diff --git a/src/api/actor.api.ts b/src/api/actor.api.ts
index e9bed48..79b3908 100644
--- a/src/api/actor.api.ts
+++ b/src/api/actor.api.ts
@@ -5,14 +5,15 @@ import {green, red, yellow} from 'kleur';
 import {getToken} from '../configs/cli.config';
 import {readEmulatorConfig} from '../configs/emulator.config';
 import {ENV} from '../env';
+import {EnvToken} from '../env.token';
 import {noConfigFile} from '../utils/cli.config.utils';
-import {getProcessToken, isHeadless} from '../utils/process.utils';
+import {isNotHeadless} from '../utils/process.utils';
 import {initAgent} from './agent.api';
 
 export const actorParameters = async (): Promise<
   Omit<ActorParameters, 'agent'> & Required<Pick<ActorParameters, 'agent'>>
 > => {
-  const configNotFound = !isHeadless() && noConfigFile();
+  const configNotFound = (await isNotHeadless()) && noConfigFile();
 
   if (configNotFound) {
     await missingConfigInfo({errorType: 'not-configured'});
@@ -20,7 +21,7 @@ export const actorParameters = async (): Promise<
     process.exit(1);
   }
 
-  const token = getProcessToken() ?? (await getToken());
+  const token = (await EnvToken.getInstance()).token ?? (await getToken());
 
   if (isNullish(token)) {
     await missingConfigInfo({errorType: 'not-logged-in'});
diff --git a/src/env.token.ts b/src/env.token.ts
new file mode 100644
index 0000000..1af2aa6
--- /dev/null
+++ b/src/env.token.ts
@@ -0,0 +1,53 @@
+import {nonNullish} from '@dfinity/utils';
+import type {JsonnableEd25519KeyIdentity} from '@icp-sdk/core/identity';
+
+export class EnvToken {
+  static #instance: EnvToken | undefined;
+
+  readonly #token: JsonnableEd25519KeyIdentity | undefined;
+
+  private constructor(readonly keyIdentity: JsonnableEd25519KeyIdentity | undefined) {
+    this.#token = keyIdentity;
+  }
+
+  static async getInstance(): Promise<EnvToken> {
+    if (EnvToken.#instance === undefined) {
+      // eslint-disable-next-line require-atomic-updates
+      EnvToken.#instance = await EnvToken.#init();
+    }
+
+    return EnvToken.#instance;
+  }
+
+  // eslint-disable-next-line @typescript-eslint/require-await
+  static async #init(): Promise<EnvToken> {
+    const envToken = process.env.JUNO_TOKEN;
+
+    if (envToken !== undefined) {
+      const token = this.#parseToken({envToken});
+      return new EnvToken(token);
+    }
+
+    return new EnvToken(undefined);
+  }
+
+  static #parseToken({envToken}: {envToken: string}): JsonnableEd25519KeyIdentity | undefined {
+    try {
+      const {token} = JSON.parse(atob(envToken));
+      // eslint-disable-next-line @typescript-eslint/no-unsafe-return
+      return token;
+    } catch (err: unknown) {
+      throw new Error('Cannot parse token provided as an environment variable.', {
+        cause: err
+      });
+    }
+  }
+
+  get token(): JsonnableEd25519KeyIdentity | undefined {
+    return this.#token;
+  }
+
+  isDefined = (): boolean => {
+    return nonNullish(this.#token);
+  };
+}
diff --git a/src/services/assert.services.ts b/src/services/assert.services.ts
index 5a2393f..c834ce2 100644
--- a/src/services/assert.services.ts
+++ b/src/services/assert.services.ts
@@ -48,7 +48,7 @@ export const assertSatelliteMemorySize = async () => {
     heap
   )} MB, which exceeds the asserted limit of ${formatNumber(maxMemorySize)} MB.`;
 
-  if (isHeadless()) {
+  if (await isHeadless()) {
     console.log(yellow(errorText));
     process.exit(1);
   }
diff --git a/src/services/config/apply.services.ts b/src/services/config/apply.services.ts
index 9bea5b1..15f5eb2 100644
--- a/src/services/config/apply.services.ts
+++ b/src/services/config/apply.services.ts
@@ -583,7 +583,7 @@ const prepareConfig = async ({
       return filterIdenticalConfig(extendWithVersions());
     }
 
-    if (isHeadless()) {
+    if (await isHeadless()) {
       console.log(
         yellow('Non-interactive mode detected. Re-run with --force to overwrite without checks.')
       );
diff --git a/src/services/emulator/_runner.services.ts b/src/services/emulator/_runner.services.ts
index 81948f2..1185149 100644
--- a/src/services/emulator/_runner.services.ts
+++ b/src/services/emulator/_runner.services.ts
@@ -170,7 +170,7 @@ const startEmulator = async ({config: extendedConfig}: {config: CliEmulatorConfi
     // -i: Keep STDIN open even if not attached. Equivalent to `--interactive`.
     await execute({
       command: runner,
-      args: ['start', '-a', ...(isHeadless() ? [] : ['-i']), containerName]
+      args: ['start', '-a', ...((await isHeadless()) ? [] : ['-i']), containerName]
     });
     return;
   }
@@ -219,7 +219,7 @@ const startEmulator = async ({config: extendedConfig}: {config: CliEmulatorConfi
     command: runner,
     args: [
       'run',
-      ...(isHeadless() ? [] : ['-it']),
+      ...((await isHeadless()) ? [] : ['-it']),
       '--name',
       containerName,
       '-p',
diff --git a/src/services/links.services.ts b/src/services/links.services.ts
index e0d269f..dc9f379 100644
--- a/src/services/links.services.ts
+++ b/src/services/links.services.ts
@@ -16,7 +16,7 @@ export const links = async () => {
     // If a developer is using a JUNO_TOKEN to execute command(s), the custom domain will not be queried or printed.
     // This is particularly useful in CI environments where access keys might be limited,
     // and only ADMIN keys can list custom domains.
-    const domains = isHeadless() ? [] : await listCustomDomains({satellite});
+    const domains = (await isHeadless()) ? [] : await listCustomDomains({satellite});
 
     console.log(`\n🛠️  ${terminalLink(adminUrl)}`);
 
diff --git a/src/services/modules/upgrade/upgrade-assert.services.ts b/src/services/modules/upgrade/upgrade-assert.services.ts
index 22ca2c5..381db4e 100644
--- a/src/services/modules/upgrade/upgrade-assert.services.ts
+++ b/src/services/modules/upgrade/upgrade-assert.services.ts
@@ -45,7 +45,7 @@ export const assertSatelliteBuildType = async ({
 
   const warning = satelliteType === 'extended' && (wasmType === 'stock' || isNullish(wasmType));
 
-  if (isHeadless() && warning) {
+  if ((await isHeadless()) && warning) {
     throw new Error(
       'Your satellite uses serverless functions. Reverting to the stock version would remove your custom features! '
     );
diff --git a/src/services/modules/upgrade/upgrade.services.ts b/src/services/modules/upgrade/upgrade.services.ts
index 0cbecdf..d3078a1 100644
--- a/src/services/modules/upgrade/upgrade.services.ts
+++ b/src/services/modules/upgrade/upgrade.services.ts
@@ -34,7 +34,7 @@ const executeUpgradeWasm = async ({
 }: {assetKey: AssetKey; moduleId: string} & UpgradeWasm) => {
   await assert?.({wasmModule: wasm});
 
-  if (isNotHeadless()) {
+  if (await isNotHeadless()) {
     await assertUpgradeHash({hash, reset, assetKey, moduleId});
   }
 
diff --git a/src/stores/settings.store.ts b/src/stores/settings.store.ts
index d282045..77d6382 100644
--- a/src/stores/settings.store.ts
+++ b/src/stores/settings.store.ts
@@ -18,7 +18,7 @@ class SettingsConfigStore {
   static async init(): Promise<SettingsConfigStore> {
     const store = new SettingsConfigStore(getSettingsConfig());
 
-    if (isHeadless()) {
+    if (await isHeadless()) {
       return store;
     }
 
diff --git a/src/utils/process.utils.ts b/src/utils/process.utils.ts
index 21a82e7..451876e 100644
--- a/src/utils/process.utils.ts
+++ b/src/utils/process.utils.ts
@@ -1,28 +1,10 @@
-import type {JsonnableEd25519KeyIdentity} from '@icp-sdk/core/identity';
 import {hasArgs} from '@junobuild/cli-tools';
+import {EnvToken} from '../env.token';
 
-export const getProcessToken = (): JsonnableEd25519KeyIdentity | undefined => {
-  const envToken = process.env.JUNO_TOKEN;
+export const isHeadless = async (): Promise<boolean> => {
+  const {isDefined} = await EnvToken.getInstance();
 
-  if (envToken === undefined) {
-    return undefined;
-  }
-
-  try {
-    const {token} = JSON.parse(atob(envToken));
-    // eslint-disable-next-line @typescript-eslint/no-unsafe-return
-    return token;
-  } catch (err: unknown) {
-    throw new Error('Cannot parse token provided as an environment variable.', {
-      cause: err
-    });
-  }
-};
-
-const isProcessToken = (): boolean => getProcessToken() !== undefined;
-
-export const isHeadless = (): boolean => {
-  if (isProcessToken()) {
+  if (isDefined()) {
     return true;
   }
 
@@ -30,4 +12,4 @@ export const isHeadless = (): boolean => {
   return hasArgs({args, options: ['--headless']});
 };
 
-export const isNotHeadless = (): boolean => !isHeadless();
+export const isNotHeadless = async (): Promise<boolean> => !(await isHeadless());
diff --git a/src/utils/prompt.utils.ts b/src/utils/prompt.utils.ts
index d3649d6..9d13aa4 100644
--- a/src/utils/prompt.utils.ts
+++ b/src/utils/prompt.utils.ts
@@ -50,7 +50,7 @@ export const confirmAndExit = async (message: string) => {
 };
 
 export const confirmAndExitUnlessHeadlessAndDev = async (message: string) => {
-  if (isHeadless() && DEV) {
+  if ((await isHeadless()) && DEV) {
     return;
   }