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Interviewing Jimmy Boss on a new talent acquisition platform on Instagram: Outsiders

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Hello Mr. Boss! First of all, I would like to thank you for agreeing to answer our questions, it’s a real pleasure for us to have you today. For those who don’t know you yet, could you introduce yourself? Who are you, where are you from and what are you doing now?

Hello, my name is Jimmy, I have lived in London for over 3 years but I’m now living in Paris and I do a lot of things 

My 3 main activities are:

  1. The management of artists for 4 years now within my agency SDW Management
  2. The production of artists within my music label SDW Records
  3. I now offer training for young emerging artists who want advice on how to get started and develop in music

What I like a lot about your journey is that very often you went to fight to get the opportunities you wanted, even if that meant being refused dozens and finding devious methods to get there. Do you have to be relentless to succeed in this industry according to you?

Yes, you have to be determined and combative. In 2006, during a studio session in Paris, I met an R&B producer who told me how he had succeeded in placing one of his compositions on Alicia Keys’ album. He knew that she had booked 4 days of studio in Paris, he showed up at the studio 1 week before, he begged the sound engineers to let him attend the session. After a good ten refusals, they finally accepted.

Then, he tried several times to listen to his production during the session, but to no avail because of a manager mounted like a mirrored cabinet who was standing in the way. Then at the end of the session, he followed him down the street, then got into a taxi to follow him to his hotel. And in front of his determination, the star ended up asking what we let him pass, he could put his CD in the car and she just loved it!

Where many would have stopped at the first refusal, or might never even have tried, he showed courage and fighting spirit and even today the royalties he receives from this single piece allow him to live quietly in a 90m square in the heart of Paris without worrying about tomorrow.

I am convinced that any talented artist who presents a successful project is able to make a living from his music if he finds the right business model suited to his music and consistent with his values ​​and if he is sufficient combative to face the trials that await him.

Remember that it only takes a song, a meeting, an opportunity for everything to change. For my friend it was a chase in Paris…

Industry-wide, there are a lot of conscripts, but few are chosen … What do you think are the 3 biggest shortcomings of musicians who are getting into the world of music today?

The first that many lack is the lack of knowledge in our industry.

Because a lot of people have learned music by themselves, we think we can learn marketing and business by myself too, but I think that’s impossible. Since a pencil needs to be held by the hand to write, I needed a mentor to hold my hand to build myself.

And of all the artists and producers that I have had the chance to meet or rub shoulders with, I know of none that has been built alone, without the support of a third party more experienced in this industry.

The second defect that I come across a lot is the inability to look in the mirror.

Every artist believes that his creation is the best in the world, just as any parent finds his child to be the most beautiful. The public will have the final say. An artist unable to seek and / or accept feedback is doomed to failure.

The third is the lack of a plan.

That is to say, they are able to invest several thousand euros and several months or years in an album, but have no plan to defend it. They refuse to invest in clips and a substantial marketing budget to promote them. Which leads them to say “Well, it didn’t work, I’m doing another one …”.

Besides, with your experience and that of artists and contacts, for you is it better to remain independent or seek the signature in label in the long term?

The Majors have an incredible strike force, for sure. But the real question is: is it better to be top priority or number 97 on a list of 100?

If you become the No. 1 goal of a Major, then you should sign on the spot. If you are not sure, then abstain and use other methods to develop your visibility alone. In any case, when you have reached a sufficiently interesting level of visibility, the record label box will have to be considered with reflection because at the risk of repeating myself, the majors have an incredible striking force.

In addition to your musical activities, you offer training in the music industry. Can you tell us more about your Successful Artist program? Who is it for and what is it about?

The Successful Producer and Artist Training is precisely the kind of training that I would love to take when I started because it would save me a lot of time and money.

When I had to book my first studio session, I had no idea of ​​the rates charged, when I had to hire my first press officer, I had no idea who was good, who was bad and how much cost, etc., etc. In fact, at each stage, we either know what to do, how and with whom, or we go there in luck luck and intuition. With my Training, more chances. Everything is under control.

It is aimed at all artists in auto production or all producers in the making who wish to live from their music, professionalize and develop their visibility. Anyone who makes music, but comes up against a glass ceiling when it comes to selling it. The problem very often comes from a lack of method or the lack of tools and network. The training provides them with the answers they expect.

Where did you want to become a Music Business trainer?

In fact I always did. I’ve always been the guy you call when you have a question or problem.

I had already given my advice to many artists and producers before even thinking of creating this formation, I did it naturally and with pleasure because I feel that we are all fighting the same fight. One day a singer said to me, “You should write a book to guide future generations of artists who are coming.” It resonated with me.

At the same time, I was already taking online training in marketing, business management and personal development. It tilted, I thought rather than a book, why not condense all my knowledge and all my experience in an audio visual training accessible by everyone from anywhere in the world. And the project came to life.

What are your plans after that ?

I am currently working on the creation of a Music Business convention which should take place at the end of September 2020 in Paris. This convention will bring together many recording professionals as well as a few legendary producers who will come to share their experience on stage and during a cocktail party at the end of the day. I will have the opportunity to talk about it again.

Through your journey, we note how training has been a development engine for your projects. What resources do you recommend for musicians and producers outside of online programs to better understand the music world?

To better understand the music industry, I don’t really have it because I learned everything either in the field, or by interviewing more experienced professionals.

However, I learned a lot from the university that I went to in London specialized in music business when I started.

Given the trends of the past few years, what do you think the music industry will look like in 10 years?

From what I know artificial intelligence will be a thing but I can’t say no more about it.

Where can we find you if we want to know more about your services or your news?

Either on my website http://www.jimmyboss.com or on instagram @outsider

Michelle has been a part of the journey ever since Bigtime Daily started. As a strong learner and passionate writer, she contributes her editing skills for the news agency. She also jots down intellectual pieces from categories such as science and health.

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Business

Derik Fay and the Quiet Rise of a Fintech Dynasty: How a Relentless Visionary is Redefining the Future of Payments

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Long before the headlines, before the Forbes features, and well before he became a respected fixture in boardrooms across the country, Derik Fay was a kid from Westerly, Rhode Island with little more than grit and audacity. Now, with a strategic footprint spanning more than 40 companies—including holdings in media, construction, real estate, pharma, fitness, and fintech—Fay’s influence is as diversified as it is deliberate. And his most recent move may be his boldest yet: the acquisition and co-ownership of Tycoon Payments, a fintech venture poised to disrupt an industry built on middlemen and outdated rules.

Where many entrepreneurs chase headlines, Fay chases legacy.

Rebuilding the Foundation of Fintech

In the saturated space of payment processors, Fay didn’t just want another transactional brand. He saw a broken system—one that labeled too many businesses as “high-risk,” denied them access, and overcharged them into silence. Tycoon Payments, under his stewardship, is rewriting that narrative from the ground up.

Instead of the all-too-common “fake processor” model, where companies act as brokers rather than actual underwriters, Tycoon Payments is being engineered to own the rails—integrating direct banking partnerships, custom risk modeling, and flexible support for underserved industries.

“Disruption isn’t about being loud,” Fay said in a private strategy session with advisors. “It’s about fixing what’s been ignored for too long. I don’t chase waves—I build the coastline.”

Quiet Power, Strategic Depth

Now 46 years old, Fay has evolved from scrappy gym owner to an empire builder, founding 3F Management as a private equity and venture vehicle to scale fast-growth businesses with staying power. His portfolio includes names like Bare Knuckle Fighting Championships, BIGG Pharma, Results Roofing, FayMs Films, and SalonPlex—but also dozens of companies that never make headlines. That’s by design.

Where others seek followers, Fay builds founders. Where most celebrate their exits, Fay reinvests in people.

While he often deflects conversations around his personal wealth, analysts estimate his net worth to exceed $100 million, with some placing it comfortably over $250 million, based on exits, real estate holdings, and the trajectory of his current ventures.

Yet unlike others in his tax bracket, Fay still answers cold DMs. He mentors rising entrepreneurs without cameras rolling. And he shows up—not just with capital, but with conviction.

A Mogul Grounded in Real Life

Outside of business, Fay remains committed to his role as a father and partner. He shares two daughters, Sophia Elena Fay and Isabella Roslyn Fay, and has been in a relationship with Shandra Phillips since 2021. He’s known for keeping his personal life private, but those close to him speak of a man who brings the same intention to parenting as he does to scaling multimillion-dollar ventures—focused, present, and consistent.

His physical stature—standing at 6′1″—matches his professional gravitas, but what’s more striking is his ability to operate with both discipline and empathy. Fay’s reputation among founders and CEOs is not just one of capital deployment, but emotional intelligence. As one partner noted, “He’s the kind of guy who will break down your pitch—and rebuild your belief in yourself in the same breath.”

The Tycoon Blueprint

The playbook Fay is writing at Tycoon Payments doesn’t just threaten incumbents—it reinvents the infrastructure. This isn’t another “fintech startup” with a flashy brand and no backend. It’s a strategically positioned venture with real underwriting power, cross-border ambitions, and a founder who understands how to scale quietly until the entire industry has to take notice.

In an age where so many entrepreneurs rely on noise and virality to build influence, Fay remains a master of what can only be called elite stealth. He doesn’t need the spotlight. But his impact casts a long shadow.

Conclusion: The Empire Expands

From Rhode Island beginnings to venture boardrooms, from gym owner to fintech force, Derik Fay continues to build not just businesses—but a blueprint. One rooted in resilience, innovation, and long-term infrastructure.

Tycoon Payments may be the latest chess piece. But the game he’s playing is bigger than one move. It’s a long game of strategic leverage, intentional legacy, and generational wealth.

And Fay is not just playing it. He’s redefining the rules.

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