diff --git a/automation/capitanodoc/index.ts b/automation/capitanodoc/index.ts
index b82f0097..4bb8047a 100644
--- a/automation/capitanodoc/index.ts
+++ b/automation/capitanodoc/index.ts
@@ -39,7 +39,7 @@ export async function renderMarkdown(): Promise<string> {
 		};
 
 		for (const jsFilename of commandCategory.files) {
-			category.commands.push(...importOclifCommands(jsFilename));
+			category.commands.push(...(await importOclifCommands(jsFilename)));
 		}
 		result.categories.push(category);
 	}
@@ -78,7 +78,9 @@ class FakeHelpCommand {
 	};
 }
 
-function importOclifCommands(jsFilename: string): OclifCommand[] {
+async function importOclifCommands(
+	jsFilename: string,
+): Promise<OclifCommand[]> {
 	// TODO: Currently oclif commands with no `usage` overridden will cause
 	//  an error when parsed.  This should be improved so that `usage` does not have
 	//  to be overridden if not necessary.
@@ -86,7 +88,8 @@ function importOclifCommands(jsFilename: string): OclifCommand[] {
 	const command: OclifCommand =
 		jsFilename === 'help'
 			? (new FakeHelpCommand() as unknown as OclifCommand)
-			: (require(path.join(process.cwd(), jsFilename)).default as OclifCommand);
+			: ((await import(path.join(process.cwd(), jsFilename)))
+					.default as OclifCommand);
 
 	return [command];
 }
diff --git a/automation/deploy-bin.ts b/automation/deploy-bin.ts
index 4a44a7da..4a345822 100644
--- a/automation/deploy-bin.ts
+++ b/automation/deploy-bin.ts
@@ -17,19 +17,15 @@
 
 import * as _ from 'lodash';
 import * as semver from 'semver';
+import { Octokit } from '@octokit/rest';
+import { throttling } from '@octokit/plugin-throttling';
 
 const { GITHUB_TOKEN } = process.env;
 
 /** Return a cached Octokit instance, creating a new one as needed. */
 const getOctokit = _.once(function () {
-	const Octokit = (
-		require('@octokit/rest') as typeof import('@octokit/rest')
-	).Octokit.plugin(
-		(
-			require('@octokit/plugin-throttling') as typeof import('@octokit/plugin-throttling')
-		).throttling,
-	);
-	return new Octokit({
+	const OctokitConstructor = Octokit.plugin(throttling);
+	return new OctokitConstructor({
 		auth: GITHUB_TOKEN,
 		throttle: {
 			onRateLimit: (retryAfter: number, options: any) => {
@@ -65,16 +61,16 @@ const getOctokit = _.once(function () {
  * 'pages' is the total number of pages, and 'ordinal' is the ordinal number
  * (3rd, 4th, 5th...) of the first item in the current page.
  */
-function getPageNumbers(
+async function getPageNumbers(
 	response: any,
 	perPageDefault: number,
-): { page: number; pages: number; ordinal: number } {
+): Promise<{ page: number; pages: number; ordinal: number }> {
 	const res = { page: 1, pages: 1, ordinal: 1 };
 	if (!response.headers.link) {
 		return res;
 	}
-	const parse =
-		require('parse-link-header') as typeof import('parse-link-header');
+	const parse = await import('parse-link-header');
+
 	const parsed = parse(response.headers.link);
 	if (parsed == null) {
 		throw new Error(`Failed to parse link header: '${response.headers.link}'`);
@@ -129,7 +125,7 @@ async function updateGitHubReleaseDescriptions(
 			page: thisPage,
 			pages: totalPages,
 			ordinal,
-		} = getPageNumbers(response, perPage);
+		} = await getPageNumbers(response, perPage);
 		let i = 0;
 		for (const cliRelease of response.data) {
 			const prefix = `[#${ordinal + i++} pg ${thisPage}/${totalPages}]`;
diff --git a/automation/utils.ts b/automation/utils.ts
index 77c97b2b..6c21d76c 100644
--- a/automation/utils.ts
+++ b/automation/utils.ts
@@ -17,6 +17,8 @@
 
 import { spawn } from 'child_process';
 import * as path from 'path';
+import * as fs from 'fs';
+import { diffTrimmedLines } from 'diff';
 
 export const ROOT = path.join(__dirname, '..');
 
@@ -64,7 +66,6 @@ export class StdOutTap {
  * https://www.npmjs.com/package/diff
  */
 export function diffLines(str1: string, str2: string): string {
-	const { diffTrimmedLines } = require('diff');
 	const diffObjs = diffTrimmedLines(str1, str2);
 	const prefix = (chunk: string, char: string) =>
 		chunk
@@ -84,7 +85,10 @@ export function diffLines(str1: string, str2: string): string {
 }
 
 export function loadPackageJson() {
-	return require(path.join(ROOT, 'package.json'));
+	const packageJsonPath = path.join(ROOT, 'package.json');
+
+	const packageJson = fs.readFileSync(packageJsonPath, 'utf8');
+	return JSON.parse(packageJson);
 }
 
 /**