Jan. 1999 - After consulting with her New York-based attorney Larry Rudolph, Britney Spears enters into a Personal Management Agreement with Orlando-based Johnny Wright. Both James Spears and Lynne Spears sign as her legal guardians. “...Artist shall pay Manager a sum equivalent to Seven and one-half {7½%) percent of Artist's Gross Receipts…”

Source: Complaint, Wright Entertainment Group, LCC and Wright Entertainment Group, Inc. vs. Britney Spears and Britney Touring, Inc., In The Circuit Court Of The Ninth Judicial Circuit In And For Orange County Florida, October 27, 2007, Page 3 and Exhibit A. (Case No. 48-2007-CA-014233-O Div. 32)

Jan. 1999 - Some time during this year, Bryan Spears becomes engaged to Lauren Melkus of Nashville, TN.

Source: https://www.whosdatedwho.com/dating/bryan-spears-and-lauren-melkus

Jan. 12, 1999 - Britney Spears releases her first studio album, "Baby, One More Time," through Jive Records and the Zomba Music Group.

Source: "Baby, One More Time (album)," Wikipedia, https://en.wikipedia.org/wiki/...Baby_One_More_Time_(album)

Jan. 20, 1999 - Britney Spears becomes a defendant in a civil lawsuit filed by 43-year old Philadelphia producer William Kahn, who claims he helped launch her career. James Spears, Lynne Spears, Larry Rudolph, and Jive are all named in the lawsuit. According to the suit, Spears had come to Kahn shortly after the collapse of the ''Mickey Mouse Club.'' For the brief period he spent as her "exclusive personal manager," Kahn is demanding "a sum in excess of $75,000," as his standard 15 percent commission.

Source: https://www.courtlistener.com/docket/10732489/spears-v-kahn/

Source: "BubbleGum Blows Up," Entertainment Weekly, March 5, 1999, https://www.angelfire.com/pop/BritsWorld/galleryEW.html

Mar. 5, 1999 - Entertainment Weekly reports that the William Kahn civil lawsuit was settled out of court on February 12, 1999. Or, rather, "resolved and disposed of," according to Larry Rudolph. "Whether or not there was money involved is a confidential matter."

Source: "BubbleGum Blows Up," Entertainment Weekly, March 5, 1999, https://www.angelfire.com/pop/BritsWorld/galleryEW.html

Mar. 18, 1999 - Britney Spears registers Britney Brands, Inc. in the state of Louisiana. The first director is listed as David Spears, 14550 Greenwell Church Road, Kentwood, LA, 70816, and the municipal address is listed as UCS of Louisiana, Inc., 3867 Plaza Tower, first floor, Baton Rouge, LA, 70816. The incorporator is listed as Kathleen O’Neill, 11 North Pearl Street, 1412, Albany, NY, 12207.

Source: Britney Brands, Inc., Articles of Incorporation, Louisiana Secretary of State, March 17, 1999. Accessed August 24, 2022 from https://coraweb.sos.la.gov/commercialsearch/CommercialSearchDetails.aspx?CharterID=520868_9BC1E4F80B

Source: Complaint, Wright Entertainment Group, LCC and Wright Entertainment Group, Inc. vs. Britney Spears and Britney Touring, Inc., In The Circuit Court Of The Ninth Judicial Circuit In And For Orange County Florida, October 27, 2007, Page 3. (Case No. 48-2007-CA-014233-O Div. 32)

Apr. 30, 1999 - The civil lawsuit filed against Britney Spears by producer William Kahn is dismissed with prejudice and without costs.

Source: https://www.courtlistener.com/docket/10732489/spears-v-kahn/

Nov. 2, 1999 - Britney Brands, Inc. signs a deal with Famous Fixins, Inc. to manufacture "Britney Spears CD Bubble Gum," with a launch scheduled for April 2000. As compensation, Britney Brands, Inc. is entitled to a "royalty of 9% of net sales on all units that we sell...Britney Brands is entitled to a minimum royalty guarantee of $150,000, including the advance. We agreed to make a non-refundable payment of $10,000 to the Britney Spears Foundation. We issued to Britney Brands warrants to purchase a total of 200,000 shares of our common stock. The warrants are exercisable at $0.25 per share..." As part of the deal, Famous Fixins, Inc. issues the common stock, valued at $95,496, to Britney Spears, Signatures Network, Inc., Laurence H. Rudolph, Johnny Wright, Burt Padell and Reggie Covington.

Source: https://edgar.brand.edgar-online.com/efxapi/EFX_dll/EDGARpro.dll?FetchFilingHTML1?ID=1239738&SessionID=A7r_qC9JmyXQKa2

Dec. 1999 - Britney Spears and Justin Timberlake, both clients of the law firm of Rudolph & Beer, LLP, enter into donor agreements with the Boston-based Giving Back Fund, Inc., a charitable corporation to which contributions qualify for tax deductions under§ 501 (c) (3) of the Internal Revenue Code. lt is not the more familiar form of charitable organization which exists to raise money for some single use such as The American Cancer Society.  Rather, for a fee, it provides a structure which receives funds generated or donated by a prominent donor and administers a charitable account in the name of that donor. The donor is thus able to raise funds and participate in decisions directing the funds to favored donees. The objective is to avoid the costs and burdens of creating and administering a charitable foundation while getting a pre-approved I.R.C. § 501 (c) (3) umbrella. 

Source: Memorandum Of Law In Support Of Motion To Dismiss The Complaint, The Giving Back Fund, Inc., Plaintiff, v. Mark Steverson, Rudolph & Beer, LLP, Laurence H. Rudolph, and Corina Biggar, Defendants, United States District Court For The State Of Massachusetts, April 5, 2002, Page 12. (Case No. 1:02-cv-10446-RWZ)

Dec. 2, 1999 - Britney Spears turns 18, which is the age of majority in her home state of Louisiana and in the states of Florida, New York, and California.

Source: https://www.policygenius.com/estate-planning/age-of-majority-by-state/