Found "A" solution to the repetitive sentences.

The program sorta runs too quick for random number to generate a different value. (The computer doesn't change "state" quickly enough so "same inputs" are use practically.)
I don't know if this is the best way to go about it but it works...
Also, the code is a mess as always.

WetPancake/DataServices.fs

@@ -5,6 +5,7 @@
     open DataStructuring
     open DataProcessing
     open DataCleaning
+    open System.Threading
 
     let PickRandomWord words = PickRandomItem (Random().Next) words
 
@@ -28,7 +29,8 @@
         let startWords = fst(SeperateStartWords map)
         let result =
             seq {
-                for i in 0 .. noOfSentences do
+                for i in 1 .. noOfSentences do
+                    Thread.Sleep(100) //<--- This is needed for new random number to generate.
                     yield GenerateMarkovSentence map (PickRandomWord startWords).Key
             }
         result |> ConcatToString

WetPancake/ProductServices.fs

@@ -37,7 +37,7 @@ module  Pancake =
         GenerateMarkovText (PickRandomNumber 10) data
 
     // MOVE THIS INTO AN OBJECT (OF SORTS)
-    let RequestRandomText2 =
+    let RequestRandomText2() =
        let data2 =
            LoadFile SelectRandomSampleFile
            |> ApplyStandardSetup

WetPancake/SystemServices.fs

@@ -2,8 +2,10 @@
 
     open System
     
-    let PickRandomNumber max = Random().Next(0, max);
+    let PickRandomNumber max = Random().Next(1, max);
 
     let PickRandomItem (rnd: int -> int) seq =
-        let index = rnd ((Seq.length seq) - 1)
+        //let index = rnd 0 ((Seq.length seq) - 1)
+        //seq |> Seq.item index
+        let index = Random().Next(Seq.length seq);
         seq |> Seq.item index

WetPancakeCLI/ConsoleCommands.cs

@@ -34,7 +34,7 @@ namespace WetPancakeCLI
         {
             // need to make new objects.
             // the static class just hold onto the initial data generated.
-            var result = RequestRandomText2;
+            var result = RequestRandomText2();
             return result;
         }