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Sean “Diddy” Combs aggressively marketed himself to the ultra-rich as he turned his edgy rap glamor into a billion-dollar fortune.

Billionaires told The Post he would cold email with business proposals, while other Wall Streeters acclaimed him as a “genius” and one CEO of the New York Stock Exchange called him an “inspiration” on a par with the Founding Fathers

But after federal investigators raided his Los Angeles and Miami homes as part of what law enforcement sources have told The Post is a sex-trafficking investigation led by the Southern District of New York, his career as an entrepreneur and investor is in jeopardy. Diddy has denied wrongdoing and called the probe “a witch hunt.”

Diddy was first declared a billionaire by hip-hop wealth expert Zack O’Malley Greenburg in 2022, but had coveted the status for years, telling Forbes in 1999, “I wanted to be very, very rich.”

Along the way he acquired a Rolodex littered with bold-faced names: he partnered with billionaire investor Ron Burkle; was “mentored” by hedge fund guru Ray Dalio; had his fashion line sold in Macy’s and Dillards; went into business with alcohol giant Diageo; opened the New York Stock Exchange with Este Lauder heir William Lauder; struck deals with Zac Posen and Liz Claiborne; 50% owned his own TV channel Revolt; launched a water range with Mark Wahlberg; and teamed up with Salesforce’s Marc Benioff to launch a black business marketplace.

In 2003, he sent the then owner of the Dallas Maverick Mark Cuban an email asking to design the uniforms for the NBA team, Cuban told The Post. They had never met so the cold email was a bold move.

For Diddy, it was a slam dunk to associate his new clothing brand, Sean John, with a pro sports team.

While Diddy took credit for the design, it was actually Diddy’s top designer who created it and Diddy signed off, Cuban said.

“We were an up and coming team at a time when pro sports teams didnt do anything with entertainment industry people,” Cuban said.

“We never even met… we never did any follow up or anything beyond that,” Cuban said.

For Diddy who had gone to Howard University to study business a single deal with an NBA team gave him credibility that he leveraged for even more dealmaking.

But it was a two-way street: Diddy also used his own cache the promise of entry into a world of celebrity to attract investment for his projects.

The same year as his Mavericks deal, Diddy got Burkle, a serial investor worth an estimated $2.9 billion according to Forbes, to inject $100 million into his fashion range Sean John.

It was to become Diddy’s longest-standing Wall Street relationship. After it was done, they partied with Michael Jackson while Sean John became a fixture in Macy’s and Dillards stores.

The next year the rapper teamed up with Este Lauder to create multiple fragrances, including one that was named “Unforgivable.”

The move gave him instant social cache. It let him rub shoulders, lucratively, with a New York social dynasty and in turn gave their decades-old brand a fresh, contemporary glamor associated not just with rap music, but his celebrity-packed White Parties in the Hamptons.

The company was thrilled with the partnership and chief operating officer William Lauder said Diddy was a “man who has built a phenomenal reputation as a tastemaker in music, in fashion and in business.”

The Lauder and Macy’s deals were celebrated with Diddy ringing the New York Stock Exchange’s opening bell in 2003, a sign of his power and influence.

Analysts said Diddy was one of the first celebrities to essentially license his name to brands and companies were able to draw on that to reach a more diverse group of customers.

In 2007, he was approached by the alcohol giant Diageo to become a brand spokesperson for its Croc vodka.

But he countered by proposing he become brand manager and chief marketing officer in return for a 50% profit share — and even had the business cards made up for his new role before the deal was done.

The vodka brand agreed. He missed no opportunity to promote it with the deal paying him nearly $1 billion over the next 15 years and turning Croc into a hugely successful brand.

The savvy negotiations led many in Hollywood to respect Diddy’s acumen. He was a master entrepreneur, one music business insider who said the rapper was widely respected in Hollywood as a businessman told The Post.

He was a super intelligent hardworking guy and a genius at brands… he turned Croc into a billion dollar business.

When he rang the NYSE bell in 2016 as a representative for Croc, then NYSE president Tom Farley said Diddy was “an inspiration” to him and similar to the Founding Fathers since they were both hustlers.

The comments were written up by Diddy’s own news website Revolt, which often reported favorably on its co-founder.

But the Diageo relationship ended in rancor in 2023 with Diddy accusing the multinational of racism; the case was settled in January with Diageo now sole owner of Croc and DeLen tequila.

In 2015, Diddy again teamed up with Burkle and also with boyband heartthrob turned movie star Mark Wahlberg, to buy now defunct water company AquaHydrate.

Once again, Diddy promoted it energetically, appearing on both coasts with Wahlberg.

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At least on paper, Burkle had the longest relationship with Diddy of any of his business partners. He has not commented on the allegations against Diddy.

Earlier this year Burkle, a one time close friend of former president Bill Clinton, was linked to another alleged sex trafficker when he was listed in an unsealed court filing naming people associated with Epstein. There is no suggestion Burkle engaged in wrongdoing.

Diddy also forged a relationship with Dalio, who as well as founding Bridgewater, the world’s largest hedge fund, has a personal net worth of $15.4 billion, according to Forbes, and has become a sought-after guru for his principle of radical transparency.

In 2017, at a Forbes gathering for the “100 Greatest Living Business Minds,” Diddy approached Bridgewater founder Ray Dalio and started peppering him with business questions.

Diddy was a frequent attender at business events. His celebrity rider included his own drink brands and “a young Thai coconut.”

Dalio tweeted in 2019 that Diddy “asked me to mentor him” and posted a slickly-produced video of a “recent mentor session of ours.”

?[H]es a real hero, Dalio said. And he wants to be a role model and help others.

“The greatest joy Im having now is helping other people to be successful, particularly helping people who can help a lot of people. Sean Combs, also known as @Diddy, is one such person,” Dalio posted, boosting Diddy to 1.3m followers looking for financial wisdom.

In 2021 Diddy teamed up with tech mogul Marc Benioff, CEO of Salesforce, who Forbes estimates to be worth $10.5 billion, to launch “SHOP CIRCULATE,” a marketplace for black-owned businesses.

That same year he launched a similar online marketplace, Empower Global.

“Building Black wealth starts with investing in Black-owned businesses and giving entrepreneurs access to the consumers needed to build sustainable companies that can thrive,” Combs said.

He told Billboard magazine last year that he wants to collaborate with Byron Allen, the TV mogul, and billionaire Hollywod director Tyler Perry to create a “black-owned media conglomerate,” although neither struck any deals with him.

After Diddy was accused by his ex Cassie of rape, sex trafficking, and domestic violence last November, and settled the suit without admitting her claims, brands began distancing themselves.

Macy’s, which still carried his fashion line, said they would stop selling his products. And 18 companies selling products on Empower are reported to have left the platform in recent months.

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Business

Ryanair raises fares after profits hit by lower ticket prices

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Ryanair raises fares after profits hit by lower ticket prices

Europe’s largest airline has seen annual earnings drop by 16% after cutting air fares – but revealed a price hike as it seeks to return to growth.

Ryanair reported profits after tax fell to €1.61bn (£1.35bn) for the year to 31 March, down from €1.92bn (£1.61bn) in 2024, still the second highest on record.

On average, plane tickets were 7% cheaper during this period than the 12 months before, it said.

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There had been a 21% rise in fares in the year up to March 2024, which bosses had signalled was due to end.

Higher-for-longer interest rates and inflation in the first half of the year meant ticket prices had to come down, the budget carrier said.

But fares are already back on the rise, Ryanair’s chief executive Michael O’Leary said.

The airline “cautiously” expects to recover “most, but not all” of the fare decline, which he said will boost profits.

Demand for summer flights is “strong”, Mr O’Leary said, with peak fares “modestly” ahead of last year.

In recent months, that rebound has already been under way. Fares since April are on track to be “a mid-high teen per cent ahead” by the end of next month, compared with the same period last year.

That trend is expected to continue to July, August and September, Mr O’Leary said.

“While we cautiously expect to recover most, but not all of last year’s 7% fare decline, which should lead to reasonable net profit growth in 2025-26, it is far too early to provide any meaningful guidance,” he said.

“The final 2025-26 outcome remains heavily exposed to adverse external developments, including the risk of tariff wars, macro-economic shocks, conflict escalation in Ukraine and the Middle East and European air traffic control mismanagement/short staffing.”

Read more from Sky News:
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Passenger numbers grew to a record 200 million on the back of cheaper fares, hitting a target that had been reduced due to delays in delivering new Boeing planes.

The US manufacturer has struggled with increased regulatory oversight after a door panel blew off an Alaska Airlines plane mid-flight in January last year. Strike action by staff had added to the delays.

The forecast for passenger numbers has been reduced again. Ryanair now aims to transport 206 million passengers in this financial year.

It hopes to reach 300 million passengers by 2034 and on Monday said it still expects to receive 300 new Boeing planes by 2033.

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World

Israel to allow ‘basic quantity of food’ into Gaza to avoid ‘starvation crisis’

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Israel to allow 'basic quantity of food' into Gaza to avoid 'starvation crisis'

Israel has said it will allow a “basic quantity of food” into the besieged enclave of Gaza to avoid a “starvation crisis” following a near three-month blockade.

Israeli Prime Minister Benjamin Netanyahu’s office said the decision was “based on the operational need to enable the expansion of the military operation to defeat Hamas“.

Gaza, where local authorities say more than 53,000 people have died in Israel’s 19-month campaign, has been under a complete blockade on humanitarian aid since 2 March.

It comes as global food security experts warn of famine across the territory and after a UN-backed report from last Monday which warned one in five people in Gaza were facing starvation.

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Israel ramps up bombing in Gaza

The statement from the prime minister’s office said it would “allow a basic quantity of food to be brought in for the population in order to make certain that no starvation crisis develops in the Gaza Strip”.

“Such a crisis would endanger the continuation of Operation ‘Gideon’s Chariots’ to defeat Hamas,” it added.

“Israel will act to deny Hamas’s ability to take control of the distribution of humanitarian assistance in order to ensure that the assistance does not reach the Hamas terrorists.”

More on Gaza

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Gaza is ‘a slaughterhouse’ says surgeon

It comes after a British surgeon working in Gaza said in a video to Sky News the enclave is now “a slaughterhouse” amid Israeli bombardment.

Israel has just ramped up its offensive in Gaza where it’s been conducting a military campaign in retaliation for 1,200 people killed and 251 taken hostage by Hamas on 7 October 2023 – with Palestinian health officials reporting at least 130 people were killed overnight into Sunday.

Israel Defence Forces (IDF) confirmed troops had begun “extensive ground operations throughout the northern and southern Gaza Strip”.

The Hamas-run health ministry in Gaza said 464 people had died in Israeli military strikes in the week to Sunday.

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In a statement on Sunday, IDF said its air force struck “over 670 Hamas terror targets throughout the Gaza Strip to disrupt enemy preparations and support ground operations” over the past week.

Israel has launched an escalation to increase pressure on Hamas, seize territory, displace Palestinians to the south and take greater control over the distribution of aid.

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UK

Easing trade and signing a defence pact would be manifesto promises delivered – and Starmer could use a win

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Easing trade and signing a defence pact would be manifesto promises delivered - and Starmer could use a win

This EU-UK summit has for months been openly billed by Sir Keir Starmer’s Downing Street as a hugely significant moment for this government.

The Labour leader promised in his 2024 election manifesto that the UK would sign a new security pact with the EU to strengthen cooperation and improve the UK’s trading relationship with the continent.

Since winning power in July, he has embarked on a charm offensive across European capitals in a bid to secure that better post-Brexit deal.

Monday is when the PM makes good on those promises at a historic summit at Lancaster House in London.

Read more: What exactly could the UK-EU reset look like?

There, the EU and UK are expected to sign a security and defence partnership, which has taken on a new sense of urgency since the arrival of President Trump in the White House.

It is an agreement that will symbolise the post-Brexit reset, with the PM, European Commission president Ursula von der Leyen and European Council president Antonio Costa also signing off on a communique pledging deeper economic cooperation.

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But, rather like the torturous Brexit negotiations I covered for years in London and Brussels under Conservative prime ministers, Sir Keir’s post-Brexit reset went down to the wire.

Discussions continued over night as the two sides snared up over details around fisheries, food trade and youth mobility.

It’s not that both sides did not want the reset: the war in Ukraine and the spectre of the US becoming an unreliable partner have pushed London and Brussels closer together in their common defence interest.

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Fishing and youth mobility – the two snags

But the pressure for this deal weighed more heavily on our prime minister than his European colleagues. He’s been talking for months about securing a reset and better trading relationship with the EU to bolster the UK economy.

His need to demonstrate wins is why, suggests one continental source, the Europeans let talks go to the wire, with London and Brussels in a tangle over fishing rights – key demands of France and the Netherlands – and a youth mobility scheme, which is a particular focus for Berlin.

In the end, the UK allowed EU fishing boats access to British waters 12 years.

“The British came with 50 asks, we came with two – on fishing and the youth mobility scheme,” says one European source.

EU sources say Brussels had offered a time-limited deal to lift checks on animal products – replicating London’s offer on fisheries – but the UK is reluctant to do this as it leaves too much uncertainty for farmers and supermarkets.

Donald Tusk, Friedrich Merz, Emmanuel Macron and Keir Starmer talk to the press after their meeting.
Pic: Reuters
Image:
Poland’s Prime Minister Donald Tusk, Germany’s Chancellor Friedrich Merz, France’s President Emmanuel Macron and Sir Keir Starmer talk to the press after their meeting on May 16, 2025 Pic: Reuters

Scotland election weighing on talks

A deal on food products, known as sanitary and phytosanitary (SPS) goods, would be a boost for the economy, with potentially up to 80% of border checks disappearing, given the breadth of products – paint, fashion goods, leather as well as foods – with an animal component.

Any deal also means the UK would have to align with rules made in Brussels and make a financial contribution to the EU to fund work on food and animal standards.

Both elements will trigger accusations of Brexit “betrayal”, as the UK signs up as a “rule taker” and finds itself paying back into the EU for better access.

Government figures had been telling me how they are more than prepared to face down the criticisms thrown at them from the Conservatives.

But sensitivities around fishing, particularly in Scotland, where Labour is facing elections next year, weighed on talks.

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The other area of huge tension was over a youth mobility scheme, which would enable young adults from member states to study and work in the UK and vice versa.

Government sources familiar with the talks acknowledge some sort of scheme will be included, but want details to be vague – I’m told it might be “an agreement about a future agreement”, while the EU sees this a one of its two core demands.

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European leaders gather in Ukraine

In talks late on Sunday night, the UK government appeared to be softening on re-opening the pre-Brexit Erasmus student exchange scheme as perhaps a way to get around the impasse, according to one EU source.

The UK rejoining this scheme had been rebuffed by Sir Keir last year, but was raised again last night in talks, according to a source.

Common ground on defence and security

Wherever the economic horsetrading lands, the two sides have found common ground in recent months is on defence and security, with the UK working in lockstep with European allies over Ukraine and relationships deepening in recent months as Sir Keir Starmer has worked with President Macron and others to try to smooth tensions between Kyiv and Washington and work on a European peace deal for Ukraine.

The expectation is that the two sides will sign a security partnership that will reiterate the UK’s commitment to build up the continent’s defence capability and stand united against Russian aggression with its partners.

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Five years of Brexit explained

The deal should also mean British arms companies will be able to access the EU’s €150bn rearmament programme, which has been set up to create a massive surge in defence spending over the next five years as Europe prepares itself to better repel threats.

It is clearly in neither side’s interest for Monday to go wrong.

The EU and UK need to maintain a united front and, more importantly for Keir Starmer domestically, the PM needs to show an increasingly sceptical public he can deliver on his promises.

Easing trade barriers with Britain’s biggest trading partner and signing an EU defence pact would be two manifesto promises delivered.

And with his popularity sinking to a record low in recent days, he could really do with a win.

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