diff --git a/Flow.Launcher.Infrastructure/StringMatcher.cs b/Flow.Launcher.Infrastructure/StringMatcher.cs
index 3ffa9f7b11c..46165a84921 100644
--- a/Flow.Launcher.Infrastructure/StringMatcher.cs
+++ b/Flow.Launcher.Infrastructure/StringMatcher.cs
@@ -202,7 +202,11 @@ public MatchResult FuzzyMatch(string query, string stringToCompare, MatchOption
             if (allQuerySubstringsMatched)
             {
                 var nearestSpaceIndex = CalculateClosestSpaceIndex(spaceIndices, firstMatchIndex);
-                var score = CalculateSearchScore(query, stringToCompare, firstMatchIndex - nearestSpaceIndex - 1,
+
+                // firstMatchIndex - nearestSpaceIndex - 1 is to set the firstIndex as the index of the first matched char
+                // preceded by a space e.g. 'world' matching 'hello world' firstIndex would be 0 not 6 
+                // giving more weight than 'we or donald' by allowing the distance calculation to treat the starting position at after the space.
+                var score = CalculateSearchScore(query, stringToCompare, firstMatchIndex - nearestSpaceIndex - 1, spaceIndices,
                     lastMatchIndex - firstMatchIndex, allSubstringsContainedInCompareString);
 
                 var resultList = indexList.Select(x => translationMapping?.MapToOriginalIndex(x) ?? x).Distinct().ToList();
@@ -296,7 +300,7 @@ private static bool AllQuerySubstringsMatched(int currentQuerySubstringIndex, in
             return currentQuerySubstringIndex >= querySubstringsLength;
         }
 
-        private static int CalculateSearchScore(string query, string stringToCompare, int firstIndex, int matchLen,
+        private static int CalculateSearchScore(string query, string stringToCompare, int firstIndex, List<int> spaceIndices, int matchLen,
             bool allSubstringsContainedInCompareString)
         {
             // A match found near the beginning of a string is scored more than a match found near the end
@@ -304,6 +308,14 @@ private static int CalculateSearchScore(string query, string stringToCompare, in
             // while the score is lower if they are more spread out
             var score = 100 * (query.Length + 1) / ((1 + firstIndex) + (matchLen + 1));
 
+            // Give more weight to a match that is closer to the start of the string. 
+            // if the first matched char is immediately before space and all strings are contained in the compare string e.g. 'world' matching 'hello world'
+            // and 'world hello', because both have 'world' immediately preceded by space, their firstIndex will be 0 when distance is calculated,
+            // to prevent them scoring the same, we adjust the score by deducting the number of spaces it has from the start of the string, so 'world hello'
+            // will score slightly higher than 'hello world' because 'hello world' has one additional space.
+            if (firstIndex == 0 && allSubstringsContainedInCompareString)
+                score -= spaceIndices.Count;
+
             // A match with less characters assigning more weights
             if (stringToCompare.Length - query.Length < 5)
             {
diff --git a/Flow.Launcher.Test/FuzzyMatcherTest.cs b/Flow.Launcher.Test/FuzzyMatcherTest.cs
index bbddcbd2ad4..46c848c7a82 100644
--- a/Flow.Launcher.Test/FuzzyMatcherTest.cs
+++ b/Flow.Launcher.Test/FuzzyMatcherTest.cs
@@ -129,14 +129,20 @@ public void GivenQueryString_WhenAppliedPrecisionFiltering_ThenShouldReturnGreat
             }
         }
 
+
+        /// <summary>
+        /// These are standard match scenarios
+        /// The intention of this test is provide a bench mark for how much the score has increased from a change.
+        /// Usually the increase in scoring should not be drastic, increase of less than 10 is acceptable.
+        /// </summary>
         [TestCase(Chrome, Chrome, 157)]
-        [TestCase(Chrome, LastIsChrome, 147)]
+        [TestCase(Chrome, LastIsChrome, 145)]
         [TestCase("chro", HelpCureHopeRaiseOnMindEntityChrome, 50)]
         [TestCase("chr", HelpCureHopeRaiseOnMindEntityChrome, 30)]
         [TestCase(Chrome, UninstallOrChangeProgramsOnYourComputer, 21)]
         [TestCase(Chrome, CandyCrushSagaFromKing, 0)]
-        [TestCase("sql", MicrosoftSqlServerManagementStudio, 110)]
-        [TestCase("sql  manag", MicrosoftSqlServerManagementStudio, 121)] //double spacing intended
+        [TestCase("sql", MicrosoftSqlServerManagementStudio, 109)]
+        [TestCase("sql  manag", MicrosoftSqlServerManagementStudio, 120)] //double spacing intended
         public void WhenGivenQueryString_ThenShouldReturn_TheDesiredScoring(
             string queryString, string compareString, int expectedScore)
         {
@@ -275,7 +281,40 @@ public void WhenGivenAQuery_Scoring_ShouldGiveMoreWeightToStartOfNewWord(
                 $"Query: \"{queryString}\"{Environment.NewLine} " +
                 $"CompareString1: \"{compareString1}\", Score: {compareString1Result.Score}{Environment.NewLine}" +
                 $"Should be greater than{Environment.NewLine}" +
-                $"CompareString2: \"{compareString2}\", Score: {compareString1Result.Score}{Environment.NewLine}");
+                $"CompareString2: \"{compareString2}\", Score: {compareString2Result.Score}{Environment.NewLine}");
+        }
+
+        [TestCase("red", "red colour", "metro red")]
+        [TestCase("red", "this red colour", "this colour red")]
+        [TestCase("red", "this red colour", "this colour is very red")]
+        [TestCase("red", "this red colour", "this colour is surprisingly super awesome red and cool")]
+        [TestCase("red", "this colour is surprisingly super red very and cool", "this colour is surprisingly super very red and cool")]
+        public void WhenGivenTwoStrings_Scoring_ShouldGiveMoreWeightToTheStringCloserToIndexZero(
+            string queryString, string compareString1, string compareString2)
+        {
+            // When
+            var matcher = new StringMatcher { UserSettingSearchPrecision = SearchPrecisionScore.Regular };
+
+            // Given
+            var compareString1Result = matcher.FuzzyMatch(queryString, compareString1);
+            var compareString2Result = matcher.FuzzyMatch(queryString, compareString2);
+
+            Debug.WriteLine("");
+            Debug.WriteLine("###############################################");
+            Debug.WriteLine($"QueryString: \"{queryString}\"{Environment.NewLine}");
+            Debug.WriteLine(
+                $"CompareString1: \"{compareString1}\", Score: {compareString1Result.Score}{Environment.NewLine}");
+            Debug.WriteLine(
+                $"CompareString2: \"{compareString2}\", Score: {compareString2Result.Score}{Environment.NewLine}");
+            Debug.WriteLine("###############################################");
+            Debug.WriteLine("");
+
+            // Should
+            Assert.True(compareString1Result.Score > compareString2Result.Score,
+                $"Query: \"{queryString}\"{Environment.NewLine} " +
+                $"CompareString1: \"{compareString1}\", Score: {compareString1Result.Score}{Environment.NewLine}" +
+                $"Should be greater than{Environment.NewLine}" +
+                $"CompareString2: \"{compareString2}\", Score: {compareString2Result.Score}{Environment.NewLine}");
         }
 
         [TestCase("vim", "Vim", "ignoreDescription", "ignore.exe", "Vim Diff", "ignoreDescription", "ignore.exe")]