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01 · Personal & Relational

Questions to Ask Music Artists

Questions for talking with a recording artist about their own songs, covering how the writing starts, what changed between releases, life on stage, and what they are protecting from the next round of feedback.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. How would you describe your music to someone who has never heard it?

    Why ask it

    A gentle opener that also tells you which comparisons they are tired of. Artists who reach immediately for two famous names are usually repeating a press bio rather than their own view.

  2. What was the first song you wrote that felt like yours?

    Why ask it

    Almost everyone has a clear answer, and it is rarely the first song they wrote. The gap between the two is where they stopped imitating, which is the actual start of their work.

  3. Where do songs usually start for you: a line, a riff, a feeling?

    Why ask it

    Writers tend to have one reliable entry point and know it well. Listen for whether words or music arrives first, because it explains why their lyrics sit the way they do in the melody.

  4. Do you write alone or in a room with other people?

    Why ask it

    The answer changes what every later question means. A solo writer describes discipline and doubt, a co-writer describes negotiation, and someone who does both will tell you which songs came from where.

  5. Which of your songs do people get wrong?

    Why ask it

    This surfaces the distance between what they meant and what listeners took, which most artists find funny rather than annoying. It also gets you the actual subject of a song without asking bluntly.

  6. What is the oldest song of yours you still play live, and why has it survived?

    Why ask it

    Songs stay in a set because they work in a room, not because they are the best written. Their reason reveals what they think a live show is for.

  7. Who were you copying when you started, and what stuck?

    Why ask it

    Influence questions usually get a polite list. Asking what stuck forces something concrete: a tuning, a vocal habit, a way of ending songs, which is more interesting than a shelf of records.

  8. What did you listen to most while making the last record?

    Why ask it

    What is playing in the van and the kitchen shapes a record more than the official influences do. It is also often nothing like the finished album, which is worth asking about.

  9. What changed about your sound between the first release and now?

    Why ask it

    Give them room to be unsentimental about early work. The most telling answers name a limitation they no longer have, such as no budget, no drummer, or no idea how to record vocals.

  10. What is a song you almost threw away?

    Why ask it

    Nearly every catalog has one that was rescued late, often by someone else insisting. Who did the insisting tells you who they actually trust.

  11. How do you decide a song is finished?

    Why ask it

    Answers split into deadline, exhaustion, and a specific feeling, and all three are honest. If they say they never finish anything, ask how the record came out anyway.

  12. What do you do when nothing is coming?

    Why ask it

    Look for a method rather than a mood: writing badly on purpose, learning covers, going back to an instrument they play poorly. Vague answers about waiting for inspiration usually mean they have not hit a long dry spell yet.

  13. What is different about a song in the studio versus on stage?

    Why ask it

    Most artists have one song that only works in one of the two places, and that gap is where you learn how they think about arrangement, tempo, and what an audience needs.

  14. What is the worst room you have played, and did you win it over?

    Why ask it

    A story question that earns its place: the details of a bad night, an empty bar or a hostile support slot, show what they do under pressure better than any question about success.

  15. What part of this work did you not expect when you started?

    Why ask it

    This is where the unglamorous truth arrives: admin, travel, self-promotion, waiting. Artists rarely get asked, and the answer is usually the most quotable thing they say.

  16. What do you turn down now that you would have said yes to five years ago?

    Why ask it

    Learning to decline work is the clearest marker of a career becoming sustainable. If they cannot name anything, they may be at the stage where every offer still feels compulsory.

  17. Who in your life tells you the truth about your work?

    Why ask it

    Every artist has one person whose verdict actually counts, and it is often not a collaborator. The absence of such a person tends to show up in records that nobody argued with.

  18. What is a compliment you get that does not land, and one that does?

    Why ask it

    The mismatch shows you what they are trying to do, as opposed to what they are being praised for. Being told a sad song is relaxing is the kind of thing that quietly stings.

  19. What are you working on that you are not ready to release?

    Why ask it

    Ask late, and accept a vague answer. If they do describe it, listen for whether it is a departure, because artists usually test that idea on strangers before their label hears it.

  20. What would you want written about this record in ten years?

    Why ask it

    It moves them off the promotional script and onto what they were actually reaching for. Answers about being remembered at all, rather than praised, tend to be the honest ones.

Talking With Artists About Their Work

Practical guidance for the conversation itself

Before you open your mouth

Listen to the work and name one track

Referring to a specific song, ideally not the single, changes the entire conversation. Artists can tell within a sentence whether you have heard the record or read about it.

Ask for a description, not a genre label

Asking which box they belong in is the question artists answer most and enjoy least, and it usually returns the press bio verbatim. Asking how they would describe the record to someone who has never heard it gets their own words, and the style describes itself.

If you are recording, ask first

Say what it is for and whether you will send quotes back before publishing. It costs nothing and it is the difference between a guarded chat and a real one.

Keeping it moving

  • Follow the detail, not the list: one good follow-up beats three prepared questions
  • Let silences run, since the second half of an answer is usually the useful half
  • Ask about a specific song rather than their process in general
  • Match their register: a fifteen-minute press slot is not the place for the searching questions
  • Tell them what you heard in the record, briefly, then get out of the way

What sours these conversations

Money and streaming numbers

Earnings questions read as an assessment of their standing. If the business side matters to your piece, ask what has changed about how they fund records instead.

Pitching your own project

Handing over your demo, or asking them to listen to your band, converts a conversation into a transaction. If you want that, ask separately and later.

Asking them to explain a lyric outright

Most will deflect, and rightly. Coming at it sideways, through what listeners get wrong or how the song was built, gets you a real answer.

Treating a bad review as a topic

Bringing up criticism they have not mentioned puts them on the defensive for the rest of the conversation. Ask who they trust for feedback instead.