Kentucky Sports Radio

University of Kentucky Basketball, Football, and Recruiting news brought to you in the most ridiculous manner possible.

Sypher Trial Day 4B: The Guy Who Married Karen Sypher Speaks


Normally in this spot, we talk about the news of the day, but we are foregoing it tonight for another roundup of Sypher testimony. A couple of people have said they thought there was too much of this on the site, but otherwise it has been an overwhelmingly positive response to our coverage. The reality is that this story has been unlike anything I have ever seen. The site numbers, Twitter responses, emails, etc all suggest to me that there is a huge desire to know about what is happening in the courtroom, not only in this state, but nationwide. Yet for such a big event, very few outlets are covering it and there isnt the attention that a story of this size and absurdity would usually have. We will continue to do it for as long as possible, while also covering our regular UK beat. Thanks to all who have been so supportive these last few days. With that, the facts:


— After lunch, the day began with two nurses who worked with Karen Sypher at the time of her 2003 abortion. The first worked at the Women’s Clinic Research Center in Louisville, where Sypher first found out she was pregnant. She testified that Sypher came into the clinic and a urine test showed she was pregnant. They then gave two ultrasounds that were inconclusive as to her pregnancy. This testimony made me wonder if the Government was going to argue that Sypher was never pregnant, because it was left open after the first nurse.

— The second nurse came from the clinic in Cincinnati where Tim Sypher took Karen to have the abortion. She testified that Sypher made two trips to the clinic, the first on August 27, and the second two days later, after the 24 hour mandatory waiting period in Ohio. She testified that Sypher filled out forms at the clinic saying she was “confident” and “strong” and that she was certain about her decision.

— The second nurse also testified that Sypher circled “Not True” on a statement asking if anyone was forcing her to have this abortion or making her do something that she did not want to do. Sypher then had the abortion on August 29, 2003. The doctor who performs it estimates that she had been pregnant for five weeks at the time of the abortion.


— The next witness was Tim Sypher, who testified for the duration of the day and has still yet to face cross-examination. He testified that he is the Yum Center Director and began his career with Pitino as a Personal Assistant for him in Boston. He got the job after a number of other careers, including working at the dog track.

— In August of 2003, Rick Pitino called Tim Sypher into his office and asked if he could “help me with something.” Sypher said that Rick told him “that he supposedly got somebody pregnant.” He then called up Karen Sypher and on August 25, met with her in a Walgreens Parking lot, before having Sypher follow him to his condo.

— At the condo, Sypher talked with Pitino while Tim Sypher waited upstairs. He said they spent an hour together in his house, but he heard no sounds. When he came downstairs after the hour, “she was just business.” After the meeting, he did research on abortion clinics in Cincy, Evansville and other locations and tried to find a place for it to take place.

— Pitino gives Tim Sypher $3,000 to give to Karen Sypher for health insurance. He was scheduled to go to a party in Boston, but cancelled the trip so that he could take care of the Sypher situation. On August 29, he called Sypher early in the morning, asked if she wanted something from Starbucks (he remembered it was a decaf vanilla latte), picked her up and then took her to Cincinnati. They made small talk on the trip and he testified that Karen Sypher did not seem nervous at all.

— Sypher paid for the procedure out of the $3,000 given to him by Pitino, saying he wasnt going to use his own money. He testified that they ended up holding hands while they were waiting for the procedure and “it was like being struck by lightning.” He said he felt a connection to her at that time. He then said he drove her back (stopping at Carrollton to eat at Subway…he remembered she ordered a turkey sandwich with mayo on wheat bread…the man remembers details) and then took her home.

— When they got back to Karen Sypher’s home, she invited him into the house and asked if he could look at her plumbing upstairs because she had a leak. Tim said he agreed to look at it, could not fix it and then proceeded to leave. Karen stopped him at the door and said, “is this it?” They then agreed that after Tim got back from his trip to Boston, they would see each other again.

— Over the next few days, a phone romance emerged and when Tim returned, they went on a date. He said he went to her house and “things skyrocketed there” and they ended up having sex, one week after the abortion in Cincinnati. They then began dating and got serious quickly, with Tim stopping dating two women he was seeing at the time.

— After the first date, Tim Sypher testified that he asked Rick Pitino if it was ok if he dated Karen Sypher. Pitino said yes and Karen became part of the group. She went to UL basketball functions and at no time during their marriage did she complain about the sexual incident with Pitino or say it was rape.

— Tim testified that Sypher had an abortion with him in 2004, after she became pregnant before they got married. They then got married later and the first few years were great according to Tim. In 2007, he got a letter in which Karen Sypher said she wanted a divorce, but they stayed on again and off again over the next couple of years.

— Then according to Sypher, “all of a sudden she started using the rape word.” He said she would get angry and yell it, often in front of their kids. She would bring up problems with Pitino, including not getting the same Christmas presents that the other wives of the basketball coaches were given. Tim Sypher testified that he found the actions very strange.

— Emails were shown between Karen and Tim, written in late 2008, that showcased the problems the two of them were having. At this point in his testimony, one could see the clear affection that Tim had for Karen and he talked about how he loved her at this time. He said her actions were inconsistent and “one day she talks divorce, and the next day we are kissin’ and huggin'” He said that at this time, he got her a Christmas present in which she opened the box and inside was a picture of Morristown, NJ…which was special to the two of them because it was where their first child was conceived.

Extortion Testimony

— Tim Sypher testified that on February 26, 2009 “my heart fell to the ground.” He received a text message from Rick Pitino that simply said “Red Alert”. Pitino calls and says that he needs to meet with Tim and Karen in his office. The three go to the office and they start talking about the phone messages Pitino has received. They talk about who it could have been and then at some point, Karen looks at Tim and says “you dont need to come home tonight.” Tim stays that night at the Yum Center and proceeds to stay there and at hotels for the next few weeks.

— Coach Pitino at some point says he “cant have the media know this” and then the next day receives a call saying that the media will be informed. Karen Sypher then has a second meeting with Tim and Rick, in which she says that Jacob (her son) needed a new car and she needed a Lexus 470, pearl white “with all the extras.” On March 18, Tim actually buys Jacob the car, a white 4-Runner, with money that he testifies Pitino gave him as a bonus when the team won the Big East Tournament.

— On March 6, 2009, Tim finds out that Karen is at a Doctor’s office and goes to see her. While at the office, Karen Sypher starts telling Tim about all the things she believes Pitino should give her and what she wanted for the problems from six years before. Because she is saying a number of different things, Tim tells her to write down what it is she wants. This could end up being a key piece of testimony, as it can be used by the defense to suggest that Karen Sypher’s demand note was actually a response to a request by someone from Pitino’s group. It will be interesting to see how the defense plays this.

— Later in the day, Tim meets Karen’s son Jacob in a McDonald’s Parking lot and he delivers him the note. Tim leaves it sealed and then takes it to West Virginia, where Louisville is about to play. He gives Rick Pitino the note and Rick says “this is blackmail.”

— When they get home from West Virginia, he takes Karen to the cemetary where they were engaged to ask her who it was that made the phone calls. She says that she does not know and Tim says he picked the spot for sentimental reasons, not to threaten her.

— Tim Sypher was called in by the FBI as a potential suspect as being in on the calls. He told the FBI the truth and he testified that they tried to “good cop/bad cop” him. He moved in with Vinny Tatum and then agreed to work with the FBI, as they taped him making calls to Karen and her son. These calls were the subject of a legal dispute between the two parties and the judge recessed court for the day so that he could decide those issues.

So that is where we are…back to Tim Sypher at 10 am. It was a pretty wild two days and Rick Pitino has said a couple of things that will stay with him forever. Overall, another positive day for the Government, and Pitino ended up being a good witness…even if his person PR was hurt in the process. Here are the rest of the recaps from the other days:

Day 1: The Opening Arguments

Day 2: Lester and the Seconday Characters

Day 3A: The Pitino Testimony

Day 3B: The Guy Who Waited on Pitino at the Bar

Day 4A: Pitino Finishes on the Stand

Article written by Matt Jones

46 responses to “Sypher Trial Day 4B: The Guy Who Married Karen Sypher Speaks”

  1. CalifCatFan

    Matt, you are doing a fantastic job. Keep up the good work.

  2. JP

    Tim Sypher = playa (dating two women at the same time before picking up with a third)

  3. Robshairgel

    Difference between Pitino and Christian Laettner?
    It only took Laettner 2.1 to screw UK 🙂

  4. UKWildcat831

    Obviously, I need to go to way did I just read Tim proposed to Kim in a cemetery. Their relationship was doomed to die from the moment she said yes.

  5. billwill431

    I bet Karen Sypher is intolerable to be around when she isn’t giving oral.

  6. Gaytor Hater

    Tim Sypher looks like a class A douche.

  7. Talent_Evaluator

    Matt, like many other posters have already mentioned, you are doing an absolutely fantastic job. Thank you for taking time to share the details with us. To be honest, I’m just amazed at how interesting the trial has been and Karen Sypher has yet to take the stand. What a pleasant surprise for UK fans during what has been a somewhat of a slow summer otherwise.

  8. gmo

    How awesome is it that Tim proposed in a cemetary? THAT’S FREAKIN CLASSIC! Man it had to suck to say the gizz all ran down his leg.

  9. Kelkat

    This is great stuff. I must admit I do feel for Pitino’s family. If there is a victim here it is his family. Will there ever be any video tape of the testimony released?

  10. Wildcat_Forever

    I’d like to know more about the “Red Alert” text. Did this kind of thing happen enough that he created a special code? Any thoughts?

  11. sactocatfan

    Just wanted to let you know I appreciate what you’re doing. I’m an attorney in Sacramento, looking forward to Boogie coming to town, so I think I realize how difficult the job you’re doing actually is. I can’t believe the mainstream media, or at least the trashy mags, hasn’t picked up on this. This is much more real than most of the other pseudo celebreties who have screwed up. Anyway, just wanted to say keep up the great work and if you ever decide to come to Sacto to see Boogie I’ll hook you up with some food and drinks.

  12. Hicks

    Just a thought, if it was really Pitino’s kid why wouldn’t Sypher have just refused to have the abortion and kept the baby. If she was confident it was Pitino’s and she was after money that’s a golden opportunity for a lifetime of child support and help under the table if she agrees not to take it public.

  13. NotTheSlickistRick

    10 Maybe that was a code for a bimbo alert.

  14. bluebayou

    The media is really missing out this is better than a lot of the sutff they try to make interesting Thanks Matt.

  15. Lambfor3

    Awesome job Matt!!! I just read the CJ article and it left out all the humiliating stuff.
    12)I thought the same thing. I doubt the kid was really his. She would have kept it and RP would be paying for it for 18 years. I think she was already knocked up.

  16. bluebayou

    I remember when Richard took the job in Florida UofL fans were like this has nothing to do with anything well some of us could see the red flags then I love on the news this morning they keep saying Pitino go emotional well boowoo

  17. SexnNursinHomes

    13- nope, the “red alert” is a text code to let rick know she was menstrating. rick had told sypher that he always wanted to earn his “red wings”. what better way than to do it on a 50 year old hag who may only have a few more periods left in her.

  18. KyFan2000

    Matt, great writing again, keep up the good work.

  19. bluebayou


  20. nlk

    Carrollton in the hizzouse!

    I would have guessed she’d have the meatball sub.

  21. BravoBigBlue

    How romantic . . . sigh.

  22. catty

    Thanks for the great summaries. They are awesome. No need for the CJ at all. They don’t put any of the “real” testimony in their articles.
    I look forward to these updates. Fascinating!!

  23. Indycatfan

    All joking set aside, his PR has taken a real hit. What mother and father that has their weight in salt would want to have their son play for a coach who not only stepped out of a marriage, but would also set up and pay for an abortion. Quick Rick’s reputation has taken a harder hit than freight train colliding with a truck full of horse sh!t. But there again, you reap what you sow…..and REALLY WTF cares? It’s a great read Lawdog.

  24. VilleCat

    I know it has been thought and even said but could u imagine if this trial were for coach cal, the difference in media coverage and the negative pub. It’s ridiculous and just kind of shows how insignificant RP and or ul is at this point in time.

  25. duhville cat

    Thanks Matt. This is just one of the many reasons I come to KSR. You guys are the best!

  26. catty

    Since the trial doesn’t start back until 10 this morning, lets keep ourselves entertained.

    so…the basketball game is going to be at the KFC Yummmmm Center this year, right?

    Is it too soon to start thinking about our signs?

    we all know what we want to change Yum to!
    lets have at it

  27. Luke The Drifter

    #9, I believe Joanne Pitino
    threw Rick out of their home
    several years ago.

    Also why would KS want a Lexus
    and a 4 Runner? Didn’t she
    know they were recalled?

  28. ukcat1

    I really appreciate the coverage. The mainstream media are barely covering it. I would be interested in an analysis of the increased traffic on the sight. Can you tell where it is from? Why is th LHL barely covering it? WKYTTV also is lax.

    #26 YUM center (and Rupp for that matter) will never let the kind of signs in that you are thinking about. They probably wont allow any 15 second or quick Rick references!

    RP must have never heard of being turned down for insurance because of pre existing conditionS (pregnancy and mental health issues would both apply). I wonder how long it took to come up with that explanation. HAVE WE HEARD ANYTHING FROM FATHER BRADLEY? I wonder if he is sorry he chose RP over his Kentucky roots.

  29. KillaB007

    #28 – I agree… Why is it that no other media outlet is following this in depth??? I mean, think how big of a national story it would be if it was Coach Cal that ejaculated down his own leg……

  30. WildBlue

    This is facinating! I can’t bring myself to make jokes simply because if all my skeletons were drug out like this it wouldn’t be funny. But who could make some of this stuff up? This has Lifetime TV Movie written all over it.

  31. jman3715

    I wonder if the student section will start the shot clock countdown at 15 seconds every time their on the road next year. The material he has provided is endless.

  32. Dave C

    The Ole Ricker was concerned about loosing all that Motivational Speaking Money. Hell, if Karen can get a grown man to ejaculate in 15 seconds, she should be the one giving motivational speeches.

  33. board@work

    Tim Sypher’s testimony has been the most enlightening in the case. According to him there became a point in 2007 where Karen went from happily adjusted to her life with Tim to a little crazy. I’d like to see if the Government could produce any more witnesses to corroborate Tim’s testimony or if the Defense will be able to produce evidence that Karen’s flying-off-the-handle is rooted in something deeper/darker. This trial is feeling less like a sophomoric comedy and more like a Shakespearian tragedy

  34. KYStout

    “He said that at this time, he got her a Christmas present in which she opened the box and inside was a picture of Morristown, NJ…which was special to the two of them because it was where their first child was conceived.”


    Was this refering to the baby they aborted or was there another baby that they decided to let live?

  35. Thomas Beisner

    “He said that at this time, he got her a Christmas present in which she opened the box and inside was a picture of Morristown, NJ…which was special to the two of them because it was where their first child was conceived.”

    If she would have just held out, Pitino would have bought her Porcini’s.

  36. Thomas Beisner

    Tough to fit that in an envelope, though.

  37. nickk

    ah yes, the old “drive the woman your boss impregnated in a restaurant to another state to have an abortion, but end up falling in love during the drive” story. this is how my grandparents ended up meeting each other 60 years ago. its just beautiful thing to know two people really can find love in this crazy world. its like a nicholas sparks book.

  38. bluebiscuit

    Matt, you’re simply a Homer with a laptop, covering the story of a modern-day Odysseus, as he wanders on a bizarre journey that includes nymphs and sirens and Syphers. Somebody has GOT to be giving this weird trial the coverage it deserves, and KSR certainly seems like the site to do it.

  39. duhville cat

    37) lol. Heartwarming, isn’t it?


    37 LOL….

  41. JP

    37) hilarious

  42. bigbluefoo

    I agree with #12, thats a money ticket for life pretty much.

    #37, im hearing the song “all because two people fell inlove” country song in my head when I read your post.

  43. Indycatfan

    Damn folks this would’ve been a GREAT story had old Quick Rick Nailed her on Top a pier post on the Ohio…..Wait…..I’m not sure Quicky Pitino get ‘Max at night.

  44. Cals Cats Fever

    I hope Sticky Leg takes 15 Seconds out of every season to create a trial like this…this is great…and the comments section is making it EPIC!

  45. Seneca

    I don’t find any humor in this at all. Mainly because, if I look at my life, not only will I not cast the first stone, I won’t even bother to pick one up.

    With that said, MJ — thanks for your fine reporting on this. I appreciate you looking at this as a lawyer.

  46. LaGrangeCat

    I’ve ordered the Sypher special at the Carrollton Subway before. It only takes 15 seconds to get your order.