diff --git a/packages/twenty-server/src/engine/core-modules/environment/decorators/is-twenty-semver.decorator.ts b/packages/twenty-server/src/engine/core-modules/environment/decorators/is-twenty-semver.decorator.ts
new file mode 100644
index 000000000..e40746675
--- /dev/null
+++ b/packages/twenty-server/src/engine/core-modules/environment/decorators/is-twenty-semver.decorator.ts
@@ -0,0 +1,33 @@
+import {
+  registerDecorator,
+  ValidationArguments,
+  ValidationOptions,
+  ValidatorConstraint,
+  ValidatorConstraintInterface,
+} from 'class-validator';
+import semver from 'semver';
+
+@ValidatorConstraint({ async: false })
+export class IsTwentySemVerValidator implements ValidatorConstraintInterface {
+  validate(version: string) {
+    const parsed = semver.parse(version);
+
+    return parsed !== null;
+  }
+
+  defaultMessage(args: ValidationArguments) {
+    return `${args.property} must be a valid semantic version (e.g., 1.0.0)`;
+  }
+}
+
+export const IsTwentySemVer =
+  (validationOptions?: ValidationOptions) =>
+  (object: object, propertyName: string) => {
+    registerDecorator({
+      target: object.constructor,
+      propertyName: propertyName,
+      options: validationOptions,
+      constraints: [],
+      validator: IsTwentySemVerValidator,
+    });
+  };
diff --git a/packages/twenty-server/src/engine/core-modules/environment/environment-variables.ts b/packages/twenty-server/src/engine/core-modules/environment/environment-variables.ts
index d07bb35fd..2a814f30a 100644
--- a/packages/twenty-server/src/engine/core-modules/environment/environment-variables.ts
+++ b/packages/twenty-server/src/engine/core-modules/environment/environment-variables.ts
@@ -7,12 +7,13 @@ import {
   IsEnum,
   IsNumber,
   IsOptional,
-  IsSemVer,
   IsString,
   IsUrl,
   ValidateIf,
+  ValidationError,
   validateSync,
 } from 'class-validator';
+import { isDefined } from 'twenty-shared';
 
 import { EmailDriver } from 'src/engine/core-modules/email/interfaces/email.interface';
 import { AwsRegion } from 'src/engine/core-modules/environment/interfaces/aws-region.interface';
@@ -30,12 +31,12 @@ import { IsAWSRegion } from 'src/engine/core-modules/environment/decorators/is-a
 import { IsDuration } from 'src/engine/core-modules/environment/decorators/is-duration.decorator';
 import { IsOptionalOrEmptyString } from 'src/engine/core-modules/environment/decorators/is-optional-or-empty-string.decorator';
 import { IsStrictlyLowerThan } from 'src/engine/core-modules/environment/decorators/is-strictly-lower-than.decorator';
+import { IsTwentySemVer } from 'src/engine/core-modules/environment/decorators/is-twenty-semver.decorator';
 import { EnvironmentVariablesGroup } from 'src/engine/core-modules/environment/enums/environment-variables-group.enum';
 import { ExceptionHandlerDriver } from 'src/engine/core-modules/exception-handler/interfaces';
 import { StorageDriverType } from 'src/engine/core-modules/file-storage/interfaces';
 import { LoggerDriverType } from 'src/engine/core-modules/logger/interfaces';
 import { ServerlessDriverType } from 'src/engine/core-modules/serverless/serverless.interface';
-import { assert } from 'src/utils/assert';
 
 export class EnvironmentVariables {
   @EnvironmentVariablesMetadata({
@@ -986,7 +987,7 @@ export class EnvironmentVariables {
     description: 'Twenty server version',
   })
   @IsOptionalOrEmptyString()
-  @IsSemVer()
+  @IsTwentySemVer()
   APP_VERSION?: string;
 }
 
@@ -995,21 +996,32 @@ export const validate = (
 ): EnvironmentVariables => {
   const validatedConfig = plainToClass(EnvironmentVariables, config);
 
-  const errors = validateSync(validatedConfig, { strictGroups: true });
+  const validationErrors = validateSync(validatedConfig, {
+    strictGroups: true,
+  });
 
-  const warnings = validateSync(validatedConfig, { groups: ['warning'] });
-
-  if (warnings.length > 0) {
-    warnings.forEach((warning) => {
-      if (warning.constraints && warning.property) {
-        Object.values(warning.constraints).forEach((message) => {
-          Logger.warn(message);
-        });
+  const validationWarnings = validateSync(validatedConfig, {
+    groups: ['warning'],
+  });
+  const logValidatonErrors = (
+    errorCollection: ValidationError[],
+    type: 'error' | 'warn',
+  ) =>
+    errorCollection.forEach((error) => {
+      if (!isDefined(error.constraints) || !isDefined(error.property)) {
+        return;
       }
+      Logger[type](Object.values(error.constraints).join('\n'));
     });
+
+  if (validationWarnings.length > 0) {
+    logValidatonErrors(validationWarnings, 'warn');
   }
 
-  assert(!errors.length, errors.toString());
+  if (validationErrors.length > 0) {
+    logValidatonErrors(validationErrors, 'error');
+    throw new Error('Environment variables validation failed');
+  }
 
   return validatedConfig;
 };