Research scout
Bring back a short evidence brief with sources, dates, and open questions.
Your decision: Check the sources and decide which question deserves a test.
Financial freedom starts with more choices
Create room for useful work, earning options, and a life with more flexibility. Start with one repeatable job, give your agents a clear brief, and keep improving the system.
Define freedom for yourself
A side hustle can be a way to test earning options. Better productivity can make room for learning, family, rest, or work you care about. Choose a concrete first goal: reclaim two hours a week, test one paid offer, or finish the project you keep postponing.
Financial freedom is an ambition to work toward. Track the actual time, costs, demand, and income as you go. Start with a test small enough to fit your life.
Turn that goal into one small experiment →You set the direction
Think of a team as a set of roles with clear handoffs. You can practice with separate conversations in one assistant, then use connected agents when your chosen tool supports them. More agents help only when the work can be separated and checked.
Bring back a short evidence brief with sources, dates, and open questions.
Your decision: Check the sources and decide which question deserves a test.
Turn your chosen outcome into small tasks, dependencies, and a time limit.
Your decision: Choose the scope and what you will leave for later.
Produce a draft, design, prototype, or document from the approved brief.
Your decision: Decide whether it solves the actual problem.
Check the output against the brief; return specific defects and missing evidence.
Your decision: Verify the important checks yourself and approve the result.
Prepare repeatable checklists, organize approved files, and flag exceptions.
Your decision: Set access limits and approve changes to live systems.
Summarize actual feedback, costs, time, and what changed this week.
Your decision: Choose to continue, adjust, or pause the experiment.
Start with a maker and a reviewer. Add research or operations when there is a recurring job for them. One shared brief and an agreed output format make the next handoff easier.
Act as my [role] for [project]. The outcome is [one finished output] for [audience]. Use only [approved inputs and sources]. Work within [time and cost limit]. Return [format], your sources, assumptions, and unresolved questions. Check against [acceptance criteria]. Hand the result to [next role] only when these checks pass. Stop for my decision before sending, publishing, spending, deleting, or changing a live system. Do not invent missing facts.
Go deeper: ten AI assistant roles and a first-week experiment →
A dozen places to start
Choose work that happens often, has usable inputs, and has a result you can check. These are setup ideas for your own tools; try a draft-only run before connecting live actions.
12 automation ideas
After a meeting
Turn approved notes into decisions, owners, and a draft follow-up.
Keep this check: Confirm names, dates, and commitments before sharing.
Make a plan for this task →At the start of your work session
Group messages into reply, task, reference, and needs-your-judgment.
Keep this check: Keep sending, deleting, and commitments under your control.
Make a plan for this task →At your weekly review
Collect completed tasks, blockers, time, and the next decision.
Keep this check: Reconcile the summary with your actual log.
Make a plan for this task →After approving the main piece
Draft a short post, email excerpt, and demonstration outline.
Keep this check: Preserve source context and review each piece before publishing.
Make a plan for this task →When a question repeats
Group real questions and propose answers from approved material.
Keep this check: Check accuracy, tone, and which answers need a person.
Make a plan for this task →Before a workshop
Create an exercise, instructions, example, and answer guide.
Keep this check: Try the exercise yourself and remove ambiguous steps.
Make a plan for this task →After several conversations
Group anonymized observations with links back to the evidence.
Keep this check: Keep disagreement and unknowns visible; do not invent demand.
Make a plan for this task →Before a decision
Organize approved primary sources, dates, and competing explanations.
Keep this check: Open important sources and verify the claims.
Make a plan for this task →When an intake is complete
Prepare scope, missing questions, milestones, and a draft checklist.
Keep this check: Confirm scope and price with the client yourself.
Make a plan for this task →After a successful delivery
Turn your process into a reusable template and exception list.
Keep this check: Test it on the next real job before relying on it.
Make a plan for this task →Before implementing a change
List normal, empty, error, and mobile states with expected behavior.
Keep this check: Run meaningful checks and decide whether it is ready.
Make a plan for this task →When you solve a repeated problem
Capture the inputs, steps, output, and common failure points.
Keep this check: Remove secrets and check that another person can follow it.
Make a plan for this task →See the handoffs
Each starts with your context and ends with a decision or a useful artifact. Use the prompts in the assistant you choose.
For a side hustle based on something you already know.
Use my skill [skill] and these real observations [notes] to draft one small service test for [buyer]. Return the deliverable, what is excluded, a sample outline, acceptance checks, and one question for a potential buyer. Label assumptions. Keep the test within [hours] and [budget].
For sharing expertise without starting from scratch every time.
Adapt this approved material [content and sources] into [formats] for [audience]. Keep the same factual claims and caveats. Give each piece one useful idea and a next step. Include a review checklist; do not publish or schedule anything.
For turning a repeated problem into a useful first version.
Help me build [small tool] for [user and task]. Start with an approved brief, inputs, outputs, and acceptance checks. Keep version one within [limits]. Include empty, invalid, and mobile states. Return the artifact and evidence from meaningful checks. Pause before deployment for my review.
For improving the system instead of only doing more.
Review this week [actual records] against my goal [goal]. Separate effort, accepted output, customer response, costs, and income received. State what is still unknown. Offer continue, change, and pause options. Suggest one small next test within [time and spending limits].
Your practice, with Waymaker
Wealth Experiment is where you try the work and measure what you learn. Waymaker brings Builder DNA, founder stories, and Cameron, its AI Chief of Staff, into the wider journey. Start here with the shared assessment and stories, then use these original practice prompts with Cameron in your Waymaker workspace.
Before you build · 5 minutes
Name your energy, available time, and one output. Use Builder DNA as a reflection prompt: what strength can help, and what habit might get in the way? Try a 25-minute build block and leave a note for the next session.
Help me choose one useful output for today. I have [minutes], my energy is [description], and my current experiment is [brief]. My Builder DNA reflection is [strength and growth edge]. Suggest a small first action and a stopping point. Ask for missing context rather than assuming it.
When momentum dips · 10 minutes
Open the last thing you made. Notice what stopped you: an unclear step, an oversized task, missing feedback, or simply too much on your plate. Choose a five-minute restart, a smaller test, or an intentional pause. Read one founder story for perspective, then return to your own next move.
I stalled on [project] after [what happened]. The last thing I learned was [evidence]. Help me distinguish an unclear next step, a scope problem, a need for feedback, and a need to pause. Give me one five-minute restart and one sensible pause option. Do not turn a setback into a promised success.
At the weekly review · 15 minutes
Compare your intended work with what happened. Keep the cue that helped you start, shrink a task that ran long, and remove one friction point. Record the next action before you close the project so the next session begins with less effort.
Review my routine using [planned work, actual work, time, and friction]. What helped me start? Where did I lose time? Suggest one change to test next week, a way to measure whether it helps, and the first action for my next session. Keep the plan within [available time].
These routines are suggested exercises with adjustable time boxes. The quiz and story library work here; personalized conversations with Cameron take place in Waymaker.
Start this week
Pick a recurring task. Time the manual version. Give a maker and reviewer one clear brief. Try the workflow, count the whole effort, and decide whether to keep it. Build your team around work that earns its place.
Free download · The Experiment Scorecard
A 6-page scorecard for testing one income idea: the signal ladder, a four-week evidence log, the true-cost check, and a clear continue / change / pause decision. Download it now, with no signup required. You can also request occasional notes from Ashley’s experiments.
Download the free scorecard