diff --git a/test/new.jl b/test/new.jl
index 96debeac6f..fee012dd3d 100644
--- a/test/new.jl
+++ b/test/new.jl
@@ -964,6 +964,16 @@ end
         @test Pkg.dependencies()[ordered_collections].version == v"1.0.1" # sanity check
         # SEMVER
         copy_test_package(tmp, "ShouldPreserveSemver"; use_pkg=false)
+
+        # Support julia versions before & after the MbedTLS > OpenSSL switch
+        OpenSSL_pkgid = Base.PkgId(Base.UUID("458c3c95-2e84-50aa-8efc-19380b2a3a95"), "OpenSSL_jll")
+        manifest_to_use = if haskey(Base.loaded_modules, OpenSSL_pkgid)
+            joinpath(tmp, "ShouldPreserveSemver", "Manifest_OpenSSL.toml")
+        else
+            joinpath(tmp, "ShouldPreserveSemver", "Manifest_MbedTLS.toml")
+        end
+        mv(manifest_to_use, joinpath(tmp, "ShouldPreserveSemver", "Manifest.toml"))
+
         Pkg.activate(joinpath(tmp, "ShouldPreserveSemver"))
         light_graphs = UUID("093fc24a-ae57-5d10-9952-331d41423f4d")
         meta_graphs = UUID("626554b9-1ddb-594c-aa3c-2596fe9399a5")
diff --git a/test/test_packages/ShouldPreserveSemver/Manifest.toml b/test/test_packages/ShouldPreserveSemver/Manifest_MbedTLS.toml
similarity index 100%
rename from test/test_packages/ShouldPreserveSemver/Manifest.toml
rename to test/test_packages/ShouldPreserveSemver/Manifest_MbedTLS.toml
diff --git a/test/test_packages/ShouldPreserveSemver/Manifest_OpenSSL.toml b/test/test_packages/ShouldPreserveSemver/Manifest_OpenSSL.toml
new file mode 100644
index 0000000000..f1fe5150bd
--- /dev/null
+++ b/test/test_packages/ShouldPreserveSemver/Manifest_OpenSSL.toml
@@ -0,0 +1,258 @@
+# This file is machine-generated - editing it directly is not advised
+
+julia_version = "1.9.0-DEV"
+manifest_format = "2.0"
+project_hash = "9af0d7a4d60a77b1a42f518d7da50edc4261ffcb"
+
+[[deps.ArgTools]]
+uuid = "0dad84c5-d112-42e6-8d28-ef12dabb789f"
+version = "1.1.1"
+
+[[deps.Arpack]]
+deps = ["BinaryProvider", "Libdl", "LinearAlgebra"]
+git-tree-sha1 = "07a2c077bdd4b6d23a40342a8a108e2ee5e58ab6"
+uuid = "7d9fca2a-8960-54d3-9f78-7d1dccf2cb97"
+version = "0.3.1"
+
+[[deps.Artifacts]]
+uuid = "56f22d72-fd6d-98f1-02f0-08ddc0907c33"
+
+[[deps.Base64]]
+uuid = "2a0f44e3-6c83-55bd-87e4-b1978d98bd5f"
+
+[[deps.BinaryProvider]]
+deps = ["Libdl", "Logging", "SHA"]
+git-tree-sha1 = "c7361ce8a2129f20b0e05a89f7070820cfed6648"
+uuid = "b99e7846-7c00-51b0-8f62-c81ae34c0232"
+version = "0.5.6"
+
+[[deps.CSTParser]]
+deps = ["Tokenize"]
+git-tree-sha1 = "c69698c3d4a7255bc1b4bc2afc09f59db910243b"
+uuid = "00ebfdb7-1f24-5e51-bd34-a7502290713f"
+version = "0.6.2"
+
+[[deps.CodecZlib]]
+deps = ["BinaryProvider", "Libdl", "TranscodingStreams"]
+git-tree-sha1 = "05916673a2627dd91b4969ff8ba6941bc85a960e"
+uuid = "944b1d66-785c-5afd-91f1-9de20f533193"
+version = "0.6.0"
+
+[[deps.Compat]]
+deps = ["Base64", "Dates", "DelimitedFiles", "Distributed", "InteractiveUtils", "LibGit2", "Libdl", "LinearAlgebra", "Markdown", "Mmap", "Pkg", "Printf", "REPL", "Random", "Serialization", "SharedArrays", "Sockets", "SparseArrays", "Statistics", "Test", "UUIDs", "Unicode"]
+git-tree-sha1 = "84aa74986c5b9b898b0d1acaf3258741ee64754f"
+uuid = "34da2185-b29b-5c13-b0c7-acf172513d20"
+version = "2.1.0"
+
+[[deps.CompilerSupportLibraries_jll]]
+deps = ["Artifacts", "Libdl"]
+uuid = "e66e0078-7015-5450-92f7-15fbd957f2ae"
+version = "0.5.2+0"
+
+[[deps.DataStructures]]
+deps = ["InteractiveUtils", "OrderedCollections"]
+git-tree-sha1 = "0809951a1774dc724da22d26e4289bbaab77809a"
+uuid = "864edb3b-99cc-5e75-8d2d-829cb0a9cfe8"
+version = "0.17.0"
+
+[[deps.Dates]]
+deps = ["Printf"]
+uuid = "ade2ca70-3891-5945-98fb-dc099432e06a"
+
+[[deps.DelimitedFiles]]
+deps = ["Mmap"]
+git-tree-sha1 = "19b1417ff479c07e523fcbf2fd735a3fde3d1ab3"
+uuid = "8bb1440f-4735-579b-a4ab-409b98df4dab"
+version = "1.9.0"
+
+[[deps.Distributed]]
+deps = ["Random", "Serialization", "Sockets"]
+uuid = "8ba89e20-285c-5b6f-9357-94700520ee1b"
+
+[[deps.Downloads]]
+deps = ["ArgTools", "FileWatching", "LibCURL", "NetworkOptions"]
+uuid = "f43a241f-c20a-4ad4-852c-f6b1247861c6"
+version = "1.6.0"
+
+[[deps.FileWatching]]
+uuid = "7b1f6079-737a-58dc-b8bc-7a2ca5c1b5ee"
+
+[[deps.InteractiveUtils]]
+deps = ["Markdown"]
+uuid = "b77e0a4c-d291-57a0-90e8-8db25a27a240"
+
+[[deps.LibCURL]]
+deps = ["LibCURL_jll", "MozillaCACerts_jll"]
+uuid = "b27032c2-a3e7-50c8-80cd-2d36dbcbfd21"
+version = "0.6.3"
+
+[[deps.LibCURL_jll]]
+deps = ["Artifacts", "LibSSH2_jll", "Libdl", "OpenSSL_jll", "Zlib_jll", "nghttp2_jll"]
+uuid = "deac9b47-8bc7-5906-a0fe-35ac56dc84c0"
+version = "8.9.1+0"
+
+[[deps.LibGit2]]
+deps = ["Base64", "NetworkOptions", "Printf", "SHA"]
+uuid = "76f85450-5226-5b5a-8eaa-529ad045b433"
+
+[[deps.LibSSH2_jll]]
+deps = ["Artifacts", "Libdl", "OpenSSL_jll"]
+uuid = "29816b5a-b9ab-546f-933c-edad1886dfa8"
+version = "1.11.3+0"
+
+[[deps.Libdl]]
+uuid = "8f399da3-3557-5675-b5ff-fb832c97cbdb"
+
+[[deps.LightGraphs]]
+deps = ["Arpack", "Base64", "CodecZlib", "DataStructures", "DelimitedFiles", "Distributed", "LinearAlgebra", "Markdown", "Random", "SharedArrays", "SimpleTraits", "SparseArrays", "Statistics", "Test"]
+git-tree-sha1 = "e7e380a7c009019df1203bf400894aa04ee37ba0"
+uuid = "093fc24a-ae57-5d10-9952-331d41423f4d"
+version = "1.0.1"
+
+[[deps.LinearAlgebra]]
+deps = ["Libdl", "OpenBLAS_jll", "libblastrampoline_jll"]
+uuid = "37e2e46d-f89d-539d-b4ee-838fcccc9c8e"
+
+[[deps.Logging]]
+uuid = "56ddb016-857b-54e1-b83d-db4d58db5568"
+
+[[deps.MacroTools]]
+deps = ["CSTParser", "Compat", "DataStructures", "Test", "Tokenize"]
+git-tree-sha1 = "d6e9dedb8c92c3465575442da456aec15a89ff76"
+uuid = "1914dd2f-81c6-5fcd-8719-6d5c9610ff09"
+version = "0.5.1"
+
+[[deps.Markdown]]
+deps = ["Base64"]
+uuid = "d6f4376e-aef5-505a-96c1-9c027394607a"
+
+[[deps.OpenSSL_jll]]
+deps = ["Artifacts", "Libdl"]
+uuid = "458c3c95-2e84-50aa-8efc-19380b2a3a95"
+version = "3.0.15+1"
+
+[[deps.Mmap]]
+uuid = "a63ad114-7e13-5084-954f-fe012c677804"
+
+[[deps.MozillaCACerts_jll]]
+uuid = "14a3606d-f60d-562e-9121-12d972cd8159"
+version = "2024.11.26"
+
+[[deps.NetworkOptions]]
+uuid = "ca575930-c2e3-43a9-ace4-1e988b2c1908"
+version = "1.2.0"
+
+[[deps.OpenBLAS_jll]]
+deps = ["Artifacts", "CompilerSupportLibraries_jll", "Libdl"]
+uuid = "4536629a-c528-5b80-bd46-f80d51c5b363"
+version = "0.3.20+0"
+
+[[deps.OrderedCollections]]
+deps = ["Random", "Serialization", "Test"]
+git-tree-sha1 = "c4c13474d23c60d20a67b217f1d7f22a40edf8f1"
+uuid = "bac558e1-5e72-5ebc-8fee-abe8a469f55d"
+version = "1.1.0"
+
+[[deps.Pkg]]
+deps = ["Artifacts", "Dates", "Downloads", "FileWatching", "LibGit2", "Libdl", "Logging", "Markdown", "Printf", "REPL", "Random", "SHA", "TOML", "Tar", "UUIDs", "p7zip_jll"]
+uuid = "44cfe95a-1eb2-52ea-b672-e2afdf69b78f"
+version = "1.8.0"
+
+[[deps.Printf]]
+deps = ["Unicode"]
+uuid = "de0858da-6303-5e67-8744-51eddeeeb8d7"
+
+[[deps.REPL]]
+deps = ["InteractiveUtils", "Markdown", "Sockets", "Unicode"]
+uuid = "3fa0cd96-eef1-5676-8a61-b3b8758bbffb"
+
+[[deps.Random]]
+deps = ["SHA", "Serialization"]
+uuid = "9a3f8284-a2c9-5f02-9a11-845980a1fd5c"
+
+[[deps.SHA]]
+uuid = "ea8e919c-243c-51af-8825-aaa63cd721ce"
+version = "0.7.0"
+
+[[deps.Serialization]]
+uuid = "9e88b42a-f829-5b0c-bbe9-9e923198166b"
+
+[[deps.SharedArrays]]
+deps = ["Distributed", "Mmap", "Random", "Serialization"]
+uuid = "1a1011a3-84de-559e-8e89-a11a2f7dc383"
+
+[[deps.SimpleTraits]]
+deps = ["InteractiveUtils", "MacroTools"]
+git-tree-sha1 = "05bbf4484b975782e5e54bb0750f21f7f2f66171"
+uuid = "699a6c99-e7fa-54fc-8d76-47d257e15c1d"
+version = "0.9.0"
+
+[[deps.Sockets]]
+uuid = "6462fe0b-24de-5631-8697-dd941f90decc"
+
+[[deps.SparseArrays]]
+deps = ["Libdl", "LinearAlgebra", "Random", "Serialization", "SuiteSparse_jll"]
+uuid = "2f01184e-e22b-5df5-ae63-d93ebab69eaf"
+
+[[deps.Statistics]]
+deps = ["LinearAlgebra", "SparseArrays"]
+git-tree-sha1 = "83850190e0f902ae1673d63ae349fc2a36dc6afb"
+uuid = "10745b16-79ce-11e8-11f9-7d13ad32a3b2"
+version = "1.11"
+
+[[deps.SuiteSparse_jll]]
+deps = ["Artifacts", "Libdl", "Pkg", "libblastrampoline_jll"]
+uuid = "bea87d4a-7f5b-5778-9afe-8cc45184846c"
+version = "5.10.1+0"
+
+[[deps.TOML]]
+deps = ["Dates"]
+uuid = "fa267f1f-6049-4f14-aa54-33bafae1ed76"
+version = "1.0.0"
+
+[[deps.Tar]]
+deps = ["ArgTools", "SHA"]
+uuid = "a4e569a6-e804-4fa4-b0f3-eef7a1d5b13e"
+version = "1.10.0"
+
+[[deps.Test]]
+deps = ["InteractiveUtils", "Logging", "Random", "Serialization"]
+uuid = "8dfed614-e22c-5e08-85e1-65c5234f0b40"
+
+[[deps.Tokenize]]
+git-tree-sha1 = "dfcdbbfb2d0370716c815cbd6f8a364efb6f42cf"
+uuid = "0796e94c-ce3b-5d07-9a54-7f471281c624"
+version = "0.5.6"
+
+[[deps.TranscodingStreams]]
+deps = ["Random", "Test"]
+git-tree-sha1 = "7c53c35547de1c5b9d46a4797cf6d8253807108c"
+uuid = "3bb67fe8-82b1-5028-8e26-92a6c54297fa"
+version = "0.9.5"
+
+[[deps.UUIDs]]
+deps = ["Random", "SHA"]
+uuid = "cf7118a7-6976-5b1a-9a39-7adc72f591a4"
+
+[[deps.Unicode]]
+uuid = "4ec0a83e-493e-50e2-b9ac-8f72acf5a8f5"
+
+[[deps.Zlib_jll]]
+deps = ["Libdl"]
+uuid = "83775a58-1f1d-513f-b197-d71354ab007a"
+version = "1.2.12+3"
+
+[[deps.libblastrampoline_jll]]
+deps = ["Artifacts", "Libdl"]
+uuid = "8e850b90-86db-534c-a0d3-1478176c7d93"
+version = "5.1.1+0"
+
+[[deps.nghttp2_jll]]
+deps = ["Artifacts", "Libdl"]
+uuid = "8e850ede-7688-5339-a07c-302acd2aaf8d"
+version = "1.48.0+0"
+
+[[deps.p7zip_jll]]
+deps = ["Artifacts", "Libdl"]
+uuid = "3f19e933-33d8-53b3-aaab-bd5110c3b7a0"
+version = "17.4.0+0"