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139. Word Break

mediumAsked at Microsoft

Word Break is Microsoft's introduction to dynamic programming on strings. The dp[i] = 'is s[0..i] segmentable' framing turns an exponential recursion into a linear-in-n^2 fill. Interviewers want to see you reject memoized DFS as a path to the same answer.

By Sam K., Founder, InterviewChamp.AI · Last verified

Source citations

Public interview reports confirming this problem appears in Microsoft loops.

  • Glassdoor (2026-Q1)Microsoft Office/Bing org onsite reports list Word Break as a recurring 30-minute DP medium.
  • Blind (2025-12)Microsoft new-grad and L60 reports include Word Break as a DP introduction question.

Problem

Given a string s and a dictionary of strings wordDict, return true if s can be segmented into a space-separated sequence of one or more dictionary words. Note that the same word in the dictionary may be reused multiple times in the segmentation.

Constraints

  • 1 <= s.length <= 300
  • 1 <= wordDict.length <= 1000
  • 1 <= wordDict[i].length <= 20
  • s and wordDict[i] consist of only lowercase English letters.
  • All the strings of wordDict are unique.

Examples

Example 1

Input
s = "leetcode", wordDict = ["leet","code"]
Output
true

Explanation: Return true because 'leetcode' can be segmented as 'leet code'.

Example 2

Input
s = "applepenapple", wordDict = ["apple","pen"]
Output
true

Example 3

Input
s = "catsandog", wordDict = ["cats","dog","sand","and","cat"]
Output
false

Approaches

1. Bottom-up DP (optimal)

dp[i] = true if s[0..i-1] can be segmented. dp[0] = true. For each i, try every j < i: if dp[j] and s[j..i] is in the dict, set dp[i] = true.

Time
O(n^2 * m) worst case where m is avg word length
Space
O(n)
function wordBreak(s, wordDict) {
  const set = new Set(wordDict);
  const dp = new Array(s.length + 1).fill(false);
  dp[0] = true;
  for (let i = 1; i <= s.length; i++) {
    for (let j = 0; j < i; j++) {
      if (dp[j] && set.has(s.slice(j, i))) {
        dp[i] = true;
        break;
      }
    }
  }
  return dp[s.length];
}

Tradeoff: Quadratic in n with a hash lookup per split point. The break-on-true keeps the inner loop short in practice. Microsoft's preferred answer for the clarity of the dp[i] invariant.

2. Top-down memoized DFS

memoize(start): try every word in the dict — if s starts with the word at position start, recurse on start + word.length.

Time
O(n^2 * m)
Space
O(n) memo + stack
function wordBreak(s, wordDict) {
  const memo = new Map();
  function solve(start) {
    if (start === s.length) return true;
    if (memo.has(start)) return memo.get(start);
    for (const w of wordDict) {
      if (s.startsWith(w, start) && solve(start + w.length)) {
        memo.set(start, true);
        return true;
      }
    }
    memo.set(start, false);
    return false;
  }
  return solve(0);
}

Tradeoff: Equivalent complexity. The bottom-up DP is preferred at Microsoft because the dp[] array is more inspectable and avoids stack-depth worries on large inputs.

3. Naive DFS (rejected)

Try every word at the start, recurse on the suffix. No memoization.

Time
Exponential O(2^n)
Space
O(n) stack
function wordBreak(s, wordDict) {
  if (s === '') return true;
  for (const w of wordDict) {
    if (s.startsWith(w) && wordBreak(s.slice(w.length), wordDict)) return true;
  }
  return false;
}

Tradeoff: Exponential — same suffix gets re-explored many times. Worth naming and rejecting: 'I'm computing wordBreak('apple') for every path that reaches that suffix — memoize.'

Microsoft-specific tips

Microsoft loves Word Break specifically because the DP state design is non-obvious. Lead with: 'dp[i] is whether s[0..i] can be segmented. Transitions: dp[i] is true if there exists a j < i with dp[j] true AND s[j..i] in the dictionary.' Writing the state definition before the code is what Microsoft graders write down — they're looking for that exact sentence.

Common mistakes

  • Using dp[i] to mean 'segmentable up to and INCLUDING i' vs 'up to but NOT including i' — pick one and stick to it.
  • Forgetting dp[0] = true (the empty prefix is trivially segmentable).
  • s.slice(j, i) inside the inner loop is fine in JS, but in interpreted languages this allocates a substring — be ready to discuss using a trie if asked.

Follow-up questions

An interviewer at Microsoft may pivot to one of these next:

  • Word Break II (LC 140) — return ALL valid segmentations.
  • Concatenated Words (LC 472) — find words that are concatenations of others.
  • What if the dictionary were huge — would you use a trie?

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Output

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FAQ

Why is DP the right approach?

Because the subproblem 'is suffix s[j..] segmentable?' is reused across many parents. Memoization makes the total work polynomial.

What about a trie of the words?

A trie lets you check ALL words starting at position j in a single walk of s. That replaces the inner loop with a single pass and can be faster when the dictionary is large with shared prefixes.

Free learning resources

Curated free links for this problem.

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