diff --git a/crates/ascend/src/components/button.rs b/crates/ascend/src/components/button.rs
index b65ce53..47ac872 100644
--- a/crates/ascend/src/components/button.rs
+++ b/crates/ascend/src/components/button.rs
@@ -27,7 +27,7 @@ pub fn Button(
     });
 
     let separator = icon.get().is_some().then(|| {
-        let mut classes = "w-0.5 bg-gradient-to-br min-w-0.5".to_string();
+        let mut classes = "w-0.5 bg-linear-to-br min-w-0.5".to_string();
         classes.push(' ');
         classes.push_str(color.class_from());
         classes.push(' ');
@@ -45,7 +45,7 @@ pub fn Button(
     };
 
     view! {
-        <button type="button" class="hover:brightness-125 active:brightness-90">
+        <button type="button" class="cursor-pointer hover:brightness-125 active:brightness-90">
             <OutlinedBox color highlight>
                 <div class="flex items-stretch">{icon_view} {separator} {text_view}</div>
             </OutlinedBox>
diff --git a/crates/ascend/src/components/checkbox.rs b/crates/ascend/src/components/checkbox.rs
index 44a2f66..b85e03d 100644
--- a/crates/ascend/src/components/checkbox.rs
+++ b/crates/ascend/src/components/checkbox.rs
@@ -8,7 +8,7 @@ pub fn Checkbox(checked: RwSignal<bool>, #[prop(into)] text: Signal<String>, #[p
     let unique_id = Oco::from(format!("checkbox-{}", uuid::Uuid::new_v4()));
 
     let checkbox_view = view! {
-        <div class="self-center text-white bg-white rounded-sm aspect-square mx-5 my-2.5">
+        <div class="self-center text-white bg-white rounded-xs aspect-square mx-5 my-2.5">
             <span class=("text-gray-950", move || checked.get())>
                 <icons::Check />
             </span>
@@ -16,7 +16,7 @@ pub fn Checkbox(checked: RwSignal<bool>, #[prop(into)] text: Signal<String>, #[p
     };
 
     let separator = {
-        let mut classes = "w-0.5 bg-gradient-to-br min-w-0.5".to_string();
+        let mut classes = "w-0.5 bg-linear-to-br min-w-0.5".to_string();
         classes.push(' ');
         classes.push_str(color.class_from());
         classes.push(' ');
diff --git a/crates/ascend/src/components/outlined_box.rs b/crates/ascend/src/components/outlined_box.rs
index 4822bb8..286ed6e 100644
--- a/crates/ascend/src/components/outlined_box.rs
+++ b/crates/ascend/src/components/outlined_box.rs
@@ -6,7 +6,7 @@ pub fn OutlinedBox(children: Children, color: Gradient, #[prop(optional)] highli
     let highlight = move || highlight.get().unwrap_or(false);
 
     let outer_classes = move || {
-        let mut c = "p-0.5 bg-gradient-to-br rounded-lg".to_string();
+        let mut c = "p-0.5 bg-linear-to-br rounded-lg".to_string();
         c.push(' ');
         c.push_str(color.class_from());
         c.push(' ');
diff --git a/crates/ascend/src/components/problem.rs b/crates/ascend/src/components/problem.rs
index a05cf36..de528a2 100644
--- a/crates/ascend/src/components/problem.rs
+++ b/crates/ascend/src/components/problem.rs
@@ -28,11 +28,17 @@ pub fn Problem(
         holds.into_iter().collect_view()
     };
 
-    let grid_classes = move || format!("grid grid-rows-{} grid-cols-{} gap-3", dim.get().rows, dim.get().cols);
+    let style = move || {
+        let grid_rows = crate::css::grid_rows_n(dim.get().rows);
+        let grid_cols = crate::css::grid_cols_n(dim.get().cols);
+        [grid_rows, grid_cols].join(" ")
+    };
 
     view! {
-        <div class="grid gap-8 grid-cols-[auto,1fr]">
-            <div class=move || { grid_classes }>{holds}</div>
+        <div class="grid gap-8 grid-cols-[auto_1fr]">
+            <div style=style class="grid gap-3">
+                {holds}
+            </div>
         </div>
     }
 }
@@ -48,7 +54,7 @@ fn Hold(#[prop(into)] role: Signal<Option<HoldRole>>) -> impl IntoView {
             Some(HoldRole::End) => Some("outline outline-offset-2 outline-red-500"),
             None => Some("brightness-50"),
         };
-        let mut s = "min-w-2 bg-sky-100 aspect-square rounded".to_string();
+        let mut s = "min-w-2 bg-sky-100 aspect-square rounded-sm".to_string();
         if let Some(c) = role_classes {
             s.push(' ');
             s.push_str(c);
diff --git a/crates/ascend/src/components/problem_info.rs b/crates/ascend/src/components/problem_info.rs
index 36d41fc..36a0638 100644
--- a/crates/ascend/src/components/problem_info.rs
+++ b/crates/ascend/src/components/problem_info.rs
@@ -11,7 +11,7 @@ pub fn ProblemInfo(#[prop(into)] problem: Signal<models::Problem>) -> impl IntoV
     let method = Signal::derive(move || problem.read().method.to_string());
 
     view! {
-        <div class="grid grid-rows-none gap-y-1 gap-x-0.5 grid-cols-[auto,1fr]">
+        <div class="grid grid-rows-none gap-y-1 gap-x-0.5 grid-cols-[auto_1fr]">
             <NameValue name="Name:" value=name />
             <NameValue name="Method:" value=method />
             <NameValue name="Set By:" value=set_by />
diff --git a/crates/ascend/src/css.rs b/crates/ascend/src/css.rs
new file mode 100644
index 0000000..4e4e4d7
--- /dev/null
+++ b/crates/ascend/src/css.rs
@@ -0,0 +1,9 @@
+/// Tailwind's grid-rows-<n>
+pub fn grid_rows_n(n: u64) -> String {
+    format!("grid-template-rows: repeat({n}, minmax(0, 1fr));")
+}
+
+/// Tailwind's grid-cols-<n>
+pub fn grid_cols_n(n: u64) -> String {
+    format!("grid-template-columns: repeat({n}, minmax(0, 1fr));")
+}
diff --git a/crates/ascend/src/lib.rs b/crates/ascend/src/lib.rs
index 5629f05..d48b10a 100644
--- a/crates/ascend/src/lib.rs
+++ b/crates/ascend/src/lib.rs
@@ -38,6 +38,8 @@ pub mod gradient;
 
 pub mod resources;
 
+pub mod css;
+
 pub mod codec;
 pub mod models;
 pub mod server_functions;
diff --git a/crates/ascend/src/pages/edit_wall.rs b/crates/ascend/src/pages/edit_wall.rs
index c95e80f..e8b6167 100644
--- a/crates/ascend/src/pages/edit_wall.rs
+++ b/crates/ascend/src/pages/edit_wall.rs
@@ -84,12 +84,18 @@ fn Ready(wall: models::Wall) -> impl IntoView {
         holds.push(view! { <Hold wall_uid=wall.uid hold /> });
     }
 
-    let grid_classes = format!("grid grid-rows-{} grid-cols-{} gap-3", wall.rows, wall.cols);
+    let style = {
+        let grid_rows = crate::css::grid_rows_n(wall.rows);
+        let grid_cols = crate::css::grid_cols_n(wall.cols);
+        [grid_rows, grid_cols].join(" ")
+    };
 
     view! {
         <div>
             <p class="my-4 font-semibold">"Click hold to replace image"</p>
-            <div class=move || { grid_classes.clone() }>{holds}</div>
+            <div style=style class="grid gap-3">
+                {holds}
+            </div>
         </div>
     }
 }
@@ -155,7 +161,7 @@ fn Hold(wall_uid: models::WallUid, hold: models::Hold) -> impl IntoView {
 
     view! {
         <button on:click=open_camera>
-            <div class="bg-indigo-100 rounded aspect-square">{img}</div>
+            <div class="bg-indigo-100 rounded-sm aspect-square">{img}</div>
         </button>
 
         <input
diff --git a/crates/ascend/src/pages/wall.rs b/crates/ascend/src/pages/wall.rs
index 07c14ea..afe5a5e 100644
--- a/crates/ascend/src/pages/wall.rs
+++ b/crates/ascend/src/pages/wall.rs
@@ -182,7 +182,7 @@ fn WithWall(
                 };
 
                 let v = view! {
-                    <button on:click=onclick>
+                    <button on:click=onclick class="cursor-pointer">
                         <OnHoverRed>
                             <Hold hold />
                         </OnHoverRed>
@@ -196,7 +196,7 @@ fn WithWall(
             let name = view! { <p class="font-light mr-4 text-right text-orange-300">{"Problems:"}</p> };
             let value = view! { <p class="text-white">{filtered_problems.read().len()}</p> };
             view! {
-                <div class="grid grid-rows-none gap-y-1 gap-x-0.5 grid-cols-[auto,1fr]">
+                <div class="grid grid-rows-none gap-y-1 gap-x-0.5 grid-cols-[auto_1fr]">
                     {name} {value}
                 </div>
             }
@@ -271,7 +271,7 @@ fn WithWall(
     };
 
     view! {
-        <div class="inline-grid grid-cols-1 gap-8 md:grid-cols-[auto,1fr]">
+        <div class="inline-grid grid-cols-1 gap-8 md:grid-cols-[auto_1fr]">
             <div>{grid}</div>
 
             <div class="flex flex-col" style="width:38rem">
@@ -454,11 +454,15 @@ fn Grid(
         };
         cells.push(cell);
     }
-    let grid_classes = format!("grid grid-rows-{} grid-cols-{} gap-1", wall.rows, wall.cols,);
+    let style = {
+        let grid_rows = crate::css::grid_rows_n(wall.rows);
+        let grid_cols = crate::css::grid_cols_n(wall.cols);
+        format!("max-height: 90vh; max-width: 90vh; {}", [grid_rows, grid_cols].join(" "))
+    };
 
     view! {
-        <div class="grid grid-cols-[auto,1fr]">
-            <div style="max-height: 90vh; max-width: 90vh;" class=move || { grid_classes.clone() }>
+        <div class="grid grid-cols-[auto_1fr]">
+            <div style=style class="grid gap-1">
                 {cells}
             </div>
         </div>
@@ -478,15 +482,15 @@ fn Hold(
     tracing::trace!("Enter");
 
     move || {
-        let mut class = "bg-sky-100 aspect-square rounded hover:brightness-125".to_string();
+        let mut class = "bg-sky-100 aspect-square rounded-sm hover:brightness-125".to_string();
         if let Some(role) = role {
             let role = role.get()?;
 
             let role_classes = match role {
-                Some(HoldRole::Start) => Some("outline outline-offset-2 outline-green-500"),
-                Some(HoldRole::Normal) => Some("outline outline-offset-2 outline-blue-500"),
-                Some(HoldRole::Zone) => Some("outline outline-offset-2 outline-amber-500"),
-                Some(HoldRole::End) => Some("outline outline-offset-2 outline-red-500"),
+                Some(HoldRole::Start) => Some("outline outline-3 outline-green-500"),
+                Some(HoldRole::Normal) => Some("outline outline-3 outline-blue-500"),
+                Some(HoldRole::Zone) => Some("outline outline-3 outline-amber-500"),
+                Some(HoldRole::End) => Some("outline outline-3 outline-red-500"),
                 None => Some("brightness-50"),
             };
             if let Some(c) = role_classes {
diff --git a/crates/ascend/style/tailwind.css b/crates/ascend/style/tailwind.css
index b5c61c9..bbf4595 100644
--- a/crates/ascend/style/tailwind.css
+++ b/crates/ascend/style/tailwind.css
@@ -1,3 +1,19 @@
-@tailwind base;
-@tailwind components;
-@tailwind utilities;
+@import 'tailwindcss';
+
+/*
+  The default border color has changed to `currentColor` in Tailwind CSS v4,
+  so we've added these compatibility styles to make sure everything still
+  looks the same as it did with Tailwind CSS v3.
+
+  If we ever want to remove these styles, we need to add an explicit border
+  color utility to any element that depends on these defaults.
+*/
+@layer base {
+  *,
+  ::after,
+  ::before,
+  ::backdrop,
+  ::file-selector-button {
+    border-color: var(--color-gray-200, currentColor);
+  }
+}
diff --git a/crates/ascend/tailwind.config.js b/crates/ascend/tailwind.config.js
index aeec1be..d8b8f37 100644
--- a/crates/ascend/tailwind.config.js
+++ b/crates/ascend/tailwind.config.js
@@ -4,21 +4,9 @@
         relative: true,
         files: ["*.html", "./src/**/*.rs"],
       },
-      // https://tailwindcss.com/docs/content-configuration#using-regular-expressions
-      safelist: [
-        {
-          pattern: /bg-transparent/,
-        },
-        {
-          pattern: /grid-cols-.+/,
-        },
-        {
-          pattern: /grid-rows-.+/,
-        },
-      ],
       theme: {
         extend: {},
       },
       plugins: [],
     }
-    
+    
\ No newline at end of file
diff --git a/flake.lock b/flake.lock
index c0ab54b..8f7a081 100644
--- a/flake.lock
+++ b/flake.lock
@@ -10,11 +10,11 @@
         ]
       },
       "locked": {
-        "lastModified": 1740523129,
-        "narHash": "sha256-q/k/T9Hf+aCo8/xQnqyw+E7dYx8Nq1u7KQ2ylORcP+M=",
+        "lastModified": 1741078851,
+        "narHash": "sha256-1Qu/Uu+yPUDhHM2XjTbwQqpSrYhhHu7TpHHrT7UO/0o=",
         "owner": "plul",
         "repo": "basecamp",
-        "rev": "0882906c106ab0bf193b3417c845c5accbec2419",
+        "rev": "3e4579d8b4400506e5f53069448b3471608b5281",
         "type": "github"
       },
       "original": {
@@ -25,11 +25,11 @@
     },
     "nixpkgs": {
       "locked": {
-        "lastModified": 1740547748,
-        "narHash": "sha256-Ly2fBL1LscV+KyCqPRufUBuiw+zmWrlJzpWOWbahplg=",
+        "lastModified": 1742456341,
+        "narHash": "sha256-yvdnTnROddjHxoQqrakUQWDZSzVchczfsuuMOxg476c=",
         "owner": "NixOS",
         "repo": "nixpkgs",
-        "rev": "3a05eebede89661660945da1f151959900903b6a",
+        "rev": "7344a3b78128f7b1765dba89060b015fb75431a7",
         "type": "github"
       },
       "original": {
@@ -53,11 +53,11 @@
         ]
       },
       "locked": {
-        "lastModified": 1740623427,
-        "narHash": "sha256-3SdPQrZoa4odlScFDUHd4CUPQ/R1gtH4Mq9u8CBiK8M=",
+        "lastModified": 1742524367,
+        "narHash": "sha256-KzTwk/5ETJavJZYV1DEWdCx05M4duFCxCpRbQSKWpng=",
         "owner": "oxalica",
         "repo": "rust-overlay",
-        "rev": "d342e8b5fd88421ff982f383c853f0fc78a847ab",
+        "rev": "70bf752d176b2ce07417e346d85486acea9040ef",
         "type": "github"
       },
       "original": {
diff --git a/flake.nix b/flake.nix
index 0fa115d..1f29381 100644
--- a/flake.nix
+++ b/flake.nix
@@ -47,7 +47,7 @@
           nativeBuildInputs = [
             pkgs.cargo-leptos
             pkgs.dart-sass
-            pkgs.tailwindcss
+            pkgs.tailwindcss_4
 
             # For optimizing wasm release builds
             pkgs.binaryen
@@ -137,7 +137,7 @@
             pkgs.cargo-leptos
             pkgs.leptosfmt
             pkgs.dart-sass
-            pkgs.tailwindcss
+            pkgs.tailwindcss_4
             pkgs.tailwindcss-language-server
 
             # For optimizing wasm release builds
@@ -146,6 +146,7 @@
 
           env.RUST_LOG = "info,ascend=debug";
           env.MOONBOARD_PROBLEMS = "moonboard-problems";
+          env.LEPTOS_TAILWIND_VERSION = "v4.0.8";
         };
     };
 }