Brad is a singer and guitarist living in The Twin Cities, originally from Scotland. He makes a good living but he's been recently saddled with huge personal debt, based on the outlandish spending habits of his recently divorced wife.His best friend Monica is also hopeful for a brighter future. She's a smart and attractive hard working woman who's now 35 and still living in a singles' apartment. She recently encountered a drain on her finances, having had to spend all of her savings to pay medical bills for a good friend. She dreams of having a real home to call her own.
Brad learns that he's the inheritor of an extremely valuable "Qianlong" vase, from China, bequeathed to him by his formerly world-traveling aunt Mary Alice Stifter. A sale of this object would free Brad from all of his financial woes, and he also pledges to provide a down payment for Monica, so she can get her "real" home, catch up, and move on in life.
Brad and Monica meet w/ an attorney to discuss probate. Things get complicated - it turns out that vase is tied into another contract -- some sort of security for an archaeological dig in which Mary Alice was a partner.
The dig is at the site of a group of magnificent (real) effigy mounds, built by the "Woodland Indians" of Wisconsin a thousand years ago, in South Western Wisconsin, near La Crosse. This magnificent (real) site is real ancient history, right here in the Midwest. The mounds themselves are huge plots of raised earth, depicting a buffalo and a bird, rendered perfectly when viewed from far above. On an
oultying hill, surrounding these mounds, are mounds laid out in rows, to mark the sun's seasonal rising and setting points.
Attorney Cal Severson agrees to help Brad sort out the contracts by pledging a trade-out -- Brad will perform music at a business function for Cal, Cal will work to sort-out the crazy mess of interlocking contracts.
Brad does the gig, Cal digs into the contract. The vase is collateral against relics Mary Alice has taken from the archaeological dig. Now Brad and his friend Monica must discern what was taken and make arrangements with the parties concerned to get the relics returned, so that the vase will be freed up, bequeathed to Brad, and it can be sold for $250,000 or-so.
Brad and Monica set off on a road trip to the dig site, taking them along the Mississippi river, down Hwy. 35 in Wisconsin - the "Great River Road", one of the most scenic drives in America. Throughout their drive the two converse quite a bit, and their dialogue, while not always specific to the plot, comprises a good deal of the entertainment in the film - a lot of observations of modern culture, a few political observations, a few personal stories from each character's past (shown visually as flash-backs.)
When they arrive at the site, much to their dismay, they discover that the foreman of the project is actually Monica's jealous and controlling ex-boyfriend Ken, and he immediately sets out to sabotage any solution to their problem.
Brad and Monica's next stop is the executor's house (Bill,the guy in charge of keeping track of items in Mary Alice's will) back up river, back northward along the same route in Wisconsin. But Ken races ahead of them as they head that way. Ken manages to meet up with Bill ahead of Brad and Monica and secretly rob him of half of the relics for which the vase is collateral.
Brad drops off Monica with Bill, the executor,and continues on to play a solo gig which he has scheduled in Pepin WI, ten miles from Bill's house. Monica is to have dinner with Bill, then check out the relics, with the intention to expedite the intended process of getting them returned to th e archaeological partners, so that the vase can be bequeathed to Brad.
The evening turns into a fiasco. Brad has a disastrous gig, in which he becomes frustrated with the stereotypical cliched song requests he keeps receiving, and, at the end of the night, the neck of his guitar is accidentally broken after it falls through a fence rail and is snapped in two by the legs of a patron who is walking. Meanwhile, Monica discovers that the relics are NOT all accounted for and the executor is incredibly disorganized, which doesn't boost her confidence for any solution. Furthermore, Bill seems lonely, and Monica must endure being the recipient of unwanted advances.
Back home in the Twin Cities, Monica realizes that it must have been Ken who stole the pieces. Cal volunteers to find a way to get them back.
Cal conceives the idea that the tribal co-owner of the archaeological project should have a permanent archaeological research foundation, and Cal will facilitate setting it up. He will recommend that Ken be the director and chief scientist & researcher. He will pitch the idea to Ken with the added condition being that they must have the complete collection of relics from the site. He will not imply to Ken that he has any suspicion that Ken has stolen anything. Monica agrees that fulfillment of career ambitions is important enough to Ken to sway him into returning the relics.
Cal sets of on his own road trip to visit Ken at the site. The two negotiate. Ken is absolutely genuinely thrilled that he could be assigned as high position in the world of archaeology.
Over phone calls subsequent of Cal's visit to the site, Ken confirms that relics logged as being Mary Alice's finds were somehow misplaced, and that he has recovered them from a storage locker. They arrange for a meeting at Cal's office, at which the missing relics will be presented and Cal will facilitate an official offer to Ken from the tribal co-owner.
Ken is actually still in conflict w/ regard to his breakup and estrangement from Monica. When he arrives at Cal's office, things get weird. Ken produces the missing pieces and then contends that, in fact, he may not want to give them up. An argument escalates and the two walk outside to continue. The confrontation continues to escalate into a standoff. Ken threatens to swallow one of the relics - an arrowhead. A somewhat ridiculous slapstick event unfurls. (To be explained.) In the aftermath, Ken huddles and shivers under a blanket in Cal's office overtly, dramatically, with Cal and Ken looking on, and resigns to return the pieces to the estate.
Finally, the vase has been returned to the executor and Brad is authorized to receive it. He embarks with his friend Monica back down the river road, to Bill's (the executor) house to pick it up.
Upon arrival, Bill beckons them to his storage shed, where he has placed the vase. Oddly enough, based on Bill's disorganized and unkempt ways, the vase is perched precariously on top of some other items. Brad and Monica walk toward it, Monica steps on a board, something is dislodged and we hear a loud crash. Oh my! F ck!!! Monica creeps closer: "Oh, it was just a lamp." They gain immeasurable relief. the vase is heavily wrapped and place securely in the backseat of Brad's car.
The final scene is a voice narration by Brad, accompanied by scenes of the cast engaging in their new/current lives:
"And on we go...and perhaps we learn a little...navigate the changes in life...And perhaps women find a bit more meaning (IMAGES of MONICA and TATIANA)...and men play a few more games (IMAGES of CAL & Ken)...and, if you keep trying, sometimes you WILL get lucky. That doesn't necessarily apply to relationships, but most other things...and we can learn a lot from art...but not a sing-along of "Sweet Caroline"...wait no, and definitely from that....and we can learn a lot from art, because it can be poignant expression....and we can learn a lot from history too...if we pay attention...and so on..and this and that can add up...and we go on about our lives..."