How to say sometimes being overcautious in planning could upset the apple cart. in Japanese

1)計画計画(keikaku) (n,vs) plan/project/schedule/scheme/program/programmeを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,立て立て(tate) (pref) central/main/head/chief/ just/freshly/indicates activity only just occurred/counter for consecutive lossesる(ru) (n) exile前(mae) (n,adj-no,n-suf,pref) previous/prior/former/some time ago/preceding/point/tip/end/nozzle/head/front/ahead/the other side/the future/hereafter/destination/the other partyに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.、(、) Japanese commaあまりあまり(amari) (adj-na,adv,adj-no,n,n-suf) remainder/rest/balance/remains/scraps/residue/remnant/not very/not much/surplus/excess/fullness/too much/overjoyed/overwhelmed/more than/over慎重慎重(shinchou) (adj-na,n) careful/cautious/prudent/discreet/deliberateに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.し(shi) (num) 10^24/septillion/quadrillionすぎるとno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb、(、) Japanese comma計画計画(keikaku) (n,vs) plan/project/schedule/scheme/program/programmeそのものそのもの(sonomono) (n) the very thing/itselfが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and、(、) Japanese commaひっくりno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb返る返る(kaeru) (v5r,vi) to return/to come back/to go back/to turn over/ extremely/completelyことこと(koto) (prt) particle indicating a command/particle indicating mild enthusiasm/particle indicating a gentle interrogative/particle used to soften a judgment or conclusionも(mo) (prt) also/too/words of similar weight/about/as much as/even/more/further/other/again、(、) Japanese comma時に時に(tokini) (exp) by the way/incidentally/sometimes/occasionallyはありはあり(haari) (n) winged ant/flying ant得る得る(eru) (suf) to be able to .../can .../to get/to acquire/to obtain/to procure/to earn/to win/to gain/to secure/to attainだろうだろう(darou) isn't it。(。) Japanese period "."    
keikaku wo tate ru mae ni 、 amari shinchou nishisugiruto 、 keikaku sonomonoga 、 hikkuri kaeru kotomo 、 tokini haari eru darou 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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