Paraclet · for Anthropic's Cowork
παράκλητος — one called alongside to help

Cowork, configured to come alongside your work.

A structured methodology for setting up Anthropic's desktop AI so it knows your actual work — its files, its rhythm, and the things it must never touch.

Get the book
The book · Thinking AI

Paraclet sets the AI up. The book teaches you to think with it.

Paraclet — whether Cowork or Hermes — configures Claude to come alongside your work. Thinking AI is the other half: it teaches you to actually think with it — to brief it well, judge what comes back, and direct it like a capable partner instead of a search box.

Buy once and you get the book as a PDF and a members' reader in your browser, where every exercise is alive: type a prompt and a real answer comes back, on the page, while you read.

One purchase · PDF download + the live in-browser reader · access by a one-time sign-in link.

A field guide for the new world
Thinking AI
How to stop searching and start thinking with AI
21 chapters · live exercises · PDF + browser reader
I

Read the book

Learn to think with Claude — briefing, judgement, and direction, in plain language for anyone.

II

Practise live

The in-browser reader makes every exercise real — your prompts get genuine answers as you go.

III

Set up Paraclet

Then Cowork or Hermes configures Claude to come alongside your real work.

What it is

Cowork is the tool. Paraclet is how it's set up right.

Cowork is Anthropic's desktop AI coworker — an agent that reads, edits, and creates files in approved folders on your computer, runs multi-step tasks autonomously, and connects to outside services through plugins. It is powerful, and it is consequential.

A bad setup produces an agent that helpfully edits the wrong things. A good setup produces an agent that becomes one of the most useful tools you own. Paraclet exists for the difference between the two.

Paraclet
A structured methodology — roughly 26 questions across six phases — that interviews you about your actual work and turns the answers into a configured, scoped, monitored Cowork setup.
Two sessions
Most clients complete setup in two sittings of 60–90 minutes, followed by a two-week review.
No access first
Cowork is never granted access to anything before scope and safety are explicitly defined.
Paraclet · two editions

One methodology. Two ways to come alongside.

Paraclet is a way of interviewing you about your work and turning the answers into a configured, trustworthy AI helper. It comes in two editions — built for two genuinely different needs. You've landed on the Cowork edition; here's how it compares to Hermes, so you know you're in the right place.

The deep build
Hermes
the messenger · interpreter · guide

Designs an aligned executive AI agent that understands your whole business.

An identity-driven interview. You're not setting up a tool — you're designing who an executive agent should be and what it should stand for: its personality, your origin story, strategy, operations, marketing, finances, and how it's governed. The agent that emerges can eventually help run real business decisions, within the values and boundaries you set.

Choose Hermes when
  • You're a founder or owner shaping a business
  • You want an AI partner that holds the whole shape of what you're building
  • You care that it reflects your values and judgment, not just your tasks
  • You're building toward a trusted, semi-autonomous executive over time
8 sessions · ~70 sets Outcome: an aligned executive agent
You're here · the practical setup
Cowork
one called alongside the work

Configures Anthropic's Cowork desktop AI for the work in front of you.

A workflow-driven interview. You're mapping what work you need help with and what's off-limits: your files, your repetitive tasks, your research, the chaos you've been avoiding. The outcome is a scoped, monitored Cowork setup running on three real pieces of your work — practical help, set up safely, soon.

Choose Cowork when
  • You have files, tasks, or research piling up now
  • You want concrete help with the work in front of you
  • You'd rather start small and see results in two weeks
  • You're a researcher, professional, pastor, or household, not necessarily a founder
1–2 sessions · ~26 sets Outcome: three working Projects
Hermes
Cowork
Designs
An executive AI agent
A configured Cowork setup
Driven by
Identity, strategy, values
Workflow, files, tasks
The core question
"Who should this agent be?"
"What work needs help — and what's off-limits?"
Depth
8 sessions · ~70 sets
1–2 sessions · ~26 sets
Best for
Founders building a business partner
Anyone wanting practical desktop help
Time to value
A lasting strategic asset
Three things off your plate in two weeks
Which edition fits?

Four questions. One honest recommendation.

Not sure whether you want Hermes or Cowork? Answer these and we'll tell you which is the better starting point — and we'll say so plainly, even if it's not the edition you landed on.

Question 1 of 4
What are you hoping to walk away with?
Question 2 of 4
Which feels more true right now?
Question 3 of 4
How much do you want to invest in getting it right?
Question 4 of 4
What would make this clearly worth it?
Your recommendation

Two minutes with Paraclet

One real question. One real response.

This is one of roughly seventy questions in the full framework. Type a real answer — Paraclet replies the way it would in a real setup interview.

Question — from Phase 2, Set LL.5

"What computer work feels like a waste of your time — the part you'd most want to hand to someone else if you could?"

0 / 1200
Paraclet
The framework

Six phases. One careful arc.

Paraclet proceeds in order. No folder access is granted until Phase 4. No project is launched until Phase 5. No review is skipped. The order is the discipline — it's what makes Cowork worth running.
I

Cowork Intake

Who you are, what device and plan you're on, which vertical your work falls into, and how cautious you'd like us to be. Sets the variables everything downstream depends on.

4 sets · ~15 min
II

The Lay of the Land

Your working day, where your files live, what's chaotic, what repeats, what wastes your time. We make the work visible before proposing any solution.

5 sets · ~30 min
III

Vertical Deep-Dive

One of four branches — research and professional, church and ministry, home and household, or general. The questions get specific to the actual shape of your work.

5 sets · ~45 min
IV

Scope and Safety

Approved folders, off-limits data, sensitive-data declaration, approval-required actions. The most important phase. Cowork is granted nothing before this is done.

4 sets · ~30 min
V

First Projects

Three concrete first Projects — one low-stakes confidence-builder, one high-value pain-point, one ongoing maintenance. Instructions written, success defined, review booked.

4 sets · ~30 min
VI

Working Together

Delegation style, escalation triggers, which external connectors to set up now versus later, and the two-week review schedule. By the end you know exactly how to use Cowork tomorrow.

4 sets · ~25 min
Who it's for

Configured for the actual shape of your work.

Paraclet has four branches, each with vertical-specific questions and safety defaults. We use the one that matches the work you do.

Primary focus

Research and professional work

For academics, independent researchers, consultants, journalists, lawyers, and analysts whose work is reading and synthesizing source material into structured outputs. The strongest Cowork use case — and where Paraclet pays back fastest.

  • Source library reorganization at scale
  • Citation-aware drafting from notes
  • Literature review and synthesis
  • Institutional AI-use policy compliance built in
  • IRB and confidentiality constraints respected
  • Transcript organization and quote extraction
Highest care

Church and ministry

For pastors, ministry staff, worship leaders, and church administrators. Carries the most careful safety treatment of any vertical.

  • Sermon archive and teaching prep
  • Pastoral confidentiality protected by default
  • Minors' information off-limits by default
  • Tradition-aware setup
Practical

Home and household

For household administration — bills, documents, family schedules, photo organization, and smart-home documentation.

  • Receipt and bill organization
  • Document categorization
  • Family privacy respected by default
  • Smart-home docs and notes (not devices)
Also covered

General professional and small business

For freelancers, small-business owners, and roles that don't fit the three named verticals. The questions adapt; the discipline stays the same.

What changes

By the end of two weeks.

i.

Three working Projects

Cowork is configured and running on three real pieces of your work, each with persistent instructions, defined success criteria, and a folder scope you trust.

ii.

Boundaries you can name

You know exactly which folders Cowork can touch, which it cannot, which categories of information require special handling, and which actions always escalate to you.

iii.

A documented configuration

Every decision captured in a configuration profile you keep — vertical, scope, safety rules, project instructions, escalation triggers. Re-deployable, auditable, yours.

iv.

The right delegation rhythm

You know when to give Cowork detailed instructions, when to let standing context carry the work, when to ask for a plan, and when to escalate to a human.

v.

A real review

A two-week check-in where each Project is reviewed against its success criteria — and pulled back if it didn't work. Pulling back is a legitimate outcome, not a failure.

vi.

Trust earned, not assumed

Cowork's role expands on evidence of reliable work, not optimism. By the end of the engagement, expansion is something you authorize — not something that drifts.

A practice, not a platform

Run by someone who has actually done this.

Paraclet isn't a sign-up form or a self-serve funnel. Every engagement is conducted by a real practitioner from Roger That! — Tech Defender, a tech practice built for people who are tired of feeling betrayed or bewildered by their own technology.

The hard part of an AI coworker was never installing it. It's configuring it so it's genuinely useful and genuinely safe — knowing what to scope in, what to keep out, and what to never automate. That judgment comes from doing the work, not from a wizard.

— Roger That! · Tech Defender

Questions

The honest answers.

Installing Cowork takes five minutes. Configuring it so it actually helps — and doesn't quietly edit the wrong files — is the real work. Paraclet maps your specific workflow, sets the boundaries before granting any access, and stands up three working Projects with a two-week review. You're paying for the judgment about what to scope in, what to keep out, and what to never automate. Most people who skip this step end up with an impressive tool they don't trust and stop using.

Safety is the spine of the method, not an afterthought. Cowork is granted access to nothing until Phase 4, where we explicitly define which folders it may touch, which are off-limits, which information needs special handling, and which actions must always ask you first. Other people's information — family, clients, congregants, patients — is off-limits by default. You can name every boundary before anything is connected.

That's exactly who this is for. Cowork was built for people who aren't developers, and Paraclet is a conversation, not a configuration screen. You describe your work in plain language; the technical decisions are handled for you and explained as we go. If you can talk about what wastes your time, you can do this.

By the end of two weeks you'll have three Projects running on real work, each with a defined success measure. We deliberately start small — one low-stakes confidence-builder, one high-value pain-point, one ongoing task — and expand only on evidence that it's working. Quick wins first, trust earned before scope grows.

Yes. Cowork runs inside the Claude desktop app on a paid Claude plan, and the app needs to be open while it works. If you're heavy on long, file-intensive tasks, we'll talk about which plan tier fits during the consultation — it's part of the intake.

If you want practical help with the work in front of you — files, tasks, research — Cowork is your starting point. If you're a founder who wants an AI that understands and helps steer your whole business, that's Hermes. Not sure? The four-question chooser above will give you an honest recommendation, and the consultation is free regardless of which way you lean.

Begin

A short consultation, before any setup.

Thirty minutes. We map what you're actually trying to do, whether Cowork is the right tool, and what a Paraclet engagement would look like for your specific work. No pressure, no obligation, no sales script.