A socially inept loner, Beejay Milliston, a stunningly beautiful IRS auditor, is shocked when she realizes she wants to have babies. Not wanting to go it alone, she also needs a husband. Figuring that love only turns people into blathering idiots who make stupid choices, she's created a list of traits she's looking for in a man and sets out to interview interested parties.
Then she's called on to audit Webster Klein, a CPA who'd recently left a prestigious firm to work for himself. He's unresponsive to her calls and when he answers the door she learns why. He's the sole guardian of five children (nieces and nephews). The youngest is an infant who vomits constantly.
Beejay is appalled that they can't get started on the audit right away due to Webster's habit of putting the kids' before his work. His workspace is unorganized and the man himself wears jeans that he never seems to button. Not only that, she finds his attractiveness annoying. When she offers business and parenting advice Webster bristles at her naivety and lack of emotion.
Then Webster falls ill and is taken to the hospital and needs an emergency appendectomy. Since he has no other relatives, Beejay finds herself the de-facto caretaker. As she sleeps in Webster's bed and tries to mother the children she begins to appreciate Webster's parenting style. What also comes into focus is what a woefully bad cook and homemaker she is.
When Webster comes home, he needs time to recover from his surgery. Beejay continues to act as caretaker, going so far as to help Webster get caught up with his work load.
For his part, Webster has decided the kids need June Cleaver and he too sets out with his own list to find a suitable spouse. Even after Webster and Beejay fall in love, neither thinks they are suitable mates. Beejay is about as far from June Cleaver as it gets and Webster has five "second-hand children."
Luckily for Webster he seems to have found the perfect old-fashioned woman in Rachel. That should seal the deal, but then again, maybe not.
The Best Laid Plans does some things well and others not so much. It's a fish out of water story and the characterizations, especially of Beejay and Karen, are good. Also Beejay does a lot of growing up which is satisfying. For his part, Webster is genuinely likable.
Where Best Laid Plans falls short and ran way too long is in the plotting and the resolution. While Webster and Beejay love each other they both continue interviewing/dating potential spouses. Also when Beejay's wildly famous parents moved into Webster's renovated barn, I had to shake my head. And Rachel's piece of the story went on longer than was necessary.