The Craft of Advising
Move beyond well-meaning opinions to master strategic counsel. Learn to neutralize psychological resistance, diagnose unstated constraints, and design choice architecture that preserves agency.
Like Duolingo, but for The Craft of Advising. Tomo turns the whole topic into a game you play five minutes a day, until it actually sticks.
A short one: 12 levels across 2 sections, about 24 minutes end to end, roughly 5 days at five minutes a day. It moves through Framing and Delivery Architecture and Agency and Relational Dynamics.
Free forever · No credit card · iPhone & Android

Key ideas in The Craft of Advising
- Imperative modal verbs ('need to', 'should', 'must') threaten an advisee's perceived freedom of action
- Reactance redirects the advisee's cognitive energy from fixing their dilemma toward defending their existing choices and freedom
- Open, reflective inquiries preserve autonomy and keep the advisee focused on evaluating their own situation
- Pushing for change when someone plays 'Yes, but...' forces them to argue against change to protect autonomy
- Granting explicit permission to explore staying stuck removes the adversarial dynamic and invites the advisee to articulate the actual costs of inaction themselves
- Irreversible, absolute recommendations trigger paralysis because the perceived cost of failure is total
- Time-boxing an intervention shifts an advisee's evaluation from identity-level risk to low-stakes data gathering
- Reversibility removes the burden of permanent commitment before the advisee has experiential proof
- Direct advice establishes an asymmetric hierarchy where the adviser is superior and the advisee is deficient
- Third-person vicarious examples allow the advisee to observe the mechanism of a solution without feeling judged
- Casting the advisee as an analyst of an external case study rather than the flawed target of a lecture preserves social status
- Explicitly returning decision ownership ('but you are free to decide', 'it's your call') disarms the threat to autonomy
- When advisees know their veto power is respected, their cognitive defense shields drop, allowing them to process uncomfortable insights
- A binary choice presented by an advisee almost always externalizes an underlying conflict they are avoiding articulating
- Effective advisors resist evaluating the explicit branches of a dichotomy until they map the unstated balance sheet of reputational capital, personal guilt, and political fallout
- Addressing the presented options directly colludes with the seeker's defense mechanism of treating a relational trade-off as a tactical dilemma
You've tried the other tabs
Thirty open tabs. Four facts you actually kept.
You watched. You nodded. By Sunday it was gone.
One answer, then back to scrolling.
Eight weeks. You meant to finish. You didn't.
Tomo gives The Craft of Advising the Duolingo treatment: levels, streaks, and quick quizzes that test what you just learned. That game loop is what the tabs above never had, so it's the one you actually finish.
Here's what playing it feels like
A real question from this course. Take your best guess.
When psychological reactance kicks in after bossy advice, what does the person's brain focus on doing?
Get it right to open this lesson and 11 more in the app.
Where The Craft of Advising takes you
- 1
Framing and Delivery Architecture
- Neutralizing Psychological Reactance
- Diagnosing Latent Systemic Constraints
- 2
Agency and Relational Dynamics
- Constructing Non-Prescriptive Choice Architecture
- Navigating Resistance, Dependency, and Closure
2 sections · 4 units · 12 levels. Built to play, not to enroll.
Tomo is in ChatGPT
Tomo is also a ChatGPT plugin: the same playable courses, built and played inside your chat.
Add Tomo to ChatGPT- What to ask
- “Make me a Tomo course on black holes.” “Turn this chat into a Tomo course.”
- What you get
- Quick questions with instant feedback, hearts and stars, ready to play in about a minute.
- Where it goes
- No sign-up to start. Connect your Tomo account and your streak carries on in the app.
You pick the voice
The Craft of Advising is taught in the Explain Like I'm 5 style: no big words. promise.. Want a different feel? In the app you can spin up the same topic in any of Tomo's teaching styles. Same facts, totally different vibe.
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Start The Craft of Advising today.
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