doc: add TypeScript execution requirements

Add section with high level approach/requirements for
enabling TypeScript execution as discussed in the Next-10
[TypeScript mini-summit](nodejs/next-10#150)

Signed-off-by: Michael Dawson <mdawson@devrus.com>

PR-URL: nodejs/node#44030
Reviewed-By: Geoffrey Booth <webadmin@geoffreybooth.com>
Reviewed-By: Matteo Collina <matteo.collina@gmail.com>

doc/contributing/maintaining-types-for-nodejs.md

@@ -6,7 +6,7 @@ code of their JavaScript projects. While many people don't annotate their code,
 or make use of annotations at all, there are enough who do that the project has
 agreed it's important to work towards having [suitable types for end-users][].
 
-## High level approach
+## High level approach - maintaining types
 
 There are a number of ways that types could be maintained for Node.js ranging
 from shipping them with the Node.js runtime to having them be externally
@@ -28,6 +28,64 @@ The agreement was that the ideal flow would be as follows:
 * Automation within external type projects consumes the JSON and automatically
   generates a PR to add the API.
 
+## High level approach - development workflow
+
+The number of people using TypeScript with Node.js is significant enough
+that providing a good developer experience is important. While TypeScript
+is identified specifically, a secondary goal is that what we provide to improve
+development experience with TypeScript would apply to other type
+systems and transpiled languages as well.
+
+We have agreed that the approach will **NOT** include bundling TypeScript
+tools with Node.js but instead improve the developer experience for how
+those tools are installed/configured to work with Node.js.
+
+The high level developer experience we are working towards was captured in the
+[next-10 TypeScript mini-summit](https://github.com/nodejs/next-10/pull/150)
+and is as follows:
+
+1. When Node.js is started with an entry point that is not a file type that
+   Node.js recognizes, for example `node script.ts`, an informative error
+   message is printed that directs users to a webpage where they can
+   learn how to configure Node.js to support that file type.
+   * If the file was a TypeScript file, a TypeScript specific message with a
+     reference to a link on Nodejs.org specific on learning how to
+     configure TypeScript will be provided.
+   * For other file types a generic message and shared webpage will be
+     used.
+2. Node.js gains support for loading configuration from a file. Most, if not
+   all, of the configuration supported by `NODE_OPTIONS` would be
+   supported in this file (which might be the `package.json` that lives
+   near the entry point file). The webpage with instructions would tell
+   users what configuration to put in this file to get Node.js to support
+   their file type.
+3. When Node.js is run with the correct configuration, either in a file or
+   `NODE_OPTIONS` or flags, the unknown file type is executed as expected.
+
+Some additional specifics around the current approach include:
+
+* Loaders already provide a number of the components needed to
+  satisfy the requirements above. They already provide the Node.js
+  options that are needed to achieve many of the requirements above.
+* `package.json` as the location for the config is potentially a good
+  choice as Node.js already looks for it as part of startup.
+* The implementation chosen should allow for different configuration
+  in/for different environments/conditions such as production
+  versus development, or different types of hosted environments
+  such as serverless vs traditional, etc.; Node.js would not make
+  any recommendations or have any expectations as to what the
+  separate configuration blocks should be named or what their
+  purposes should be, just that a configuration file should have
+  the ability to provide different configurations for user-defined
+  conditions.
+* There is no plan to define a default tsconfig.json for all Node.js users
+* We don't have consensus on provding an opinionated default but
+  that should be explored after the initial steps are complete.
+* It will be important that as part of the messaging around this
+  functionality that we avoid confusion that could lead people to ship
+  TypeScript files (e.g. `script.ts`) instead of the processed files
+  (e.g. `script.js`).
+
 ## Generation/Consumption of machine readable JSON files
 
 When you run `make doc` the canonical markdown files used to