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I am a detective with the metropolitan police and I need your help.

See we've been tracking a contract killer for a couple of months now and last week, we raided an old safe house after a tipoff he was there.
Unfortunately he wasn't but we found a note and some sort of puzzle he had left in an apparent attempt to mock me.

The note reads:

Welcome Detective!

Shame I couldn't stick around to meet you but I've got my next client to prepare for. Rather an odd one too, paid it ten years in advance, although still gonna be a day late I think!

I've decided to give you a sporting chance, I mean its no fun otherwise! So I'll provide a few clues including this riddle:

The island king that once stood tall,
But with time did stand with all,
Now his pastime is far and wide,
With those of his town standing by his side.

The uncolourable team with greatness collide,
Trying to fight for their home side,
The first time they have been top class,
All will see how long it will last!

Good luck Detective, times running out!

In addition to the note he had left some sort of crossword with notes scribbled around it.

enter image description here

We have been stuck on this for a while now and we need to catch him!

Can you figure out when and where he will strike, and if possible the motive behind the attack in the first place?

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The riddle:

Based on the anagrams discovered by SKOG, we can see that the contract relates to the English Football Association in some way. Working backward and looking at the Wikipedia article for soccer, we see that The Football Association is the oldest such organization in the world, and that it originally formed in England in 1863 and created the first set of national rules for the game. It is widely believed to be the beginning of modern football.
England being an island nation and a monarchy (at the time), represents the king, and its eventual participation in FIFA satisfies the "Now stands with all" line.
The next two lines further the current state of the sport - it is a world wide pastime, and teams represent towns or countries, though for the purposes of this riddle, I suspect we are not including FIFA (though considering the World Cup going on now, it seems appropriate) and merely the auspices of the FA, or possibly even the UEFA.
The second stanza talks of a game where the victors are, for the first time, top of their class - either the first time they entered a top bracket (like Premier League) or the first time they won first place.

Partial for the word search.

The clues to the side seem to indicate a starting letter and a word length. Searching the grid for words that match, I find:
1: reenacts mythic
2: learns a
3: shootz trump (the "-z" on the side might indicate that the z should be removed)
4: tailgate winch
5: glided rhombus
6: ham stew (Thematically "ham" works best. However, there was also hoe, hum, hic, hat, hew, her, hie, hem, hit, and had)

Based on SKOG's work, we have the following anagrams for the word search answers:

reenacts mythic = MANCHESTER CITY
learns a = ARSENAL
shoot trump = PORTSMOUTH
tailgate winch = WIGAN ATHLETIC
glided rhombus = MIDDLESBROUGH
ham stew = WEST HAM (UNITED)
These are all FC teams, as mentioned above, and all have been in the Premier League at one time or another. Curiously, Arsenal is the only team to have never been relegated from the Top tier (be it Premier League, or the other top leagues that came before it), having now been in the "top class" since the 1914/15 season. However, I don't see how this ties in to the "We were humiliated" message from the remaining letters in the word search. As Arsenal has never been relegated, it is unlikely that they were ever humiliated, so are the listed teams the ones doing the humiliating (in which case there are multiple targets) or have they all been humiliated in some way by a single team?
Or are they all members of another club that was party to the humiliation? This seems unlikely, as the riddle already establishes that we are discussing British Soccer, so this clue doesn't seem to narrow down the problem space.
Also, considering the clue in the title of the word search "The Messy Winners", it may be have double meaning, not only intimating that the words are anagrams (all messed up, i.e. "messy"), but also that they won by messing up the perceived wronged party. If this is the case, then there are multiple targets, and we must consider that perhaps the order of the teams indicates the order of the hits.
This also warrants asking whether "hitman" has a double meaning, in that a striker in football is often referred to as a hitman.

That's as far as I can carry it for now - we need answers for the remaining two parts - "EOOBOB" and "MpenjzejwpmcLo? Justafib?" (I assume the selection of 'j' and 'i' is correct) - to proceed. For those more familiar with football, do the symbols accompanying EOOBOB mean anything?

One more observation:

Is "WEWEREHUMILIATED" perhaps a key for the text below the crossword? I've tried a couple ciphers (Vigenère and Beaufort) but no luck so far. I also tried EOOBOB as a key out of desperation.

UPDATE: Re-reading the clues, I notice that the note left mentions that the slight happened 10 years ago (which would be 2008), and that the payback will be a day late.

I've tried to correlate this with final matches played in the leagues in 2008, looking at FA and UEFA. UEFA looked promising as it was Chelsea's first ("The first time they have been top class"), and Manchester won in penalty, making the match somewhat contentious.
Looking at FIFA, there is also some promise as Machester United became the first English team to win the FIFA Club World Cup (which is different than the FIFA World Cup). It also ties in with the "day late" part as the 2008 finals were held Dec 11-21, and will be held Dec 12-22 in 2018, whereas the UEFA Champions league was on May 11th in 2008 and was May 26 in 2018, making a poor match (and took place over a month before this puzzle was posted). So, I am fairly certain that it ties in to the FCWC. However, since Manchester got into the FCWC by defeating Chelsea in the above UEFACL final, it might include both. However, only four English teams were involved there - MU, Arsenal, Liverpool, and Chelsea), two of which are not in the word search.
The 2018 UEFACL Final was won by Real Madrid, which makes any sort of revenge upon any team involved in the 2008 FCWC iffy. There are so many possibilities, and presumably the competition must have been graced by each of the teams listed in the "Messy Winners", so it must be a English only thing. I can't find an event won by those, and only those, teams. Assuming those are only a subset makes the problem space unfathomably vast.

Again, I'm stuck. A clue/hint might be helpful. I'm sure these observations fit in somehow as the numbers match up, but I feel it just requires too much domain knowledge to filter it out (or the solving of the remaining two puzzles).

On that note, the "Mpenjzejwp mcLo?" part seems to be

either Birmingham City or Manchester City, simply based on character count and the apparent space between the p and m. Is that perhaps our aggrieved party (if Birmingham) or the intended victim (if Manchester)? Again, so many rabbit holes to wander down.

Also, some plays on words that are fun in hindsight - "sporting chance" and "time's running out".

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  • $\begingroup$ Well done for getting all the words keep working on it and figure out what to do with them! $\endgroup$ – BMS21 Jun 29 '18 at 7:34
  • $\begingroup$ I thought maybe the arrows indicated ‘E’ turn to ‘M’ and ‘O’ to ‘C’ and I have no idea about ‘B’, perhaps ‘D’? $\endgroup$ – XenoDwarf Jul 2 '18 at 0:20
  • $\begingroup$ @SKOG Got the right anagrams, I worked through them to come up with the anagrams and the "Gilded Rhombus" was actually just coincidence! Though not as happy a coincidence as "Shoot Trump" XD $\endgroup$ – BMS21 Jul 2 '18 at 8:02
  • $\begingroup$ Its getting quite close now but few more bits are needed to string it together $\endgroup$ – BMS21 Jul 2 '18 at 8:03
  • $\begingroup$ @BMS21 I think we might need another hint. I've outlined more thoughts in my edit, but I just don't know rot13(fbppre/sbbgonyy naq gurer ner fb znal grnzf, yrnthrf, naq punzcvbafuvcf/svanyf gung nyy bs gur zragvbarq grnzf cnegvpvcngr va) that the problem space is too large. Decoding the remaining parts of the puzzle, which might help with this problem, is also eluding me. I'm not sure if my edit will bump this back to the first page, but some new eyes looking at this might help as well. $\endgroup$ – cpcodes Sep 11 '18 at 0:19
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I think the top paragraph

is the Easter island heads.

The second paragraph might be about

the Hanga Roa stadium in Easter Island.

The killer might strike next in

Easter Island at the Hanga Roa stadium.

I don't understand the crossword puzzle.

I hope that information helped you. [Please don't email me. Also, please don't put this on this site so that other people can see this message.]

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  • $\begingroup$ Nice thought but no sorry! Your thinking that the second paragraph is something specific from the first is the right idea though. $\endgroup$ – BMS21 Jun 28 '18 at 7:53
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I think the top paragraph may refer to

The Colossus of Rhodes.

With the rest being

a pun on "roads"

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  • $\begingroup$ Nice thought but that's not a part of it sorry! $\endgroup$ – BMS21 Jun 29 '18 at 7:35
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The first verse reminded me of

King Arthur and Camelot Knight of the round table

So for the second verse i went looking for some team named somewhat similar and

Camelot Knights baseball team was my best match.

So i assume "Trying to fight for their home side" means that hitman will strike in

Westbury NY which seems to be their hometown.

Have no idea about time and assume it is hinted in crossword part.

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  • $\begingroup$ Thinking along the right lines but the first part assumption is incorrect! $\endgroup$ – BMS21 Jul 2 '18 at 7:59

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