From 6c5ccb44974e50817d3e330348d6a4e6f77909ab Mon Sep 17 00:00:00 2001
From: Daniel Xu <hi@danielx.me>
Date: Sun, 14 Dec 2025 16:18:36 -0800
Subject: [PATCH] add start date feature

---
 package.json                       |   2 +
 pnpm-lock.yaml                     | 498 +++++++++++++++++++++++++++++
 src/components/ui/button.tsx       |   6 +-
 src/components/ui/calendar.tsx     | 220 +++++++++++++
 src/components/ui/popover.tsx      |  48 +++
 src/components/upload-zone.tsx     |  89 +++++-
 src/lib/ical.ts                    |  59 ++--
 src/server/api/routers/schedule.ts |   4 +-
 8 files changed, 895 insertions(+), 31 deletions(-)
 create mode 100644 src/components/ui/calendar.tsx
 create mode 100644 src/components/ui/popover.tsx

diff --git a/package.json b/package.json
index 83dc613..ddd3d1c 100644
--- a/package.json
+++ b/package.json
@@ -30,6 +30,7 @@
     "@clerk/nextjs": "^6.36.0",
     "@posthog/react": "^1.5.2",
     "@radix-ui/react-accordion": "^1.2.12",
+    "@radix-ui/react-popover": "^1.1.15",
     "@radix-ui/react-slot": "^1.2.4",
     "@sentry/nextjs": "^10.29.0",
     "@t3-oss/env-nextjs": "^0.12.0",
@@ -50,6 +51,7 @@
     "postgres": "^3.4.4",
     "posthog-js": "^1.302.2",
     "react": "^19.0.0",
+    "react-day-picker": "^9.12.0",
     "react-dom": "^19.0.0",
     "server-only": "^0.0.1",
     "superjson": "^2.2.1",
diff --git a/pnpm-lock.yaml b/pnpm-lock.yaml
index a135723..a1efdf0 100644
--- a/pnpm-lock.yaml
+++ b/pnpm-lock.yaml
@@ -19,6 +19,9 @@ importers:
       "@radix-ui/react-accordion":
         specifier: ^1.2.12
         version: 1.2.12(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-popover":
+        specifier: ^1.1.15
+        version: 1.1.15(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
       "@radix-ui/react-slot":
         specifier: ^1.2.4
         version: 1.2.4(@types/react@19.2.7)(react@19.2.1)
@@ -79,6 +82,9 @@ importers:
       react:
         specifier: ^19.0.0
         version: 19.2.1
+      react-day-picker:
+        specifier: ^9.12.0
+        version: 9.12.0(react@19.2.1)
       react-dom:
         specifier: ^19.0.0
         version: 19.2.1(react@19.2.1)
@@ -372,6 +378,12 @@ packages:
       }
     engines: { node: ">=18.17.0" }
 
+  "@date-fns/tz@1.4.1":
+    resolution:
+      {
+        integrity: sha512-P5LUNhtbj6YfI3iJjw5EL9eUAG6OitD0W3fWQcpQjDRc/QIsL0tRNuO1PcDvPccWL1fSTXXdE1ds+l95DV/OFA==,
+      }
+
   "@drizzle-team/brocli@0.10.2":
     resolution:
       {
@@ -888,6 +900,33 @@ packages:
       }
     engines: { node: ^18.18.0 || ^20.9.0 || >=21.1.0 }
 
+  "@floating-ui/core@1.7.3":
+    resolution:
+      {
+        integrity: sha512-sGnvb5dmrJaKEZ+LDIpguvdX3bDlEllmv4/ClQ9awcmCZrlx5jQyyMWFM5kBI+EyNOCDDiKk8il0zeuX3Zlg/w==,
+      }
+
+  "@floating-ui/dom@1.7.4":
+    resolution:
+      {
+        integrity: sha512-OOchDgh4F2CchOX94cRVqhvy7b3AFb+/rQXyswmzmGakRfkMgoWVjfnLWkRirfLEfuD4ysVW16eXzwt3jHIzKA==,
+      }
+
+  "@floating-ui/react-dom@2.1.6":
+    resolution:
+      {
+        integrity: sha512-4JX6rEatQEvlmgU80wZyq9RT96HZJa88q8hp0pBd+LrczeDI4o6uA2M+uvxngVHo4Ihr8uibXxH6+70zhAFrVw==,
+      }
+    peerDependencies:
+      react: ">=16.8.0"
+      react-dom: ">=16.8.0"
+
+  "@floating-ui/utils@0.2.10":
+    resolution:
+      {
+        integrity: sha512-aGTxbpbg8/b5JfU1HXSrbH3wXZuLPJcNEcZQFMxLs3oSzgtVu6nFPkbbGGUvBcUjKV2YyB9Wxxabo+HEH9tcRQ==,
+      }
+
   "@humanfs/core@0.19.1":
     resolution:
       {
@@ -1680,6 +1719,22 @@ packages:
       "@types/react-dom":
         optional: true
 
+  "@radix-ui/react-arrow@1.1.7":
+    resolution:
+      {
+        integrity: sha512-F+M1tLhO+mlQaOWspE8Wstg+z6PwxwRd8oQ8IXceWz92kfAmalTRf0EjrouQeo7QssEPfCn05B4Ihs1K9WQ/7w==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      "@types/react-dom": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+      react-dom: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+      "@types/react-dom":
+        optional: true
+
   "@radix-ui/react-collapsible@1.1.12":
     resolution:
       {
@@ -1748,6 +1803,50 @@ packages:
       "@types/react":
         optional: true
 
+  "@radix-ui/react-dismissable-layer@1.1.11":
+    resolution:
+      {
+        integrity: sha512-Nqcp+t5cTB8BinFkZgXiMJniQH0PsUt2k51FUhbdfeKvc4ACcG2uQniY/8+h1Yv6Kza4Q7lD7PQV0z0oicE0Mg==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      "@types/react-dom": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+      react-dom: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+      "@types/react-dom":
+        optional: true
+
+  "@radix-ui/react-focus-guards@1.1.3":
+    resolution:
+      {
+        integrity: sha512-0rFg/Rj2Q62NCm62jZw0QX7a3sz6QCQU0LpZdNrJX8byRGaGVTqbrW9jAoIAHyMQqsNpeZ81YgSizOt5WXq0Pw==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
+  "@radix-ui/react-focus-scope@1.1.7":
+    resolution:
+      {
+        integrity: sha512-t2ODlkXBQyn7jkl6TNaw/MtVEVvIGelJDCG41Okq/KwUsJBwQ4XVZsHAVUkK4mBv3ewiAS3PGuUWuY2BoK4ZUw==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      "@types/react-dom": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+      react-dom: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+      "@types/react-dom":
+        optional: true
+
   "@radix-ui/react-id@1.1.1":
     resolution:
       {
@@ -1760,6 +1859,54 @@ packages:
       "@types/react":
         optional: true
 
+  "@radix-ui/react-popover@1.1.15":
+    resolution:
+      {
+        integrity: sha512-kr0X2+6Yy/vJzLYJUPCZEc8SfQcf+1COFoAqauJm74umQhta9M7lNJHP7QQS3vkvcGLQUbWpMzwrXYwrYztHKA==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      "@types/react-dom": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+      react-dom: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+      "@types/react-dom":
+        optional: true
+
+  "@radix-ui/react-popper@1.2.8":
+    resolution:
+      {
+        integrity: sha512-0NJQ4LFFUuWkE7Oxf0htBKS6zLkkjBH+hM1uk7Ng705ReR8m/uelduy1DBo0PyBXPKVnBA6YBlU94MBGXrSBCw==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      "@types/react-dom": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+      react-dom: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+      "@types/react-dom":
+        optional: true
+
+  "@radix-ui/react-portal@1.1.9":
+    resolution:
+      {
+        integrity: sha512-bpIxvq03if6UNwXZ+HTK71JLh4APvnXntDc6XOX8UVq4XQOVl7lwok0AvIl+b8zgCw3fSaVTZMpAPPagXbKmHQ==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      "@types/react-dom": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+      react-dom: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+      "@types/react-dom":
+        optional: true
+
   "@radix-ui/react-presence@1.1.5":
     resolution:
       {
@@ -1816,6 +1963,18 @@ packages:
       "@types/react":
         optional: true
 
+  "@radix-ui/react-use-callback-ref@1.1.1":
+    resolution:
+      {
+        integrity: sha512-FkBMwD+qbGQeMu1cOHnuGB6x4yzPjho8ap5WtbEJ26umhgqVXbhekKUQO+hZEL1vU92a3wHwdp0HAcqAUF5iDg==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
   "@radix-ui/react-use-controllable-state@1.2.2":
     resolution:
       {
@@ -1840,6 +1999,18 @@ packages:
       "@types/react":
         optional: true
 
+  "@radix-ui/react-use-escape-keydown@1.1.1":
+    resolution:
+      {
+        integrity: sha512-Il0+boE7w/XebUHyBjroE+DbByORGR9KKmITzbR7MyQ4akpORYP/ZmbhAr0DG7RmmBqoOnZdy2QlvajJ2QA59g==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
   "@radix-ui/react-use-layout-effect@1.1.1":
     resolution:
       {
@@ -1852,6 +2023,36 @@ packages:
       "@types/react":
         optional: true
 
+  "@radix-ui/react-use-rect@1.1.1":
+    resolution:
+      {
+        integrity: sha512-QTYuDesS0VtuHNNvMh+CjlKJ4LJickCMUAqjlE3+j8w+RlRpwyX3apEQKGFzbZGdo7XNG1tXa+bQqIE7HIXT2w==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
+  "@radix-ui/react-use-size@1.1.1":
+    resolution:
+      {
+        integrity: sha512-ewrXRDTAqAXlkl6t/fkXWNAhFX9I+CkKlw6zjEwk86RSPKwZr3xpBRso655aqYafwtnbpHLj6toFzmd6xdVptQ==,
+      }
+    peerDependencies:
+      "@types/react": "*"
+      react: ^16.8 || ^17.0 || ^18.0 || ^19.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
+  "@radix-ui/rect@1.1.1":
+    resolution:
+      {
+        integrity: sha512-HPwpGIzkl28mWyZqG52jiqDJ12waP11Pa1lGoiyUkIEuMLBP0oeK/C89esbXrxsky5we7dfd8U58nm0SgAWpVw==,
+      }
+
   "@rollup/plugin-commonjs@28.0.1":
     resolution:
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@@ -3099,6 +3300,13 @@ packages:
         integrity: sha512-8+9WqebbFzpX9OR+Wa6O29asIogeRMzcGtAINdpMHHyAg10f05aSFVBbcEqGf/PXw1EjAZ+q2/bEBg3DvurK3Q==,
       }
 
+  aria-hidden@1.2.6:
+    resolution:
+      {
+        integrity: sha512-ik3ZgC9dY/lYVVM++OISsaYDeg1tb0VtP5uL3ouh1koGOaUMDPpbFIei4JkFimWUFPn90sbMNMXQAIVOlnYKJA==,
+      }
+    engines: { node: ">=10" }
+
   aria-query@5.3.2:
     resolution:
       {
@@ -3484,6 +3692,12 @@ packages:
       }
     engines: { node: ">= 0.4" }
 
+  date-fns-jalali@4.1.0-0:
+    resolution:
+      {
+        integrity: sha512-hTIP/z+t+qKwBDcmmsnmjWTduxCg+5KfdqWQvb2X/8C9+knYY6epN/pfxdDuyVlSVeFz0sM5eEfwIUQ70U4ckg==,
+      }
+
   date-fns@4.1.0:
     resolution:
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@@ -3547,6 +3761,12 @@ packages:
       }
     engines: { node: ">=8" }
 
+  detect-node-es@1.1.0:
+    resolution:
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+      }
+
   doctrine@2.1.0:
     resolution:
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@@ -4277,6 +4497,13 @@ packages:
       }
     engines: { node: ">= 0.4" }
 
+  get-nonce@1.0.1:
+    resolution:
+      {
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+      }
+    engines: { node: ">=6" }
+
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@@ -5712,6 +5939,15 @@ packages:
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       }
 
+  react-day-picker@9.12.0:
+    resolution:
+      {
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+      }
+    engines: { node: ">=18" }
+    peerDependencies:
+      react: ">=16.8.0"
+
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     resolution:
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@@ -5726,6 +5962,45 @@ packages:
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       }
 
+  react-remove-scroll-bar@2.3.8:
+    resolution:
+      {
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+      }
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+      react: ^16.8.0 || ^17.0.0 || ^18.0.0 || ^19.0.0
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
+  react-remove-scroll@2.7.2:
+    resolution:
+      {
+        integrity: sha512-Iqb9NjCCTt6Hf+vOdNIZGdTiH1QSqr27H/Ek9sv/a97gfueI/5h1s3yRi1nngzMUaOOToin5dI1dXKdXiF+u0Q==,
+      }
+    engines: { node: ">=10" }
+    peerDependencies:
+      "@types/react": "*"
+      react: ^16.8.0 || ^17.0.0 || ^18.0.0 || ^19.0.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
+  react-style-singleton@2.2.3:
+    resolution:
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+      }
+    engines: { node: ">=10" }
+    peerDependencies:
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+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
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     resolution:
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@@ -6439,6 +6714,32 @@ packages:
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       }
 
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+    resolution:
+      {
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+      }
+    engines: { node: ">=10" }
+    peerDependencies:
+      "@types/react": "*"
+      react: ^16.8.0 || ^17.0.0 || ^18.0.0 || ^19.0.0 || ^19.0.0-rc
+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
+  use-sidecar@1.1.3:
+    resolution:
+      {
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+      }
+    engines: { node: ">=10" }
+    peerDependencies:
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+    peerDependenciesMeta:
+      "@types/react":
+        optional: true
+
   use-sync-external-store@1.6.0:
     resolution:
       {
@@ -6804,6 +7105,8 @@ snapshots:
       - react
       - react-dom
 
+  "@date-fns/tz@1.4.1": {}
+
   "@drizzle-team/brocli@0.10.2": {}
 
   "@effect/platform@0.90.3(effect@3.17.7)":
@@ -7021,6 +7324,23 @@ snapshots:
       "@eslint/core": 0.17.0
       levn: 0.4.1
 
+  "@floating-ui/core@1.7.3":
+    dependencies:
+      "@floating-ui/utils": 0.2.10
+
+  "@floating-ui/dom@1.7.4":
+    dependencies:
+      "@floating-ui/core": 1.7.3
+      "@floating-ui/utils": 0.2.10
+
+  "@floating-ui/react-dom@2.1.6(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
+    dependencies:
+      "@floating-ui/dom": 1.7.4
+      react: 19.2.1
+      react-dom: 19.2.1(react@19.2.1)
+
+  "@floating-ui/utils@0.2.10": {}
+
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   "@humanfs/node@0.16.7":
@@ -7504,6 +7824,15 @@ snapshots:
       "@types/react": 19.2.7
       "@types/react-dom": 19.2.3(@types/react@19.2.7)
 
+  "@radix-ui/react-arrow@1.1.7(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
+    dependencies:
+      "@radix-ui/react-primitive": 2.1.3(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      react: 19.2.1
+      react-dom: 19.2.1(react@19.2.1)
+    optionalDependencies:
+      "@types/react": 19.2.7
+      "@types/react-dom": 19.2.3(@types/react@19.2.7)
+
   "@radix-ui/react-collapsible@1.1.12(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
     dependencies:
       "@radix-ui/primitive": 1.1.3
@@ -7550,6 +7879,36 @@ snapshots:
     optionalDependencies:
       "@types/react": 19.2.7
 
+  "@radix-ui/react-dismissable-layer@1.1.11(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
+    dependencies:
+      "@radix-ui/primitive": 1.1.3
+      "@radix-ui/react-compose-refs": 1.1.2(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-primitive": 2.1.3(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-use-callback-ref": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-use-escape-keydown": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      react: 19.2.1
+      react-dom: 19.2.1(react@19.2.1)
+    optionalDependencies:
+      "@types/react": 19.2.7
+      "@types/react-dom": 19.2.3(@types/react@19.2.7)
+
+  "@radix-ui/react-focus-guards@1.1.3(@types/react@19.2.7)(react@19.2.1)":
+    dependencies:
+      react: 19.2.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
+  "@radix-ui/react-focus-scope@1.1.7(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
+    dependencies:
+      "@radix-ui/react-compose-refs": 1.1.2(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-primitive": 2.1.3(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-use-callback-ref": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      react: 19.2.1
+      react-dom: 19.2.1(react@19.2.1)
+    optionalDependencies:
+      "@types/react": 19.2.7
+      "@types/react-dom": 19.2.3(@types/react@19.2.7)
+
   "@radix-ui/react-id@1.1.1(@types/react@19.2.7)(react@19.2.1)":
     dependencies:
       "@radix-ui/react-use-layout-effect": 1.1.1(@types/react@19.2.7)(react@19.2.1)
@@ -7557,6 +7916,57 @@ snapshots:
     optionalDependencies:
       "@types/react": 19.2.7
 
+  "@radix-ui/react-popover@1.1.15(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
+    dependencies:
+      "@radix-ui/primitive": 1.1.3
+      "@radix-ui/react-compose-refs": 1.1.2(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-context": 1.1.2(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-dismissable-layer": 1.1.11(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-focus-guards": 1.1.3(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-focus-scope": 1.1.7(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-id": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-popper": 1.2.8(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-portal": 1.1.9(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-presence": 1.1.5(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-primitive": 2.1.3(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-slot": 1.2.3(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-use-controllable-state": 1.2.2(@types/react@19.2.7)(react@19.2.1)
+      aria-hidden: 1.2.6
+      react: 19.2.1
+      react-dom: 19.2.1(react@19.2.1)
+      react-remove-scroll: 2.7.2(@types/react@19.2.7)(react@19.2.1)
+    optionalDependencies:
+      "@types/react": 19.2.7
+      "@types/react-dom": 19.2.3(@types/react@19.2.7)
+
+  "@radix-ui/react-popper@1.2.8(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
+    dependencies:
+      "@floating-ui/react-dom": 2.1.6(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-arrow": 1.1.7(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-compose-refs": 1.1.2(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-context": 1.1.2(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-primitive": 2.1.3(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-use-callback-ref": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-use-layout-effect": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-use-rect": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/react-use-size": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      "@radix-ui/rect": 1.1.1
+      react: 19.2.1
+      react-dom: 19.2.1(react@19.2.1)
+    optionalDependencies:
+      "@types/react": 19.2.7
+      "@types/react-dom": 19.2.3(@types/react@19.2.7)
+
+  "@radix-ui/react-portal@1.1.9(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
+    dependencies:
+      "@radix-ui/react-primitive": 2.1.3(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)
+      "@radix-ui/react-use-layout-effect": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      react: 19.2.1
+      react-dom: 19.2.1(react@19.2.1)
+    optionalDependencies:
+      "@types/react": 19.2.7
+      "@types/react-dom": 19.2.3(@types/react@19.2.7)
+
   "@radix-ui/react-presence@1.1.5(@types/react-dom@19.2.3(@types/react@19.2.7))(@types/react@19.2.7)(react-dom@19.2.1(react@19.2.1))(react@19.2.1)":
     dependencies:
       "@radix-ui/react-compose-refs": 1.1.2(@types/react@19.2.7)(react@19.2.1)
@@ -7590,6 +8000,12 @@ snapshots:
     optionalDependencies:
       "@types/react": 19.2.7
 
+  "@radix-ui/react-use-callback-ref@1.1.1(@types/react@19.2.7)(react@19.2.1)":
+    dependencies:
+      react: 19.2.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
   "@radix-ui/react-use-controllable-state@1.2.2(@types/react@19.2.7)(react@19.2.1)":
     dependencies:
       "@radix-ui/react-use-effect-event": 0.0.2(@types/react@19.2.7)(react@19.2.1)
@@ -7605,12 +8021,35 @@ snapshots:
     optionalDependencies:
       "@types/react": 19.2.7
 
+  "@radix-ui/react-use-escape-keydown@1.1.1(@types/react@19.2.7)(react@19.2.1)":
+    dependencies:
+      "@radix-ui/react-use-callback-ref": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      react: 19.2.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
   "@radix-ui/react-use-layout-effect@1.1.1(@types/react@19.2.7)(react@19.2.1)":
     dependencies:
       react: 19.2.1
     optionalDependencies:
       "@types/react": 19.2.7
 
+  "@radix-ui/react-use-rect@1.1.1(@types/react@19.2.7)(react@19.2.1)":
+    dependencies:
+      "@radix-ui/rect": 1.1.1
+      react: 19.2.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
+  "@radix-ui/react-use-size@1.1.1(@types/react@19.2.7)(react@19.2.1)":
+    dependencies:
+      "@radix-ui/react-use-layout-effect": 1.1.1(@types/react@19.2.7)(react@19.2.1)
+      react: 19.2.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
+  "@radix-ui/rect@1.1.1": {}
+
   "@rollup/plugin-commonjs@28.0.1(rollup@4.53.3)":
     dependencies:
       "@rollup/pluginutils": 5.3.0(rollup@4.53.3)
@@ -8398,6 +8837,10 @@ snapshots:
 
   argparse@2.0.1: {}
 
+  aria-hidden@1.2.6:
+    dependencies:
+      tslib: 2.8.1
+
   aria-query@5.3.2: {}
 
   array-buffer-byte-length@1.0.2:
@@ -8631,6 +9074,8 @@ snapshots:
       es-errors: 1.3.0
       is-data-view: 1.0.2
 
+  date-fns-jalali@4.1.0-0: {}
+
   date-fns@4.1.0: {}
 
   debug@3.2.7:
@@ -8659,6 +9104,8 @@ snapshots:
 
   detect-libc@2.1.2: {}
 
+  detect-node-es@1.1.0: {}
+
   doctrine@2.1.0:
     dependencies:
       esutils: 2.0.3
@@ -9239,6 +9686,8 @@ snapshots:
       hasown: 2.0.2
       math-intrinsics: 1.1.0
 
+  get-nonce@1.0.1: {}
+
   get-proto@1.0.1:
     dependencies:
       dunder-proto: 1.0.1
@@ -10004,6 +10453,13 @@ snapshots:
     dependencies:
       safe-buffer: 5.2.1
 
+  react-day-picker@9.12.0(react@19.2.1):
+    dependencies:
+      "@date-fns/tz": 1.4.1
+      date-fns: 4.1.0
+      date-fns-jalali: 4.1.0-0
+      react: 19.2.1
+
   react-dom@19.2.1(react@19.2.1):
     dependencies:
       react: 19.2.1
@@ -10011,6 +10467,33 @@ snapshots:
 
   react-is@16.13.1: {}
 
+  react-remove-scroll-bar@2.3.8(@types/react@19.2.7)(react@19.2.1):
+    dependencies:
+      react: 19.2.1
+      react-style-singleton: 2.2.3(@types/react@19.2.7)(react@19.2.1)
+      tslib: 2.8.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
+  react-remove-scroll@2.7.2(@types/react@19.2.7)(react@19.2.1):
+    dependencies:
+      react: 19.2.1
+      react-remove-scroll-bar: 2.3.8(@types/react@19.2.7)(react@19.2.1)
+      react-style-singleton: 2.2.3(@types/react@19.2.7)(react@19.2.1)
+      tslib: 2.8.1
+      use-callback-ref: 1.3.3(@types/react@19.2.7)(react@19.2.1)
+      use-sidecar: 1.1.3(@types/react@19.2.7)(react@19.2.1)
+    optionalDependencies:
+      "@types/react": 19.2.7
+
+  react-style-singleton@2.2.3(@types/react@19.2.7)(react@19.2.1):
+    dependencies:
+      get-nonce: 1.0.1
+      react: 19.2.1
+      tslib: 2.8.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
   react@19.2.1: {}
 
   readdirp@3.6.0:
@@ -10558,6 +11041,21 @@ snapshots:
 
   url-template@2.0.8: {}
 
+  use-callback-ref@1.3.3(@types/react@19.2.7)(react@19.2.1):
+    dependencies:
+      react: 19.2.1
+      tslib: 2.8.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
+  use-sidecar@1.1.3(@types/react@19.2.7)(react@19.2.1):
+    dependencies:
+      detect-node-es: 1.1.0
+      react: 19.2.1
+      tslib: 2.8.1
+    optionalDependencies:
+      "@types/react": 19.2.7
+
   use-sync-external-store@1.6.0(react@19.2.1):
     dependencies:
       react: 19.2.1
diff --git a/src/components/ui/button.tsx b/src/components/ui/button.tsx
index 1dd187c..46b3a48 100644
--- a/src/components/ui/button.tsx
+++ b/src/components/ui/button.tsx
@@ -38,8 +38,8 @@ const buttonVariants = cva(
 
 function Button({
   className,
-  variant,
-  size,
+  variant = "default",
+  size = "default",
   asChild = false,
   ...props
 }: React.ComponentProps<"button"> &
@@ -51,6 +51,8 @@ function Button({
   return (
     <Comp
       data-slot="button"
+      data-variant={variant}
+      data-size={size}
       className={cn(buttonVariants({ variant, size, className }))}
       {...props}
     />
diff --git a/src/components/ui/calendar.tsx b/src/components/ui/calendar.tsx
new file mode 100644
index 0000000..7c01e39
--- /dev/null
+++ b/src/components/ui/calendar.tsx
@@ -0,0 +1,220 @@
+"use client";
+
+import * as React from "react";
+import {
+  ChevronDownIcon,
+  ChevronLeftIcon,
+  ChevronRightIcon,
+} from "lucide-react";
+import {
+  DayPicker,
+  getDefaultClassNames,
+  type DayButton,
+} from "react-day-picker";
+
+import { cn } from "@/lib/utils";
+import { Button, buttonVariants } from "@/components/ui/button";
+
+function Calendar({
+  className,
+  classNames,
+  showOutsideDays = true,
+  captionLayout = "label",
+  buttonVariant = "ghost",
+  formatters,
+  components,
+  ...props
+}: React.ComponentProps<typeof DayPicker> & {
+  buttonVariant?: React.ComponentProps<typeof Button>["variant"];
+}) {
+  const defaultClassNames = getDefaultClassNames();
+
+  return (
+    <DayPicker
+      showOutsideDays={showOutsideDays}
+      className={cn(
+        "bg-background group/calendar p-3 [--cell-size:--spacing(8)] [[data-slot=card-content]_&]:bg-transparent [[data-slot=popover-content]_&]:bg-transparent",
+        String.raw`rtl:**:[.rdp-button\_next>svg]:rotate-180`,
+        String.raw`rtl:**:[.rdp-button\_previous>svg]:rotate-180`,
+        className,
+      )}
+      captionLayout={captionLayout}
+      formatters={{
+        formatMonthDropdown: (date) =>
+          date.toLocaleString("default", { month: "short" }),
+        ...formatters,
+      }}
+      classNames={{
+        root: cn("w-fit", defaultClassNames.root),
+        months: cn(
+          "flex gap-4 flex-col md:flex-row relative",
+          defaultClassNames.months,
+        ),
+        month: cn("flex flex-col w-full gap-4", defaultClassNames.month),
+        nav: cn(
+          "flex items-center gap-1 w-full absolute top-0 inset-x-0 justify-between",
+          defaultClassNames.nav,
+        ),
+        button_previous: cn(
+          buttonVariants({ variant: buttonVariant }),
+          "size-(--cell-size) aria-disabled:opacity-50 p-0 select-none",
+          defaultClassNames.button_previous,
+        ),
+        button_next: cn(
+          buttonVariants({ variant: buttonVariant }),
+          "size-(--cell-size) aria-disabled:opacity-50 p-0 select-none",
+          defaultClassNames.button_next,
+        ),
+        month_caption: cn(
+          "flex items-center justify-center h-(--cell-size) w-full px-(--cell-size)",
+          defaultClassNames.month_caption,
+        ),
+        dropdowns: cn(
+          "w-full flex items-center text-sm font-medium justify-center h-(--cell-size) gap-1.5",
+          defaultClassNames.dropdowns,
+        ),
+        dropdown_root: cn(
+          "relative has-focus:border-ring border border-input shadow-xs has-focus:ring-ring/50 has-focus:ring-[3px] rounded-md",
+          defaultClassNames.dropdown_root,
+        ),
+        dropdown: cn(
+          "absolute bg-popover inset-0 opacity-0",
+          defaultClassNames.dropdown,
+        ),
+        caption_label: cn(
+          "select-none font-medium",
+          captionLayout === "label"
+            ? "text-sm"
+            : "rounded-md pl-2 pr-1 flex items-center gap-1 text-sm h-8 [&>svg]:text-muted-foreground [&>svg]:size-3.5",
+          defaultClassNames.caption_label,
+        ),
+        table: "w-full border-collapse",
+        weekdays: cn("flex", defaultClassNames.weekdays),
+        weekday: cn(
+          "text-muted-foreground rounded-md flex-1 font-normal text-[0.8rem] select-none",
+          defaultClassNames.weekday,
+        ),
+        week: cn("flex w-full mt-2", defaultClassNames.week),
+        week_number_header: cn(
+          "select-none w-(--cell-size)",
+          defaultClassNames.week_number_header,
+        ),
+        week_number: cn(
+          "text-[0.8rem] select-none text-muted-foreground",
+          defaultClassNames.week_number,
+        ),
+        day: cn(
+          "relative w-full h-full p-0 text-center [&:last-child[data-selected=true]_button]:rounded-r-md group/day aspect-square select-none",
+          props.showWeekNumber
+            ? "[&:nth-child(2)[data-selected=true]_button]:rounded-l-md"
+            : "[&:first-child[data-selected=true]_button]:rounded-l-md",
+          defaultClassNames.day,
+        ),
+        range_start: cn(
+          "rounded-l-md bg-accent",
+          defaultClassNames.range_start,
+        ),
+        range_middle: cn("rounded-none", defaultClassNames.range_middle),
+        range_end: cn("rounded-r-md bg-accent", defaultClassNames.range_end),
+        today: cn(
+          "bg-accent text-accent-foreground rounded-md data-[selected=true]:rounded-none",
+          defaultClassNames.today,
+        ),
+        outside: cn(
+          "text-muted-foreground aria-selected:text-muted-foreground",
+          defaultClassNames.outside,
+        ),
+        disabled: cn(
+          "text-muted-foreground opacity-50",
+          defaultClassNames.disabled,
+        ),
+        hidden: cn("invisible", defaultClassNames.hidden),
+        ...classNames,
+      }}
+      components={{
+        Root: ({ className, rootRef, ...props }) => {
+          return (
+            <div
+              data-slot="calendar"
+              ref={rootRef}
+              className={cn(className)}
+              {...props}
+            />
+          );
+        },
+        Chevron: ({ className, orientation, ...props }) => {
+          if (orientation === "left") {
+            return (
+              <ChevronLeftIcon className={cn("size-4", className)} {...props} />
+            );
+          }
+
+          if (orientation === "right") {
+            return (
+              <ChevronRightIcon
+                className={cn("size-4", className)}
+                {...props}
+              />
+            );
+          }
+
+          return (
+            <ChevronDownIcon className={cn("size-4", className)} {...props} />
+          );
+        },
+        DayButton: CalendarDayButton,
+        WeekNumber: ({ children, ...props }) => {
+          return (
+            <td {...props}>
+              <div className="flex size-(--cell-size) items-center justify-center text-center">
+                {children}
+              </div>
+            </td>
+          );
+        },
+        ...components,
+      }}
+      {...props}
+    />
+  );
+}
+
+function CalendarDayButton({
+  className,
+  day,
+  modifiers,
+  ...props
+}: React.ComponentProps<typeof DayButton>) {
+  const defaultClassNames = getDefaultClassNames();
+
+  const ref = React.useRef<HTMLButtonElement>(null);
+  React.useEffect(() => {
+    if (modifiers.focused) ref.current?.focus();
+  }, [modifiers.focused]);
+
+  return (
+    <Button
+      ref={ref}
+      variant="ghost"
+      size="icon"
+      data-day={day.date.toLocaleDateString()}
+      data-selected-single={
+        modifiers.selected &&
+        !modifiers.range_start &&
+        !modifiers.range_end &&
+        !modifiers.range_middle
+      }
+      data-range-start={modifiers.range_start}
+      data-range-end={modifiers.range_end}
+      data-range-middle={modifiers.range_middle}
+      className={cn(
+        "data-[selected-single=true]:bg-primary data-[selected-single=true]:text-primary-foreground data-[range-middle=true]:bg-accent data-[range-middle=true]:text-accent-foreground data-[range-start=true]:bg-primary data-[range-start=true]:text-primary-foreground data-[range-end=true]:bg-primary data-[range-end=true]:text-primary-foreground group-data-[focused=true]/day:border-ring group-data-[focused=true]/day:ring-ring/50 dark:hover:text-accent-foreground flex aspect-square size-auto w-full min-w-(--cell-size) flex-col gap-1 leading-none font-normal group-data-[focused=true]/day:relative group-data-[focused=true]/day:z-10 group-data-[focused=true]/day:ring-[3px] data-[range-end=true]:rounded-md data-[range-end=true]:rounded-r-md data-[range-middle=true]:rounded-none data-[range-start=true]:rounded-md data-[range-start=true]:rounded-l-md [&>span]:text-xs [&>span]:opacity-70",
+        defaultClassNames.day,
+        className,
+      )}
+      {...props}
+    />
+  );
+}
+
+export { Calendar, CalendarDayButton };
diff --git a/src/components/ui/popover.tsx b/src/components/ui/popover.tsx
new file mode 100644
index 0000000..5d6f78d
--- /dev/null
+++ b/src/components/ui/popover.tsx
@@ -0,0 +1,48 @@
+"use client";
+
+import * as React from "react";
+import * as PopoverPrimitive from "@radix-ui/react-popover";
+
+import { cn } from "@/lib/utils";
+
+function Popover({
+  ...props
+}: React.ComponentProps<typeof PopoverPrimitive.Root>) {
+  return <PopoverPrimitive.Root data-slot="popover" {...props} />;
+}
+
+function PopoverTrigger({
+  ...props
+}: React.ComponentProps<typeof PopoverPrimitive.Trigger>) {
+  return <PopoverPrimitive.Trigger data-slot="popover-trigger" {...props} />;
+}
+
+function PopoverContent({
+  className,
+  align = "center",
+  sideOffset = 4,
+  ...props
+}: React.ComponentProps<typeof PopoverPrimitive.Content>) {
+  return (
+    <PopoverPrimitive.Portal>
+      <PopoverPrimitive.Content
+        data-slot="popover-content"
+        align={align}
+        sideOffset={sideOffset}
+        className={cn(
+          "bg-popover text-popover-foreground data-[state=open]:animate-in data-[state=closed]:animate-out data-[state=closed]:fade-out-0 data-[state=open]:fade-in-0 data-[state=closed]:zoom-out-95 data-[state=open]:zoom-in-95 data-[side=bottom]:slide-in-from-top-2 data-[side=left]:slide-in-from-right-2 data-[side=right]:slide-in-from-left-2 data-[side=top]:slide-in-from-bottom-2 z-50 w-72 origin-(--radix-popover-content-transform-origin) rounded-md border p-4 shadow-md outline-hidden",
+          className,
+        )}
+        {...props}
+      />
+    </PopoverPrimitive.Portal>
+  );
+}
+
+function PopoverAnchor({
+  ...props
+}: React.ComponentProps<typeof PopoverPrimitive.Anchor>) {
+  return <PopoverPrimitive.Anchor data-slot="popover-anchor" {...props} />;
+}
+
+export { Popover, PopoverTrigger, PopoverContent, PopoverAnchor };
diff --git a/src/components/upload-zone.tsx b/src/components/upload-zone.tsx
index 37907e5..d9fc589 100644
--- a/src/components/upload-zone.tsx
+++ b/src/components/upload-zone.tsx
@@ -4,6 +4,12 @@ import { useCallback, useState, useEffect } from "react";
 import Image from "next/image";
 import { Card, CardContent } from "@/components/ui/card";
 import { Button } from "@/components/ui/button";
+import {
+  Popover,
+  PopoverContent,
+  PopoverTrigger,
+} from "@/components/ui/popover";
+import { Calendar as CalendarComponent } from "@/components/ui/calendar";
 import {
   Upload,
   ImageIcon,
@@ -16,6 +22,7 @@ import {
   Clock,
   MapPin,
   ExternalLink,
+  CalendarDays,
 } from "lucide-react";
 import { cn } from "@/lib/utils";
 import { api } from "@/trpc/react";
@@ -28,6 +35,7 @@ const STORAGE_KEYS = {
   preview: "schedulesync_preview",
   fileName: "schedulesync_fileName",
   events: "schedulesync_events",
+  startDate: "schedulesync_startDate",
 } as const;
 
 export function UploadZone() {
@@ -36,6 +44,7 @@ export function UploadZone() {
   const [fileName, setFileName] = useState<string | null>(null);
   const [events, setEvents] = useState<ScheduleEvent[] | null>(null);
   const [calendarUrl, setCalendarUrl] = useState<string | null>(null);
+  const [startDate, setStartDate] = useState<Date | undefined>(undefined);
 
   const { isSignedIn } = useAuth();
   const { openSignIn } = useClerk();
@@ -72,6 +81,15 @@ export function UploadZone() {
         }
         sessionStorage.removeItem(STORAGE_KEYS.events);
       }
+      const savedStartDate = sessionStorage.getItem(STORAGE_KEYS.startDate);
+      if (savedStartDate) {
+        try {
+          setStartDate(new Date(savedStartDate));
+        } catch {
+          // Ignore parse errors
+        }
+        sessionStorage.removeItem(STORAGE_KEYS.startDate);
+      }
       // Remove the redirect flag after restoring
       sessionStorage.removeItem("schedulesync_oauth_redirect");
     }
@@ -120,7 +138,14 @@ export function UploadZone() {
         console.error("Failed to save events to sessionStorage:", e);
       }
     }
-  }, [preview, fileName, events]);
+    if (startDate) {
+      try {
+        sessionStorage.setItem(STORAGE_KEYS.startDate, startDate.toISOString());
+      } catch (e) {
+        console.error("Failed to save startDate to sessionStorage:", e);
+      }
+    }
+  }, [preview, fileName, events, startDate]);
 
   // Combined handler that saves state first, then opens sign-in modal
   const handleSignInClick = useCallback(() => {
@@ -210,21 +235,21 @@ export function UploadZone() {
   }, [preview, analyzeSchedule]);
 
   const handleDownloadIcal = useCallback(() => {
-    if (!events) return;
+    if (!events || !startDate) return;
     const timezone = Intl.DateTimeFormat().resolvedOptions().timeZone;
-    generateIcal.mutate({ events, timezone });
-  }, [events, generateIcal]);
+    generateIcal.mutate({ events, timezone, startDate });
+  }, [events, startDate, generateIcal]);
 
   const handleSyncToGoogle = useCallback(() => {
-    if (!events) return;
+    if (!events || !startDate) return;
     const timezone = Intl.DateTimeFormat().resolvedOptions().timeZone;
     syncToGoogleCalendar.mutate({
       events,
       calendarName: "Class Schedule (Generated by ScheduleSync)",
       timezone,
-      startDate: new Date(),
+      startDate,
     });
-  }, [events, syncToGoogleCalendar]);
+  }, [events, startDate, syncToGoogleCalendar]);
 
   return (
     <div className="space-y-6">
@@ -419,12 +444,58 @@ export function UploadZone() {
         </Card>
       )}
 
+      {/* Start Date Picker */}
+      {events && events.length > 0 && (
+        <Card
+          className={cn(
+            "transition-colors",
+            !startDate && "border-orange-200 bg-orange-50/50",
+          )}
+        >
+          <CardContent className="p-4">
+            <div className="space-y-2">
+              <label className="text-sm font-medium">
+                When should your schedule start?{" "}
+                <span className="text-red-500">*</span>
+              </label>
+              <Popover>
+                <PopoverTrigger asChild>
+                  <Button
+                    variant="outline"
+                    className={cn(
+                      "w-full justify-start text-left font-normal",
+                      !startDate && "text-muted-foreground",
+                    )}
+                  >
+                    <CalendarDays className="mr-2 size-4" />
+                    {startDate ? format(startDate, "PPP") : "Select a date..."}
+                  </Button>
+                </PopoverTrigger>
+                <PopoverContent className="w-auto p-0" align="start">
+                  <CalendarComponent
+                    mode="single"
+                    selected={startDate}
+                    onSelect={setStartDate}
+                    initialFocus
+                  />
+                </PopoverContent>
+              </Popover>
+              {!startDate && (
+                <p className="text-muted-foreground text-xs">
+                  Select the date when your classes begin
+                </p>
+              )}
+            </div>
+          </CardContent>
+        </Card>
+      )}
+
       {/* Export Buttons */}
       {events && events.length > 0 && (
         <div className="space-y-3">
           <Button
             onClick={handleDownloadIcal}
-            disabled={generateIcal.isPending}
+            disabled={generateIcal.isPending || !startDate}
             className="w-full gap-2"
             variant="outline"
           >
@@ -439,7 +510,7 @@ export function UploadZone() {
           {isSignedIn ? (
             <Button
               onClick={handleSyncToGoogle}
-              disabled={syncToGoogleCalendar.isPending}
+              disabled={syncToGoogleCalendar.isPending || !startDate}
               className="w-full gap-2 bg-gradient-to-r from-blue-500 to-indigo-500 text-white hover:from-blue-600 hover:to-indigo-600"
             >
               {syncToGoogleCalendar.isPending ? (
diff --git a/src/lib/ical.ts b/src/lib/ical.ts
index f50fccd..1db081a 100644
--- a/src/lib/ical.ts
+++ b/src/lib/ical.ts
@@ -31,13 +31,16 @@ const dayToOffset: Record<string, number> = {
   Saturday: 6,
 };
 
-function getNextOccurrence(dayOfWeek: string, time: string): Date {
-  const now = new Date();
+function getNextOccurrence(
+  dayOfWeek: string,
+  time: string,
+  fromDate: Date,
+): Date {
   const targetDay = dayToOffset[dayOfWeek]!;
-  const currentDay = getDay(now);
+  const currentDay = getDay(fromDate);
 
   let daysUntilTarget = targetDay - currentDay;
-  if (daysUntilTarget <= 0) {
+  if (daysUntilTarget < 0) {
     daysUntilTarget += 7;
   }
 
@@ -51,7 +54,7 @@ function getNextOccurrence(dayOfWeek: string, time: string): Date {
     throw new Error(`Invalid time format: ${time}`);
   }
 
-  let targetDate = addDays(now, daysUntilTarget);
+  let targetDate = addDays(fromDate, daysUntilTarget);
   targetDate = setHours(targetDate, hours);
   targetDate = setMinutes(targetDate, minutes);
   targetDate = setSeconds(targetDate, 0);
@@ -66,6 +69,7 @@ export interface GenerateICalOptions {
   semesterEndDate?: Date;
   repeatWeeks?: number;
   timezone?: string;
+  startDate: Date;
 }
 
 export function generateICalFile(options: GenerateICalOptions): string {
@@ -75,6 +79,7 @@ export function generateICalFile(options: GenerateICalOptions): string {
     semesterEndDate,
     repeatWeeks = 16,
     timezone,
+    startDate,
   } = options;
 
   const calendar = ical({
@@ -82,13 +87,13 @@ export function generateICalFile(options: GenerateICalOptions): string {
     timezone: timezone ?? Intl.DateTimeFormat().resolvedOptions().timeZone,
   });
 
-  // Calculate default end date (repeatWeeks from now)
-  const defaultEndDate = addWeeks(new Date(), repeatWeeks);
+  // Calculate default end date (repeatWeeks from startDate)
+  const defaultEndDate = addWeeks(startDate, repeatWeeks);
   const untilDate = semesterEndDate ?? defaultEndDate;
 
   for (const event of events) {
-    let startDate: Date;
-    let endDate: Date;
+    let eventStartDate: Date;
+    let eventEndDate: Date;
 
     // Handle one-time events differently
     if (event.isOneTime && event.date) {
@@ -134,19 +139,35 @@ export function generateICalFile(options: GenerateICalOptions): string {
         throw new Error(`Invalid time values for endTime: ${event.endTime}`);
       }
 
-      startDate = setHours(setMinutes(date, startMinutes), startHours);
-      endDate = setHours(setMinutes(date, endMinutes), endHours);
+      eventStartDate = setHours(setMinutes(date, startMinutes), startHours);
+      eventEndDate = setHours(setMinutes(date, endMinutes), endHours);
     } else if (event.isOneTime) {
       // One-time event without a specific date - use next occurrence of that day
       if (!event.dayOfWeek) {
         throw new Error("One-time event without date must have dayOfWeek");
       }
-      startDate = getNextOccurrence(event.dayOfWeek, event.startTime);
-      endDate = getNextOccurrence(event.dayOfWeek, event.endTime);
+      eventStartDate = getNextOccurrence(
+        event.dayOfWeek,
+        event.startTime,
+        startDate,
+      );
+      eventEndDate = getNextOccurrence(
+        event.dayOfWeek,
+        event.endTime,
+        startDate,
+      );
     } else {
       // Regular recurring event
-      startDate = getNextOccurrence(event.dayOfWeek, event.startTime);
-      endDate = getNextOccurrence(event.dayOfWeek, event.endTime);
+      eventStartDate = getNextOccurrence(
+        event.dayOfWeek,
+        event.startTime,
+        startDate,
+      );
+      eventEndDate = getNextOccurrence(
+        event.dayOfWeek,
+        event.endTime,
+        startDate,
+      );
     }
 
     // Build description
@@ -158,8 +179,8 @@ export function generateICalFile(options: GenerateICalOptions): string {
     // Create event with or without recurrence based on event type
     if (event.isOneTime) {
       calendar.createEvent({
-        start: startDate,
-        end: endDate,
+        start: eventStartDate,
+        end: eventEndDate,
         summary: event.title,
         location: event.location,
         description:
@@ -167,8 +188,8 @@ export function generateICalFile(options: GenerateICalOptions): string {
       });
     } else {
       calendar.createEvent({
-        start: startDate,
-        end: endDate,
+        start: eventStartDate,
+        end: eventEndDate,
         summary: event.title,
         location: event.location,
         description:
diff --git a/src/server/api/routers/schedule.ts b/src/server/api/routers/schedule.ts
index 80227ee..8e8d581 100644
--- a/src/server/api/routers/schedule.ts
+++ b/src/server/api/routers/schedule.ts
@@ -38,6 +38,7 @@ export const scheduleRouter = createTRPCRouter({
         calendarName: z.string().optional(),
         repeatWeeks: z.number().optional().default(16),
         timezone: z.string().optional(),
+        startDate: z.date(),
       }),
     )
     .mutation(({ input }) => {
@@ -46,6 +47,7 @@ export const scheduleRouter = createTRPCRouter({
         calendarName: input.calendarName,
         repeatWeeks: input.repeatWeeks,
         timezone: input.timezone,
+        startDate: input.startDate,
       });
       return { icalContent };
     }),
@@ -58,7 +60,7 @@ export const scheduleRouter = createTRPCRouter({
         calendarName: z.string().default("My Schedule"),
         repeatWeeks: z.number().optional().default(16),
         timezone: z.string().optional(),
-        startDate: z.date().optional(),
+        startDate: z.date(),
       }),
     )
     .mutation(async ({ input, ctx }) => {