All Books/VOL. 04
VOL. 04 • JustRephrase Handbook

What Makes a Sentence Sound Awkward

Published on August 30, 2026

"Something sounds off about this sentence" is a common feeling with no obvious fix, because "awkward" usually is not one problem. It is typically one of a handful of specific structural issues, each with its own fix. Once you can name the issue, the repair is usually quick.

Too many clauses stacked together

A sentence with three or four clauses joined by commas and conjunctions asks the reader to hold too much in mind at once. Splitting it into two sentences, or cutting a less important clause, usually resolves it.

Before: "The proposal, which had been revised twice, was submitted on Friday, and although the budget was unclear, the committee approved it, pending a review."
After: "The proposal had been revised twice before it was submitted on Friday. The budget was still unclear, so the committee approved it pending a review."

Two sentences, four clauses, no loss of meaning. If a sentence needs a breath in the middle when you read it aloud, that is usually the place to put a full stop. The guide on fixing a run-on sentence covers the punctuation mechanics of that split.

The subject and verb are too far apart

"The report, which had been sitting on my desk since Tuesday despite several reminders, was finally finished." By the time the reader reaches "was finally finished," they have lost track of what the sentence is actually about. Moving the verb closer to the subject fixes it: "The report was finally finished, after sitting on my desk since Tuesday despite several reminders."

This pattern is easy to miss because every clause is individually fine. The problem is purely one of distance. As a rough habit, keep the verb within a few words of its subject, and move interruptions to the end of the sentence where they can be read as an afterthought.

Mismatched formality within the same sentence

Mixing a formal phrase with a casual one in the same sentence creates a jarring tone shift. "We would like to formally request that you chill out about the deadline" mixes register in a way that reads as unintentional rather than stylistic.

Before: "Please kindly advise if you have the bandwidth to hop on a quick call."
After: "Could we set up a short call this week?"

The second version picks one register and stays in it. That is the whole fix. If you are not sure which register a word belongs to, reading it next to the rest of the sentence usually makes the mismatch audible. The guide to rephrasing for a formal vs casual tone goes through the markers to look for.

Unnecessary hedging or qualifiers

"I sort of think this might possibly be a good idea" stacks three separate hedges ("sort of," "think," "might possibly") on one claim. Cutting to one, or none, usually reads as more confident and less awkward: "I think this is a good idea."

Hedges are not always a mistake. They soften a claim you are not sure about, and removing every one can make writing sound more certain than you are. The awkwardness comes from stacking, not from hedging once. If you genuinely have doubts, one qualifier is enough to signal them.

Word order that technically works but reads unnaturally

"Rarely have I seen such dedication" is grammatically fine but inverted in a way that sounds formal or old-fashioned for most everyday writing. "I have rarely seen such dedication" says the same thing in the order readers expect.

Another example: "Not only did the delay cost us the contract, but it also damaged our reputation." This construction is not wrong, but it is heavier than the situation usually calls for. "The delay cost us the contract and damaged our reputation" carries the same facts in the order a person would say them.

Long strings of prepositional phrases

"The decision about the future of the funding for the program was delayed" asks the reader to parse four prepositional phrases before reaching the verb. English allows it, but the reader has to hold the whole stack in memory. Breaking the stack into a second clause, or replacing one of the phrases with a possessive, usually fixes it: "The decision about the program's future funding was delayed."

The same issue shows up with repeated small words. If a sentence contains "of" three times, that is usually a sign the structure can be simplified. The guide on avoiding repeated words covers the broader pattern of cutting rather than substituting.

A noun that should have been a verb

Turning verbs into abstract nouns is a quiet source of stiffness. "We made a decision to conduct a review of the implementation " uses three nouns where the sentence wanted verbs. "We decided to review the implementation" is shorter and livelier, and it points at who did what.

If a sentence contains words ending in "-tion" or "-ment," check whether a plain verb would do the same job. Abstract nouns often pair with passive constructions, and the guide to rewriting passive voice into active voice covers that overlap.

Run through this when a sentence feels off

  • How many clauses is the reader holding at once? If more than two, split the sentence.
  • Is the main verb far from the subject? If so, move it closer.
  • Does the sentence mix formal and casual registers together?
  • Are there stacked hedges like "sort of," "maybe," and "I think" on one claim?
  • Is the word order the order a person would actually speak in?
  • Are there long chains of prepositional phrases or abstract nouns doing a verb's work?

Awkwardness is rarely a single grammar rule you can point to. It is usually one of these structural patterns. If you want the step-by-step method for fixing them, the guide on how to rephrase a sentence walks through the whole process.

Diagnosing your own sentence

Read it out loud and notice where you stumble. That is usually the exact spot with one of the issues above. If nothing jumps out, cover the sentence and try to say the same thing from memory; the version that comes out is often the clearer one.

When you want to rephrase a sentence and see how a tool would restructure it, paste it into JustRephrase for a grammar-corrected version plus a few restructured alternatives. Compare the alternatives to your original and keep whichever one you can read without stumbling.