Golf fans know John Daly for his power off the tee, his fearless style, and his colorful life story. Over the last decade and a half, one person has been a steady presence beside him: Anna Cladakis
Many headlines call her “John Daly’s wife,” but that is not accurate. Anna is Daly’s long-time partner and fiancée.
They have been together since the late 2000s and got engaged in 2014.
They have chosen not to rush into a wedding, yet they share life, business interests, and family moments that are as strong as many marriages.
This deep-dive gives you a clear, human, and simple overview of Anna Cladakis who she is, what she does, how she and Daly met, how their blended family works, what is known about money matters like net worth in 2023, and answers to the most common questions fans ask.
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Table of Contents
Who is Anna Cladakis?
Anna Cladakis worked in promotions and marketing with Hooters, a brand that has long been part of golf culture through events and sponsorships.
That job is how she and John Daly first crossed paths. Over time, the friendship turned into a relationship. Anna is often seen supporting Daly at tournaments, sponsor days, and charity appearances.1
You’re invited to roll with me all football season @HardRockBet #Ad pic.twitter.com/0EAtj8SdKg
— John Daly (@PGA_JohnDaly) August 20, 2025
Beyond the spotlight, Anna is an entrepreneur. With her siblings, she helps run The Bridge Lounge, a neighborhood bar in Tarpon Springs, Florida, that their father purchased in 2003.
Years after he passed, the business struggled. In 2016, the family went on the Spike TV show Bar Rescue to get a turnaround plan from host Jon Taffer Daly even took part to support the family.
The episode shows Anna’s practical side, her pride in her father’s legacy, and how she handles a real-world business challenge.
Quick Stats: Anna Cladakis at a Glance
| Field | Detail |
|---|---|
| Name | Anna Cladakis |
| Known for | Long-time partner and fiancée of golfer John Daly |
| Relationship status | Engaged to John Daly since December 2014 (not married) |
| First linked with Daly | Late 2000s; met through her work in Hooters promotions/marketing |
| Occupation/Background | Former Hooters promotional/marketing executive; entrepreneur; co-owner with family of The Bridge Lounge (Tarpon Springs, Florida) |
| TV appearance | Featured with family on Bar Rescue episode about The Bridge Lounge; Daly appeared to help |
| Family connections | Mother of Charitsa “Lil Grit” Cladakis (her daughter); Daly lovingly calls her his “bonus daughter” |
| Daly’s children | Shynah Hale Daly, Sierra Lynn Daly, and John Patrick “Little John” Daly II |
| Social media | X/Twitter: @jdsace (Anna) |
| Where you’ll see her | On course with Daly, at PGA Tour Champions events, charity and sponsor outings |
The Relationship Explained
John Daly announced his engagement to Anna in December 2014. It would be Daly’s fifth marriage if they decide to tie the knot.
Yet the couple has made it clear they are in no hurry, and they have built a life that works for them without a wedding date. Media reports through 2024–2025 still describe Anna as Daly’s fiancée rather than his wife.2
This choice makes sense when you consider Daly’s past four marriages and public divorces are part of his life story. Staying engaged seems to be their way of keeping the relationship simple and steady.
Despite the label, their bond looks strong, and they are often seen together at events and during tournament weeks.
How they show up for each other
Fans notice Anna because she is present. She has been pictured walking practice rounds, watching Daly in competition, and even caddying at select events or exhibitions.
Their matching Loudmouth outfits became a lighthearted signature during some weeks, and Anna embraces Daly’s larger-than-life vibe without trying to change him. She celebrates his wins, including his PGA Tour Champions victory at the Insperity Invitational, and he praises her publicly.
Recently, Daly has posted heartfelt messages about Anna and her daughter. He calls Charitsa his “bonus daughter” and cheers on her milestones, which shows how fully he embraces Anna’s family. It is the picture of a blended family that works.3
Anna and John Daly’s Children
Anna’s daughter
Long before she met Daly, Anna had a daughter, Charitsa. A 2005 Tampa Bay Times report documented a child-support arrangement connected to Charitsa’s father, Outback Steakhouse co-founder Chris Sullivan, noting that Anna gave birth to a daughter in July 2004.
Today, Charitsa is an adult pursuing higher education, and Daly openly calls her his “bonus daughter” in birthday tributes, which underlines the closeness in their home life.4
John Daly’s children
Daly is a father of three: Shynah Hale Daly (with second wife Bettye Fulford), Sierra Lynn Daly (with third wife Paulette Dean), and John Patrick “Little John” Daly II (with fourth wife Sherrie Miller).
Little John is a talented young golfer and has competed alongside his dad at the PNC Championship, where they famously won together in 2021. The family’s story has been covered by mainstream outlets, including People.5
How the blended family functions
From the outside, the arrangement looks straightforward and healthy. Anna respects Daly’s role as a father. Daly supports Anna’s relationship with her daughter. Both show up at important moments.
Their posts and public appearances reflect encouragement, shared travel, and family pride rather than drama. In the world of pro sports where schedules are chaotic this is no small feat.6
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Work and Business: From Hooters Promotions to Bar Rescue
Anna’s Hooters background gave her a strong foundation in event marketing, sponsor relations, and hospitality.
Those skills translate well to life on tour, where sponsor outings, pro-ams, and charity days are constant. She understands operations and how to put on a show valuable traits when you partner with a celebrity athlete.
Her family’s bar, The Bridge Lounge, also benefits from that experience. The Bar Rescue episode made public what many small business owners face: a changing market, rising costs, and leadership gaps after a major family loss.
On the show, Anna and her siblings received a full venue makeover and a playbook to get the bar back on track. Daly’s involvement showed how tight-knit the relationship is.
Net Worth as of 2025
John Daly’s net worth has been widely reported around the $2 million mark in recent years.
Celebrity Net Worth and other outlets put him near that figure, noting that it could have been much higher if not for heavy gambling losses and the costs of multiple divorces.
By 2023, and still into 2025 reporting, that $2 million estimate is the number most outlets cite. 7
Anna Cladakis’s net worth
Anna’s personal net worth is not publicly disclosed in reliable financial filings. She is a private citizen who owns or co-owns a small business with family members and partners with Daly on various appearances and ventures.
While you will find speculative numbers on low-credibility blogs, there is no solid, verifiable estimate from primary financial sources.
The practical picture
What we can say with confidence is that Daly and Anna live comfortably by blending endorsement income, appearance fees, Daly’s golf-related earnings on the PGA Tour Champions, merchandise (Daly has long sold branded gear), and small-business income.
They also keep a relatively low-key lifestyle outside event weeks. The couple’s decision to remain engaged rather than marry may also be a pragmatic approach to managing finances after Daly’s expensive divorces.
On-Course Presence and Support
If you follow PGA Tour Champions broadcasts or social clips, you have likely seen Anna near the ropes or walking with Daly. Golf outlets have noted that she has caddied for him on occasion.
While she is not his full-time caddie, that role illustrates how closely they coordinate during tournament weeks travel plans, practice, sponsor duties, and fan interactions. Matching outfits may grab attention, but the real story is teamwork.
FAQ’s
1) Are John Daly and Anna Cladakis married?
No. They got engaged in December 2014 and remain engaged. Multiple outlets still refer to Anna as Daly’s fiancée. SB NationSportskeeda
2) How did they meet?
They met through Anna’s work in Hooters promotions and marketing, which intersected with Daly’s world in golf. Independent.ie
3) Do they have any children together?
No. Daly has three children from prior marriages. Anna has a daughter from a previous relationship. Daly calls her his “bonus daughter.” SportskeedaEssentiallySportsTennis World USA
4) What does Anna Cladakis do for a living?
She is a former Hooters promotional/marketing executive and an entrepreneur who helps run The Bridge Lounge in Tarpon Springs with her family. Their bar appeared on Bar Rescue for a turnaround plan.
5) What is John Daly’s net worth in 2023?
Public estimates put Daly around $2 million. That figure is similar across 2023–2025 coverage and is often attributed to past gambling losses and divorce settlements that reduced what could have been a much larger fortune. Celebrity Net WorthSportskeeda
Final Word
Calling Anna Cladakis “John Daly’s wife” might be catchy, but it misses the point. She is his partner, his fiancée, and a major reason Daly’s life has found a steadier rhythm.
She brings real-world experience in events and small business, and she puts family first. Whether or not a wedding ever happens, their bond already looks like the thing that matters most: a lasting team.
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