Task: Sum to 100
C++: 
#include <iostream>
#include <iomanip>
#include <algorithm>
#include <string>
#include <set>
#include <map>

using namespace std;

class Expression{
    private:
        enum { NUMBER_OF_DIGITS = 9 }; 
        enum Op { ADD, SUB, JOIN };
        int code[NUMBER_OF_DIGITS];
    public:
        static const int NUMBER_OF_EXPRESSIONS;
        Expression(){
            for ( int i = 0; i < NUMBER_OF_DIGITS; i++ )
                code[i] = ADD;
        }
        Expression& operator++(int){ 
            for ( int i = 0; i < NUMBER_OF_DIGITS; i++ )
                if ( ++code[i] > JOIN ) code[i] = ADD; 
                else break;
            return *this;        
        }
        operator int() const{
            int value = 0, number = 0, sign = (+1);
            for ( int digit = 1; digit <= 9; digit++ )
                switch ( code[NUMBER_OF_DIGITS - digit] ){
                case ADD: value += sign*number; number = digit; sign = (+1); break;
                case SUB: value += sign*number; number = digit; sign = (-1); break;
                case JOIN:                      number = 10*number + digit;  break;
            }
            return value + sign*number;
        }
        operator string() const{
            string s;
            for ( int digit = 1; digit <= NUMBER_OF_DIGITS; digit++ ){
                switch( code[NUMBER_OF_DIGITS - digit] ){
                    case ADD: if ( digit > 1 ) s.push_back('+'); break;
                    case SUB:                  s.push_back('-'); break;
                }
                s.push_back('0' + digit);
            }
            return s;
        }
};
const int Expression::NUMBER_OF_EXPRESSIONS = 2 * 3*3*3*3 * 3*3*3*3;

ostream& operator<< (ostream& os, Expression& ex){
    ios::fmtflags oldFlags(os.flags());
    os << setw(9) << right << static_cast<int>(ex)    << " = " 
       << setw(0) << left  << static_cast<string>(ex) << endl;
    os.flags(oldFlags);
    return os;
}

struct Stat{
    map<int,int> countSum;
    map<int, set<int> > sumCount;
    Stat(){
        Expression expression;
        for ( int i = 0; i < Expression::NUMBER_OF_EXPRESSIONS; i++, expression++ )
            countSum[expression]++;
        for ( auto it = countSum.begin(); it != countSum.end(); it++ )
            sumCount[it->second].insert(it->first);
    }
};

void print(int givenSum){
    Expression expression;
    for ( int i = 0; i < Expression::NUMBER_OF_EXPRESSIONS; i++, expression++ )
        if ( expression == givenSum ) 
            cout << expression;
}

void comment(string commentString){
    cout << endl << commentString << endl << endl;
}

int main(){
    Stat stat;

    comment( "Show all solutions that sum to 100" );
    const int givenSum = 100;
    print(givenSum);

    comment( "Show the sum that has the maximum number of solutions" );
    auto maxi = max_element(stat.sumCount.begin(),stat.sumCount.end());
    auto it = maxi->second.begin(); 
    while ( *it < 0 ) it++;
    cout << static_cast<int>(*it) << " has " << maxi->first << " solutions" << endl;

    comment( "Show the lowest positive number that can't be expressed" );
    int value = 0; 
    while(stat.countSum.count(value) != 0) value++;
    cout << value << endl;

    comment( "Show the ten highest numbers that can be expressed" );
    auto rit = stat.countSum.rbegin();
    for ( int i = 0; i < 10; i++, rit++ ) print(rit->first);

    return 0;
}

VB: 
Function plusOne(iAry() As Integer, spot As Integer) As Integer
    Dim spotLim As Integer = If(spot = 0, 1, 2) 
    If iAry(spot) = spotLim Then 
        If spot = 0 Then Return -1 
        iAry(spot) = 0 
        Return plusOne(iAry, spot - 1) 
    Else
        iAry(spot) += 1 
    End If
    Return spot
End Function


Function generate(iAry() As Integer, terms As String) As String
    Dim operations As String() = {"", "-", "+"} 
    generate = ""
    For i As Integer = 0 To iAry.Count - 1
        generate &= operations(iAry(i)) & Mid(terms, i + 1, 1).ToString()
    Next
End Function


Function eval(sequence As String) As Integer
    eval = 0
    Dim term As Integer = 0, operation As Integer = 1
    For Each ch As Char In sequence
        Select Case ch
            Case "-", "+" 
                eval += If(operation = 0, -term, term) : term = 0 
                operation = If(ch = "-", 0, 1) 
            Case Else 
                term = term * 10 + Val(ch)
        End Select
    Next
    eval += If(operation = 0, -term, term) 
End Function


Sub reSort(ByRef first As List(Of Integer), ByRef second As List(Of Integer))
    Dim lou As New List(Of ULong) 
    For i As Integer = 0 To first.Count - 1
        lou.Add((CULng(first(i)) << 32) + second(i)) 
    Next
    lou.Sort()
    For k As Integer = 0 To first.Count - 1
        first(k) = lou(k) >> 32 
        second(k) = lou(k) And &H7FFFFFFF 
    Next
End Sub



Function firstMiss(loi As List(Of Integer))
    Dim low As Integer = 0, high As Integer = loi.Count - 1, middle = (low + high) \ 2
    Do
        If loi(middle) = middle Then low = middle + 1 Else high = middle - 1
        middle = (low + high) \ 2
    Loop Until high <= low
    Return middle + If(loi(middle) = middle, 1, 0)
End Function



Sub Solve100(Optional terms As String = "123456789",
             Optional targSum As Integer = 100,
             Optional highNums As Integer = 10)
    Dim lastDig As Integer = Len(terms) - 1 
    Dim iAry() As Integer = New Integer(lastDig) {} 
    Dim seq As String 
    Dim sVal As Integer 
    Dim sCnt As Integer = 1 
    Dim res As New List(Of Integer) 
    Dim tally As New List(Of Integer) 
    Console.WriteLine("List of solutions that evaluate to 100:")
    Do 
        seq = generate(iAry, terms) 
        sVal = eval(seq) 
        If sVal >= 0 Then 
            If res.Contains(sVal) Then tally(res.IndexOf(sVal)) += 1 _
                                  Else res.Add(sVal) : tally.Add(1)
            If sVal = targSum Then _
                Console.WriteLine(" {0,2} {1}", sCnt, seq) : sCnt += 1
        End If
    Loop Until plusOne(iAry, lastDig) < 0
    reSort(tally, res) 
    Console.WriteLine("The sum that has the the most solutions is {0}, (at {1}).",
                      res.Last, tally.Last)
    reSort(res, tally) 
    Console.WriteLine("The lowest positive sum that can
                      firstMiss(res))
    Console.WriteLine("The ten highest numbers that can be expressed are:")
    res.Reverse() 
    sCnt = 0 
    For Each item As Integer In res.Take(highNums)
        Console.Write("{0, -11}", item)
        sCnt = (sCnt + 1) Mod 5 : If sCnt = 0 Then Console.WriteLine()
    Next
End Sub

Sub Main()
    Solve100() 
End Sub