. >> that's leon jacob. it's always somebody else's fault. >> reporter: then in 2012, it goes from cautionary to downright criminal in ohio. leon jacob is charged with burglary at the home of a hospital administrator. he eventually pleads guilty to criminal trespass. >> he for some reason continued to believe that he was being wronged by the system. >> reporter: by 2016, leon has faen times and files for bankruptcy. >> when i hear, "he has a medical degree," i immediately think, "oh, well, where is he practicing medicine?" nowhere. >> reporter: by this time, leon had met a woman named meghan. they had been dating until a big fight back this past january. one that brought cops to meghan's apartment. >> according to the police report, you busted her lip -- >> okay. >> when you put -- >> that's true? i never put any hand on her. we were fighting, i shouldn't have put my hand anywhere near her face. i didn't touch her in any way. i was simply trying to calm, but she bit my hand, and in that time, she bit her own

my name is leon jacob. i'm her boyfriend. >> what he wants to do is establish an alibi, let ya know right away it's not him. you know, and then feigning that surprise, it's -- it was all rehearsed, in my opinion. >> was he worried about anything? >> i don't know. >> i met him once a long time ago. that was it. >> is it strange for a man who hasn't been yet accused of anything to immediately offer an alibi, unsolicited? >> oh, absolutely. absolutely. i think right there, that's great evidence for us. >> reporter: more than enough, police now believe, to end the masquerade. >> alright, well, i'll tell you we'll need you to come with us, and -- >> oh, so i guess i'll stay -- >> okay, what -- right now we're gonna read you your rights. >> me? >> 'cause both of you are being arrested. >> for what? >> for solicitation of capital murder. >> why? >> solicitation of murder. >> why are we being arrested? >> just put your palms together. >> reporter: oh, and there's yet another surprise for valerie in store. as she's

. >> reporter: until, that is, she meets this man, leon jacob, a brash doctor eight years her junior. >> i was lonely. and he kept me company. he listened to me. he was everything i needed. >> reporter: in her words, valerie fell deeply in love. leon can be charming and disarming, just ask him. it seems like you're a svengali, with a flick of a finger making this woman fall madly in love with you. >> without sounding like a pompous ass, i can only describe it as, i've always understood women really well and they've always liked me. >> reporter: but it's the back end of some of leon's relationships that have been problematic. his first marriage ended in divorce, followed by charges of aggravated stalking and intimidation. >> attempted cyber harassment is what i pled guilty to. she went a little overboard with her complaints about about me. >> reporter: but his romantic troubles continued. the police were called to the scene of an alleged fight he had with a woman he was dating named megan back in january. according to the police report you busted her lip. >> okay, that's true -- >> you