§THE LIBRARY

Every scenario is a person on the other side of the line.

Each entry is a brief: who they are, why they care, what they'll push back on, and how the report card will grade you when it's over. Pick one and start.

01BIG MOMENT
  1. 01

    A wedding toast for someone you love

    Iris narrates the room — 120 guests, your friend is the one being toasted. She tells you how the room reacts so you can feel the rhythm.

    EASY

    ~5 min

  2. 02

    A presentation in front of a tough crowd

    An audience that's been sitting through three speakers already. They're polite, but they're also half on their phones. You have to earn them.

    MEDIUM

    ~10 min

  3. 03

    A speech you don't want to give

    A eulogy, a goodbye, a difficult announcement. You don't want to be the one delivering this — but you have to be. Iris helps you find the version that's actually you.

    HARD

    ~8 min

02HARD TALK
  1. 01

    Breaking bad news to someone you love

    Mom, sibling, partner, best friend — someone you care about. The news is hard. They will react with confusion, then questions, then maybe anger or sadness.

    HARD

    ~10 min

  2. 02

    Apologizing — really apologizing

    Someone you hurt — friend, partner, family member, colleague. They aren't going to make it easy. You can't say 'I'm sorry but…'. You have to actually own it.

    MEDIUM

    ~8 min

  3. 03

    Telling someone you're done

    Quitting a job, ending a relationship, leaving a friend group, walking away from something that's been part of your life. The other person doesn't want to hear it. You have to be clear without being cruel.

    HARD

    ~10 min

03THE ASK
  1. 01

    Asking for a raise (or more responsibility)

    Your manager — friendly, a little distracted, with their own budget pressures. They like you. They also have to justify any number to their boss.

    MEDIUM

    ~8 min

  2. 02

    Asking someone out

    Someone you've been getting along with — coworker, classmate, person from the gym, a friend's friend. They like you, but they don't yet know in what way.

    EASY

    ~5 min

  3. 03

    Asking for an extension or favor

    Your professor, your boss, your landlord — someone who can say no and has heard the same excuse from a hundred other people. They care more about respect than about the reason.

    EASY

    ~6 min

04THE INTERVIEW
  1. 01

    A job interview, the final round

    The hiring manager who will make the final call. They've already decided you're qualified. This round is about whether they want to work with you for two years.

    MEDIUM

    ~12 min

  2. 02

    A school admissions interview

    An admissions interviewer — alum or staff — who reads 200 applications a year. They want to find out who you actually are, not your essay.

    EASY

    ~10 min

  3. 03

    An internship first-round

    A team lead who has 30 minutes and 10 candidates this week. Your job is to be memorable. They're rooting for you.

    EASY

    ~8 min

05THE PITCH
  1. 01

    Pitching your idea (to anyone who'll listen)

    A skeptical-but-curious listener — could be a teacher, a potential investor, a friend who's heard you talk about this for months. They will ask the questions you've been avoiding.

    MEDIUM

    ~8 min

  2. 02

    Convincing someone to say yes

    Anyone you need on your side — a parent, a manager, a friend, a teacher. They start out skeptical or reluctant. You need them to actually mean yes, not just nod.

    MEDIUM

    ~8 min

  3. 03

    Selling yourself in 60 seconds

    Anyone who just asked 'so, what do you do?' and meant it. You have 60 seconds to be memorable without being a LinkedIn bio.

    MEDIUM

    ~5 min

The library · Speakseasy