigger_id)
                 trigger1 = get!(Vector{ExtensionId}, EXT_DORMITORY, trigger_id)
                 push!(trigger1, gid)
             else
@@ -1821,6 +1821,11 @@ function __require_prelocked(uuidkey::PkgId, env=nothing)
             REPL_MODULE_REF[] = newm
         end
     else
+        m = get(loaded_modules, uuidkey, nothing)
+        if m !== nothing
+            explicit_loaded_modules[uuidkey] = m
+            run_package_callbacks(uuidkey)
+        end
         newm = root_module(uuidkey)
     end
     return newm
@@ -1835,6 +1840,8 @@ PkgOrigin() = PkgOrigin(nothing, nothing, nothing)
 const pkgorigins = Dict{PkgId,PkgOrigin}()
 
 const loaded_modules = Dict{PkgId,Module}()
+# Emptied on Julia start
+const explicit_loaded_modules = Dict{PkgId,Module}()
 const loaded_modules_order = Vector{Module}()
 const module_keys = IdDict{Module,PkgId}() # the reverse
 
@@ -1858,6 +1865,7 @@ root_module_key(m::Module) = @lock require_lock module_keys[m]
     end
     push!(loaded_modules_order, m)
     loaded_modules[key] = m
+    explicit_loaded_modules[key] = m
     module_keys[m] = key
     end
     nothing
diff --git a/test/loading.jl b/test/loading.jl
index 394c13c5f2962..e5f508b9bb55f 100644
--- a/test/loading.jl
+++ b/test/loading.jl
@@ -1083,6 +1083,24 @@ end
             cmd_proj_ext = addenv(cmd_proj_ext, "JULIA_LOAD_PATH" => join([joinpath(proj, "HasExtensions.jl"), joinpath(proj, "EnvWithDeps")], sep))
             run(cmd_proj_ext)
         end
+
+        # Sysimage extensions
+        # The test below requires that LinearAlgebra is in the sysimage and that it has not been loaded yet.
+        # if it gets moved out, this test will need to be updated.
+        # We run this test in a new process so we are not vulnerable to a previous test having loaded LinearAlgebra
+        sysimg_ext_test_code = """
+            uuid_key = Base.PkgId(Base.UUID("37e2e46d-f89d-539d-b4ee-838fcccc9c8e"), "LinearAlgebra")
+            Base.in_sysimage(uuid_key) || error("LinearAlgebra not in sysimage")
+            haskey(Base.explicit_loaded_modules, uuid_key) && error("LinearAlgebra already loaded")
+            using HasExtensions
+            Base.get_extension(HasExtensions, :LinearAlgebraExt) === nothing || error("unexpectedly got an extension")
+            using LinearAlgebra
+            haskey(Base.explicit_loaded_modules, uuid_key) || error("LinearAlgebra not loaded")
+            Base.get_extension(HasExtensions, :LinearAlgebraExt) isa Module || error("expected extension to load")
+        """
+        cmd =  `$(Base.julia_cmd()) --startup-file=no -e $sysimg_ext_test_code`
+        cmd = addenv(cmd, "JULIA_LOAD_PATH" => join([proj, "@stdlib"], sep))
+        run(cmd)
     finally
         try
             rm(depot_path, force=true, recursive=true)
diff --git a/test/project/Extensions/HasDepWithExtensions.jl/Manifest.toml b/test/project/Extensions/HasDepWithExtensions.jl/Manifest.toml
index 52542fc822094..15f068f250ce3 100644
--- a/test/project/Extensions/HasDepWithExtensions.jl/Manifest.toml
+++ b/test/project/Extensions/HasDepWithExtensions.jl/Manifest.toml
@@ -1,6 +1,6 @@
 # This file is machine-generated - editing it directly is not advised
 
-julia_version = "1.10.0-DEV"
+julia_version = "1.10.0"
 manifest_format = "2.0"
 project_hash = "d523b3401f72a1ed34b7b43749fd2655c6b78542"
 
@@ -19,11 +19,16 @@ version = "0.1.0"
 path = "../HasExtensions.jl"
 uuid = "4d3288b3-3afc-4bb6-85f3-489fffe514c8"
 version = "0.1.0"
-weakdeps = ["ExtDep", "ExtDep2"]
 
     [deps.HasExtensions.extensions]
     Extension = "ExtDep"
     ExtensionFolder = ["ExtDep", "ExtDep2"]
+    LinearAlgebraExt = "LinearAlgebra"
+
+    [deps.HasExtensions.weakdeps]
+    ExtDep = "fa069be4-f60b-4d4c-8b95-f8008775090c"
+    ExtDep2 = "55982ee5-2ad5-4c40-8cfe-5e9e1b01500d"
+    LinearAlgebra = "37e2e46d-f89d-539d-b4ee-838fcccc9c8e"
 
 [[deps.SomePackage]]
 path = "../SomePackage"
diff --git a/test/project/Extensions/HasExtensions.jl/Project.toml b/test/project/Extensions/HasExtensions.jl/Project.toml
index 72577de36d65d..a5f9bb1e42d29 100644
--- a/test/project/Extensions/HasExtensions.jl/Project.toml
+++ b/test/project/Extensions/HasExtensions.jl/Project.toml
@@ -5,7 +5,9 @@ version = "0.1.0"
 [weakdeps]
 ExtDep = "fa069be4-f60b-4d4c-8b95-f8008775090c"
 ExtDep2 = "55982ee5-2ad5-4c40-8cfe-5e9e1b01500d"
+LinearAlgebra = "37e2e46d-f89d-539d-b4ee-838fcccc9c8e"
 
 [extensions]
 Extension = "ExtDep"
 ExtensionFolder = ["ExtDep", "ExtDep2"]
+LinearAlgebraExt = "LinearAlgebra"
diff --git a/test/project/Extensions/HasExtensions.jl/ext/LinearAlgebraExt.jl b/test/project/Extensions/HasExtensions.jl/ext/LinearAlgebraExt.jl
new file mode 100644
index 0000000000000..19f87cb849417
--- /dev/null
+++ b/test/project/Extensions/HasExtensions.jl/ext/LinearAlgebraExt.jl
@@ -0,0 +1,3 @@
+module LinearAlgebraExt
+
+end