diff --git a/data/roadmaps.json b/data/roadmaps.json
index 763c130bf..6633605c2 100644
--- a/data/roadmaps.json
+++ b/data/roadmaps.json
@@ -4,7 +4,7 @@
     "description": "Step by step guide to becoming a modern frontend developer",
     "featuredDescription": "Step by step guide to becoming a modern frontend developer in 2019",
     "slug": "/roadmaps/frontend",
-    "picture": "/static/roadmaps/frontend.png",
+    "picture": "/static/roadmaps/{version}/frontend.png",
     "featured": true,
     "versions": [
       "latest",
@@ -17,7 +17,7 @@
     "description": "Step by step guide to becoming a modern backend developer",
     "featuredDescription": "Step by step guide to becoming a modern backend developer in 2019",
     "slug": "/roadmaps/backend",
-    "picture": "/static/roadmaps/backend.png",
+    "picture": "/static/roadmaps/{version}/backend.png",
     "featured": true,
     "versions": [
       "latest",
@@ -30,7 +30,7 @@
     "description": "Step by step guide for DevOps or any other Operations Role",
     "featuredDescription": "Step by step guide to become an SRE or for any operations role in 2019",
     "slug": "/roadmaps/devops",
-    "picture": "/static/roadmaps/devops.png",
+    "picture": "/static/roadmaps/{version}/devops.png",
     "featured": true,
     "versions": [
       "latest",
diff --git a/lib/roadmap.js b/lib/roadmap.js
index c9798295e..c3af27142 100644
--- a/lib/roadmap.js
+++ b/lib/roadmap.js
@@ -19,8 +19,11 @@ export const getRequestedRoadmap = req => {
     legacyUrlWithoutVersion,
   ];
 
+  const foundRoadmap = roadmaps.find(roadmap => urlToSlugList.includes(roadmap.slug)) || {};
+
   return {
-    ...roadmaps.find(roadmap => urlToSlugList.includes(roadmap.slug)),
+    ...foundRoadmap,
     version: foundVersion,
+    picture: (foundRoadmap.picture || '').replace('{version}', foundVersion),
   };
 };
\ No newline at end of file
diff --git a/static/roadmaps/backend.png b/static/roadmaps/2019/backend.png
similarity index 100%
rename from static/roadmaps/backend.png
rename to static/roadmaps/2019/backend.png
diff --git a/static/roadmaps/devops.png b/static/roadmaps/2019/devops.png
similarity index 100%
rename from static/roadmaps/devops.png
rename to static/roadmaps/2019/devops.png
diff --git a/static/roadmaps/frontend.png b/static/roadmaps/2019/frontend.png
similarity index 100%
rename from static/roadmaps/frontend.png
rename to static/roadmaps/2019/frontend.png
diff --git a/static/roadmaps/latest/backend.png b/static/roadmaps/latest/backend.png
new file mode 100644
index 000000000..303469073
Binary files /dev/null and b/static/roadmaps/latest/backend.png differ
diff --git a/static/roadmaps/latest/devops.png b/static/roadmaps/latest/devops.png
new file mode 100644
index 000000000..ae785b71c
Binary files /dev/null and b/static/roadmaps/latest/devops.png differ
diff --git a/static/roadmaps/latest/frontend.png b/static/roadmaps/latest/frontend.png
new file mode 100644
index 000000000..935b3d26a
Binary files /dev/null and b/static/roadmaps/latest/frontend.png differ