Well, I Should Have... cover

Well, I Should Have...

H. Jon Benjamin · 2015

29 min · 8 tracks

A comedic exploration of jazz-inflected tunes delivered with deadpan charm and playful absurdity.

Top tracks — play these first

  • →
    Deal With the Devil — This opening track sets the tone with its witty lyrics and jazzy instrumentation, immediately showcasing Benjamin's signature blend of humor and musical talent.
  • →
    I Can’t Play Piano, Pt. 1 — The first installment of this recurring theme cleverly plays with self-deprecation, highlighting Benjamin's comedic approach while engaging listeners with its catchy melody.
  • →
    It Had to Be You — Benjamin's rendition is both humorous and heartfelt, demonstrating his ability to inject personality into classic standards while maintaining a charmingly awkward vibe.
  • →
    Amy’s Song (The Bum Steer) — Clocking in at a brief 1:30, this track encapsulates Benjamin's knack for brevity in storytelling, delivering punchy lyrics that resonate with his signature comedic style.

Elevation

Our rating, out of 100 — and why.

AI-generated from five scored dimensions. An opinion, not a measurement.

65 /100
Treeline
Higher than 54% of albums we've rated

The album blends comedy and jazz in a distinctive way, though its appeal may be limited to fans of H. Jon Benjamin's humor.

What we noticed

  • The album features a recurring motif of piano interludes, with four tracks explicitly titled 'I Can't Play Piano' that humorously explore the theme of musical ineptitude.
  • Tracks are structured around comedic narratives, often blending absurd lyrics with traditional jazz instrumentation, creating a unique juxtaposition.
  • The pacing varies significantly; several tracks maintain a steady tempo while others shift abruptly, enhancing the comedic effect.
Composition 25% of the score
6/10

the writing — melody, harmony, structure, lyrics

Craft 20% of the score
7/10

production, performance, arrangement

Durability 25% of the score
5/10

whether it rewards returning to it

Distinctiveness 18% of the score
8/10

whether it sounds like itself

Sequencing 12% of the score
6/10

running order, pacing, length

Influence 4/10

Known within its scene. Reported but not counted — how far a record travelled describes its reception rather than the record, and a newer release has had less time to travel than an older one.

Tracklist

Best experienced from track one — press play and let it unfold.

  • 1 Deal With the Devil 3:18
  • 2 I Can’t Play Piano, Pt. 1 3:39
  • 3 I Can’t Play Piano, Pt. 2 3:09
  • 4 It Had to Be You 5:32
  • 5 Soft Jazzercise 2:26
  • 6 I Can’t Play Piano, Pt. 3 4:57
  • 7 I Can’t Play Piano, Pt. 4 (Trill Baby Trill) 5:25
  • 8 Amy’s Song (The Bum Steer) 1:30

Reference: Wikipedia · MusicBrainz · Wikidata