diff --git a/packages/das/src/entities/PrFile.entity.ts b/packages/das/src/entities/PrFile.entity.ts
index ec69f2d..3cc2ff3 100644
--- a/packages/das/src/entities/PrFile.entity.ts
+++ b/packages/das/src/entities/PrFile.entity.ts
@@ -8,10 +8,10 @@ export class PrFile {
   @PrimaryColumn({ name: "pr_number" })
   prNumber: number;
 
-  @PrimaryColumn()
+  @PrimaryColumn({ type: "text" })
   filename: string;
 
-  @Column({ name: "previous_filename", nullable: true })
+  @Column({ name: "previous_filename", type: "text", nullable: true })
   previousFilename: string;
 
   @Column()
diff --git a/packages/das/src/entities/PrFileContent.entity.ts b/packages/das/src/entities/PrFileContent.entity.ts
index d71e420..2190266 100644
--- a/packages/das/src/entities/PrFileContent.entity.ts
+++ b/packages/das/src/entities/PrFileContent.entity.ts
@@ -8,7 +8,7 @@ export class PrFileContent {
   @PrimaryColumn({ name: "pr_number" })
   prNumber: number;
 
-  @PrimaryColumn()
+  @PrimaryColumn({ type: "text" })
   filename: string;
 
   @Column({ name: "base_content", type: "text", nullable: true })
diff --git a/packages/db/08_pr_files.sql b/packages/db/08_pr_files.sql
index a6c6dcf..2f8825f 100644
--- a/packages/db/08_pr_files.sql
+++ b/packages/db/08_pr_files.sql
@@ -3,8 +3,8 @@
 CREATE TABLE IF NOT EXISTS pr_files (
     repo_full_name      VARCHAR(255)    NOT NULL,
     pr_number           INTEGER         NOT NULL,
-    filename            VARCHAR(500)    NOT NULL,
-    previous_filename   VARCHAR(500),
+    filename            TEXT            NOT NULL,
+    previous_filename   TEXT,
     status              VARCHAR(20)     NOT NULL,
     additions           INTEGER         NOT NULL DEFAULT 0,
     deletions           INTEGER         NOT NULL DEFAULT 0,
diff --git a/packages/db/09_pr_file_contents.sql b/packages/db/09_pr_file_contents.sql
index bb9acc3..ad3e8d8 100644
--- a/packages/db/09_pr_file_contents.sql
+++ b/packages/db/09_pr_file_contents.sql
@@ -4,7 +4,7 @@
 CREATE TABLE IF NOT EXISTS pr_file_contents (
     repo_full_name      VARCHAR(255)    NOT NULL,
     pr_number           INTEGER         NOT NULL,
-    filename            VARCHAR(500)    NOT NULL,
+    filename            TEXT            NOT NULL,
     base_content        TEXT,
     head_content        TEXT,
     is_binary           BOOLEAN         NOT NULL DEFAULT FALSE,
diff --git a/packages/db/26_pr_file_paths_text.sql b/packages/db/26_pr_file_paths_text.sql
new file mode 100644
index 0000000..4bb5398
--- /dev/null
+++ b/packages/db/26_pr_file_paths_text.sql
@@ -0,0 +1,10 @@
+-- Allow valid Git paths longer than 500 characters.
+-- GitHub's PR files API returns full repo-relative paths, which can exceed
+-- the previous VARCHAR(500) cap when directories are deeply nested.
+
+ALTER TABLE pr_files
+    ALTER COLUMN filename TYPE TEXT,
+    ALTER COLUMN previous_filename TYPE TEXT;
+
+ALTER TABLE pr_file_contents
+    ALTER COLUMN filename TYPE TEXT;