Former “Today” show host Kathie Lee Gifford is selling her sprawling 13,163-square-foot Connecticut home. The asking price? $100,000,000.

Dubbed “Cedar Cliff,” the Greenwich estate at 108 Cedar Cliff in the Riverside section of town, was once owned by railroad tycoon Henry F. Shoemaker. Kathie Lee Gifford and her late husband, football legend Frank Gifford, purchased the house in 1994 for $7.8 million . The 13,163-square-foot, 29-room estate has eight bedrooms and 14 bathrooms (nine full, five half).

“They added a substantial addition to the house to make it work for their lifestyle,” listing agent Leslie McElwreath of Sotheby’s International Realty said. That addition is the east wing of the house, constructed in the early 2000s, which includes a private theater and wine cellar.

The eight bedrooms are similarly sized and have views of Greenwich Cove. The primary bedroom and two guest bedrooms have a balcony as well. The estate has a greenhouse, a screened porch, a sun room, a tennis court, and a billiards room currently containing Frank Gifford memorabilia. There are 10 fireplaces throughout the house.

Within the 2.91-acre gated peninsula is a spa, pool, and pool house.

McElwreath said “empty nester” Gifford is selling the property because “her children are grown and are married with their own children. Kathie Lee spends most of her time in Tennessee and is no longer using the house full-time.”

The house has a recently installed Ludowici terra cotta roof, sun decks that have been rebuilt, and there is access to a full-property generator as well as a private beach.

McElwreath said there are additional aspects that make this property worth the monstrous price tag.

“The setting is extraordinary. Elevated high above the water with over 1,250 feet of frontage, the property offers the rare combination of commanding panoramic views and direct waterfront access via a private pier and deep water dock,” she said.

McElwreath said the kind of buyer looking at this property is attracted to Greenwich for its high quality of life and proximity to Midtown Manhattan.

”High net-worth buyers do not compromise. They seek exceptional properties in prime locations. Cedar Cliff is a one-of-a-kind opportunity and will attract buyers looking for privacy and resort-like amenities,” McElwreath said.

The task of selling the estate was entrusted to McElwreath by Gifford after McElwreath represented the seller of Copper Beech Farm in Greenwich, which sold for just under $139,000,000 in 2023.

“[Copper Beach] is still the highest sale ever in Greenwich and the state of Connecticut. I plan to use the full resources of Sotheby’s International Realty to find the buyer for Cedar Cliff,” McElwreath said. “I also represented the seller of 100 Field Point Circle, the second highest sale in Greenwich at $50 million. My proven track record, combined with the marketing expertise of Sotheby’s, will prove to be a winning combination.”

Hailey Van Lith’s rocky WNBA start took another unexpected turn Thursday.

The Connecticut Sun waived Van Lith after just nine games with the team, including three starts.

Van Lith was once one of college basketball’s brightest stars at Louisville, but her path has become increasingly turbulent in recent years. After a disappointing stint at LSU stalled her momentum, Van Lith revived her draft stock with a standout final season at TCU.

CHICAGO SKY WAIVE HAILEY VAN LITH ONE YEAR AFTER SELECTING HER WITH THE 11TH OVERALL PICK

The former NIL standout was selected 11th overall by the Chicago Sky in the 2024 WNBA Draft. She struggled to establish herself as a rookie, averaging 3.5 points and 1.6 assists in 12.4 minutes per game across 29 appearances before Chicago waived her on May 4.

Van Lith also helped Team USA win a bronze medal in 3×3 basketball at the 2024 Paris Olympics.

Connecticut quickly gave Van Lith a second chance, but the reunion lasted just over two weeks.

“The Connecticut Sun has activated Leïla Lacan,” the team announced on X. “In a corresponding move, Hailey Van Lith has been waived.”

EX-WNBA STAR CRITICAL OF SKY ROOKIE HAILEY VAN LITH, BELIEVES POPULARITY PLAYED ROLE IN DRAFT SELECTION

The move comes as Lacan — the No. 10 overall pick in the 2024 draft — returns after averaging 10.4 points and 3.7 assists with Connecticut last season.

Van Lith appeared in Wednesday’s 71-61 loss to Portland, finishing with seven points, no assists and two turnovers in 13 minutes.

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Van Lith averaged 8.1 points and 2.2 assists in nine appearances with Connecticut before Thursday’s move, marking her second waiver in less than a month.

Send us your thoughts: alejandro.avila@outkick.com / Follow along on X: @alejandroaveela 

The following article was submitted by Brody and Associates, LLC. It is posted here with permission. 

The Connecticut legislature passed broad artificial intelligence legislation May 11, 2026 that includes a new framework governing the use of AI in employment-related decisions.

The bill, known as SB 5, is awaiting Gov. Ned Lamont’s signature, which is expected shortly.

Once enacted, Connecticut will join a growing list of jurisdictions that are imposing transparency and accountability requirements on employers that use AI tools in recruiting, hiring, promotion, discipline, scheduling, and termination decisions.

The statute regulates what it calls automated employment-related decision technology.

In general, AEDT refers to technology that processes personal data and generates an output that is a substantial factor in an employment decision.

The definition is broad enough to potentially cover resume-screening software, applicant ranking systems, video-interview analytics, skills assessments, productivity tools, and certain workforce management platforms when those tools materially influence personnel decisions.

What Does the Law Require?

The purpose of the law is to reduce the risk that algorithmic systems will continue or worsen historic discrimination while also giving applicants and employees more visibility into how these systems are used.

One of the most important features of the new law is its notice requirement.

Beginning Oct. 1, 2027, employers that deploy AEDT intended to interact with applicants or employees must disclose, in plain language, that the individual is interacting with such technology unless it would be obvious to a reasonable person.

When the tool’s output will be used as a substantial factor in making an employment-related decision, the employer must also provide a written notice before the decision is made.

Notice must identify the purpose of the tool, the categories and sources of personal data being analyzed, how data will be assessed, and contact information for the employer.

If such employment-related decision is “adverse,” employers must provide a high-level statement disclosing the principal reasons for the decision, including “the degree to which, and manner in which” an AEDP output contributed to the decision, the type of data used, and the right to examine or correct such data.

The law does include protection for proprietary or trade secret information, but employers should not assume that vendor confidentiality excuses them from compliance.

If an employer withholds certain information regarding the AEDP based on a third party’s confidentiality claim, the employer must nevertheless disclose that the information is being withheld and identify the legal basis for the withholding.

As a practical matter, this means employers that rely on outside vendors for screening, testing, or candidate evaluation should begin reviewing vendor contracts now to ensure they can obtain the information needed to satisfy Connecticut’s notice obligations.

Anti-Discrimination and Related Obligations

The law also makes clear employers cannot avoid liability by blaming an algorithm.

Connecticut’s anti-discrimination framework will expressly provide the use of AI or automated systems is not a defense to a discrimination claim.

In other words, if an AEDT disproportionately screens out candidates or influences decisions in a way that has an unlawful discriminatory effect, the employer may still be responsible even if the challenged output came from a third-party platform.

This provision reinforces a principle regulators have increasingly emphasized nationwide: employers remain accountable for employment decisions, whether those decisions are made by people, software, or a combination of both.

What Employers Should Do Now

For employers, the immediate takeaway is AI governance can no longer be treated as an IT issue.

Human resources, legal, compliance, and procurement teams should collaborate to identify all tools used in recruiting or personnel management, assess whether those tools materially affect employment decisions, and determine what disclosures this new law may require.

Employers should also assess whether internal policies, vendor agreements, and recordkeeping practices are sufficient to support compliance.

Even companies that already use AI responsibly may need to formalize review procedures, conduct bias testing, and create documentation explaining how automated outputs are considered by human decision-makers.

Connecticut’s new law reflects a broader regulatory trend: employers may continue using AI, but they must do so transparently, carefully, and with meaningful human accountability.

About the authors: Robert Brody is managing partner at Brody and Associates, LLC, which he founded in 1997. Matthew Chiota is a law clerk at Brody and Associates, awaiting admission to the Connecticut and New York Bar associations. Contact them at [email protected] or 203.454.0560.