on the up-and-up

adj

"on-the-up-and-up" is a 12-letter English headword indexed on PlainSpell.

The verdict

“on the up-and-up” is uncommon English (outside the top frequency list), classed as an adjective. The kind of spelling people second-guess.

Unranked
below top-frequency English
16
letters

According to Wiktionary data (CC BY-SA, analyzed September 3, 2026) - Legitimate; honest; upright.

Corpus desk

Index EN-on-the-up-and-up · on the up-and-up · English

on the up-and-up · unranked · 0 variants · 0 confusables

  • FREQ-UNRANKED Unranked
  • LEN-MEGA 16 letters
  • VOW-5 5 vowels
  • CONFUS-0 No pairs
  • VAR-0 0 variants
  • BOOK-THIN "O" thin
  • PHOTO-UNK Peer pending

Read with this headword: Spelling guide for this pattern

Desk codes from Wiktionary headword shape, FrequencyWords rank tier, confusable-pair count, generated misspelling depth, letter-cohort book size, and photo-finish peer. Not a difficulty grade.

Key facts for on the up-and-up
PropertyValue
Headwordon the up-and-up
LanguageEnglish
Part of speechAdjective
Letters16
Misspellings tracked0
Confusable pairs0
SourceWiktionary (kaikki.org)

Long-tail rank of “on the up-and-up” in English

on the up-and-upsits beyond the 100,000 most-frequent English words, in the long tail of technical, archaic, or otherwise rare vocabulary where spelling doubt tends to strike hardest.

Beyond rank #100,000. Source: FrequencyWords open word-frequency list.

Rare enough to double-check

on the up-and-up is uncommon English outside the top frequency list, classed as anadjective. Rarity is why readers land here mid-draft. 2 senses are on record.

Our edit-distance generator produced no likely misspellings for on the up-and-up, a straightforward case of a spelling with little room for common typos. We don't track a confusable pairing for this entry, which typically means the spelling is too distinctive to be mistaken for another word.

Etymologically, the entry records: First use appears in the US c. 1863. Its exact origins are uncertain, but it is theorized to have originated in sports betting. The correct English form is on the up-and-up, spelled O-N- -T-H-E- -U-P---A-N-D---U-P.

Definition

  1. 1
    Legitimate; honest; upright.
  2. 2
    Becoming more successful; on the rise.

Recorded use

Wiktionary examples

These source excerpts show how on the up-and-up appears in context. They illustrate usage; the definition above remains the entry’s reference meaning.

  1. Before paying any money, make sure the organization is on the up-and-up.
  2. You double-cross me, you son of a bitch. I bet English gave you a sawbuck so he could take her out and give her a jump, and you sit back there collecting fifty bucks from me becuss^([sic]) I'm sap enough to think you're on the up-and-up with me.

Etymology

First use appears in the US c. 1863. Its exact origins are uncertain, but it is theorized to have originated in sports betting.

This word in other languages

Definitions, pronunciation, and etymology for this entry are drawn from Wiktionary via the kaikki.org structured extract (CC BY-SA). See the methodology for how each field is sourced and updated.

Frequently Asked Questions

How do you spell "on the up-and-up"?
"on the up-and-up" is spelled O-N- -T-H-E- -U-P---A-N-D---U-P.
What does "on the up-and-up" mean?
As an adjective, "on the up-and-up" means: Legitimate; honest; upright.
What is the origin of the word "on the up-and-up"?
First use appears in the US c. 1863. Its exact origins are uncertain, but it is theorized to have originated in sports betting. See the full etymology section above for more details.
Is PlainSpell free to use?
Yes, PlainSpell is a completely free word reference. You can look up definitions, pronunciations, confusable pairs, homophones, and spelling corrections across 5 languages without any sign-up or subscription.

Source: Wiktionary (via kaikki.org) Structured Wiktionary extract

Source: FrequencyWords open word-frequency list