Sleepy Hallow
Sleepy Hallow

Book Sleepy Hallow for Private & Corporate Events

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In early 2020, Sleepy Hallow's "Deep End Freestyle" surged on social media, embodying Brooklyn drill's essence: minimal, melodic, intense. Born Tegan Chambers in 1999, Sleepy, alongside Sheff G, Great John, Pop Smoke, emerged as a fresh voice in New York hip-hop. Contrary to trap dominance, he offers dynamic, spirited verses, embracing diverse styles from Latin pop to guitar ballads while remaining rooted in Brooklyn drill. Tracks like "Tip Toe" and "Baddie Betty Boop" showcase his playful intensity, while his evolving sound proves he can transcend genre boundaries.

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Songs

2055

Molly

Breakin' Bad

Deep End Freestyle

Weight On Me

Notable

  • Grammy nominations, platinum singles, and international chart-toppers.
  • Immigrated from Jamaica, started rapping at 12, dropped out.
  • "Deep End Freestyle", "2055", "Die Young", "Cupid's Guidance", etc.
  • Featuring Marshmello, Doechii, Sheff G, 347aidan, and others.
  • Second studio album "Boy Meets World", latest single "Cupid's Guidance".
Services available with
Sleepy Hallow
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Book
Sleepy Hallow

Hi. We are Jay Siegan Presents. We are the talent liaisons that curate, ideate, and connect you to the right artists to transform special events into experiences of a lifetime. Our roots are those of musicologists and culture hawks, deeply embedded in the living performing arts. This is the foundation of our work, the soul of our business, and what we've been doing for over 25 years. We have the capacity and capability to bring any artist from anywhere in the world to your event. 

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How to hire Sleepy Hallow for private and corporate events

Who is Jay Siegan Presents?

We are the talent liaisons that curate, ideate, and connect you to the right artists to transform special events into experiences of a lifetime. Our roots are those of musicologists and culture hawks, deeply embedded in the living performing arts. This is the foundation of our work, the soul of our business, and what we've been doing for over 25 years. We have the capacity and capability to bring any artist from anywhere in the world to your event. 

How much does it cost to book Sleepy Hallow?

The cost associated with booking Sleepy Hallow is influenced by several factors. These include the interest and availability of the talent, the date and location, the nature of the event, and the schedule of the talent involved. To receive an accurate quote to book Sleepy Hallow for your event, we will need to gather some specific information.  Reach out to us to dig in more and we can discuss an offer with the agent for Sleepy Hallow. 

Agent info
Sleepy Hallow Agent, Booking, Contact Information & Disclosure
How this works

Please note, we are not the agents or managers for the talent listed, except as indicated, nor are we affiliated with any particular agency roster. This ideal and impartial position in the industry allows us to make the best recommendations that align with our client’s objectives and budgets. Please remember that we don't accept fan emails, special requests, meet and greets requests. Serious booking inquiries only, please.  Our secret to success is our solid industry relationships and our experience booking talent!

Upcoming public performances

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events and private parties such as weddings, birthdays, anniversaries, fundraisers, and galas. Whether the event is for 10 exclusive guests on a private island, a luxury wedding in the Hamptons, or a sales conference for a Fortune 500 company in Las Vegas, there is no event too big or too small that we can't help secure famous talent for.

Will Sleepy Hallow do a private concert or performance?
+

Sleepy Hallow can perform at private events, including intimate performances and exclusive concerts. The availability of Sleepy Hallow and several other factors will determine feasibility. The JSP team will work closely with you on finding an iconic performer for your private event.

What does it take to secure Sleepy Hallow for a luxury private party or wedding?
+

A lot goes into securing top talent like Sleepy Hallow to perform at a private party or wedding but the JSP team is well-equipped and connected to provide you with the best available performers for your event. Reach out to our team with your event details and dream artists, and together we can make it a reality!

Does Sleepy Hallow perform for virtual events?
+

Sleepy Hallow may be open to performing or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the artist or talent secured best matches the event type, in-person or virtual. We have booked world-class performers like the Goo Goo Dolls, top magicians like Justin William along with pop stars Train for virtual events.

How can I find out Sleepy Hallow's availability to perform at an upcoming event?
+

We work closely with talent’s teams to determine if Sleepy Hallow is available for an event. Things like tour dates or time off can impact Sleepy Hallow's availability for your event. Connect with our team to find out if your dream performer is available for your private or corporate event.

Will artists and talent like Sleepy Hallow travel to perform at events?
+

Talent like Sleepy Hallow can be open to travel to perform at events worldwide. We specialize in coordinating and securing talent for events both in the United States and abroad. While not every occasion calls for it, for those that do, we offer on-site talent and crew management so that clients can focus on wowing their guests, while having a great time themselves.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top talent like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent, customizing all-star line-ups, negotiating contracts, and coordinating events.

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events, fundraisers, galas, and private parties such as birthdays, anniversaries, or holiday celebrations. Whether the event is made up of a large audience or an intimate group, we can help secure high-impact celebrity magicians for you.

Will Sleepy Hallow do a private event?
+

Magicians like Sleepy Hallow can sometimes be open to performing at private events. The availability of Sleepy Hallow and several other factors will determine feasibility. We will work closely with you on finding a mesmerizing magician for your private event.

Does Sleepy Hallow perform at virtual events?
+

Magicians like Sleepy Hallow may be open to performing or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the magician best matches the event type and guest list.

How can I find out Sleepy Hallow's availability to perform at an upcoming event?
+

We work closely with the respective magician’s team to determine if Sleepy Hallow is available and interested in your event. Connect with our team to find out if your favorite celebrity magician is available for a private event.

Can you help me book a magician similar to Sleepy Hallow?
+

If Sleepy Hallow is unavailable for your event or out of your budget, our team will provide recommendations for similar magicians that best meet your event goals. We can secure nearly any magician you can think of to make your dream event a reality for you and your guests.

Will magicians like Sleepy Hallow travel to perform at events?
+

Magicians like Sleepy Hallow can be open to travel to participate in events worldwide. We specialize in coordinating and securing magicians for events both in the United States and abroad. While not every occasion calls for it, we offer on-site talent and crew management so that clients can focus on wowing their guests, while having a great time themselves.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top magicians and celebrities like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent of all kinds, negotiating contracts, and coordinating events.

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events, fundraisers, and galas. Whether the event is a fire-side chat or larger sales kick-off, we can help secure high-impact speakers and celebrities for you.

Will Sleepy Hallow do a private event?
+

Talent like Sleepy Hallow can sometimes be open to speaking at private events. The availability of Sleepy Hallow and several other factors will determine feasibility. We will work closely with you on finding an iconic speaker for your private event.

Does Sleepy Hallow speak at virtual events?
+

Talent like Sleepy Hallow may be open to speaking or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the speaker best matches the event type.

How can I find out if Sleepy Hallow is available to speak at an upcoming event?
+

We work closely with the respective speaker’s team to determine if Sleepy Hallow is available and interested in your event. Connect with our team to find out if your dream speaker or celebrity is available for a private event.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top talent like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent, customizing all-star line-ups, negotiating contracts, and coordinating events.

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events, fundraisers, galas, and private parties such as birthdays, anniversaries, or holiday celebrations. Whether the event is made up of a large audience or an intimate group, we can help secure high-impact celebrity comedians for you.

Will Sleepy Hallow do a private event?
+

Comedians like Sleepy Hallow can sometimes be open to performing at private events. The availability of Sleepy Hallow and several other factors will determine feasibility. We will work closely with you on finding an iconic comedian for your private event.

Does Sleepy Hallow perform at virtual events?
+

Comedians like Sleepy Hallow may be open to performing or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the comedian best matches the event type and guest list.

How can I find out Sleepy Hallow’s availability to perform at an upcoming event?
+

We work closely with the respective comedian’s team to determine if Sleepy Hallow is available and interested in your event. Connect with our team to find out if your favorite celebrity comedian is available for a private event.

Can you help me book a comedian similar to Sleepy Hallow?
+

If Sleepy Hallow is unavailable for your event or out of your budget, our team will provide recommendations for similar comedians that best meet your event goals. We can secure nearly any comedian you can think of to make your dream event a reality for you and your guests.

Will comedians like Sleepy Hallow travel to perform at events?
+

Comedians like Sleepy Hallow can be open to travel to participate in events worldwide. We specialize in coordinating and securing comedians for events both in the United States and abroad. While not every occasion calls for it, we offer on-site talent and crew management so that clients can focus on wowing their guests, while having a great time themselves.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top comedians and celebrities like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent of all kinds, negotiating contracts, and coordinating events.

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events, fundraisers, and galas. Whether the event is a fire-side chat or larger sales kick-off, we can help secure high-impact speakers and celebrities for you.

Will Sleepy Hallow do a private event?
+

Talent like Sleepy Hallow can sometimes be open to speaking at private events. The availability of Sleepy Hallow and several other factors will determine feasibility. We will work closely with you on finding an iconic speaker for your private event.

Does Sleepy Hallow speak at virtual events?
+

Talent like Sleepy Hallow may be open to speaking or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the speaker best matches the event type.

How can I find out if Sleepy Hallow is available to speak at an upcoming event?
+

We work closely with the respective speaker’s team to determine if Sleepy Hallow is available and interested in your event. Connect with our team to find out if your dream speaker or celebrity is available for a private event.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top talent like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent, customizing all-star line-ups, negotiating contracts, and coordinating events.

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events, fundraisers, galas, and private parties such as birthdays, anniversaries, or holiday celebrations. Whether the event is made up of a large audience or an intimate group, we can help secure high-impact celebrity magicians for you.

Will Sleepy Hallow do a private event?
+

Magicians like Sleepy Hallow can sometimes be open to performing at private events. The availability of Sleepy Hallow and several other factors will determine feasibility. We will work closely with you on finding a mesmerizing magician for your private event.

Does Sleepy Hallow perform at virtual events?
+

Magicians like Sleepy Hallow may be open to performing or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the magician best matches the event type and guest list.

How can I find out Sleepy Hallow's availability to perform at an upcoming event?
+

We work closely with the respective magician’s team to determine if Sleepy Hallow is available and interested in your event. Connect with our team to find out if your favorite celebrity magician is available for a private event.

Can you help me book a magician similar to Sleepy Hallow?
+

If Sleepy Hallow is unavailable for your event or out of your budget, our team will provide recommendations for similar magicians that best meet your event goals. We can secure nearly any magician you can think of to make your dream event a reality for you and your guests.

Will magicians like Sleepy Hallow travel to perform at events?
+

Magicians like Sleepy Hallow can be open to travel to participate in events worldwide. We specialize in coordinating and securing magicians for events both in the United States and abroad. While not every occasion calls for it, we offer on-site talent and crew management so that clients can focus on wowing their guests, while having a great time themselves.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top magicians and celebrities like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent of all kinds, negotiating contracts, and coordinating events.

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events, fundraisers, galas, and private parties such as birthdays, anniversaries, or holiday celebrations. Whether the event is made up of a large audience or an intimate group, we can help secure high-impact celebrity comedians for you.

Will Sleepy Hallow do a private event?
+

Comedians like Sleepy Hallow can sometimes be open to performing at private events. The availability of Sleepy Hallow and several other factors will determine feasibility. We will work closely with you on finding an iconic comedian for your private event.

Does Sleepy Hallow perform at virtual events?
+

Comedians like Sleepy Hallow may be open to performing or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the comedian best matches the event type and guest list.

How can I find out Sleepy Hallow’s availability to perform at an upcoming event?
+

We work closely with the respective comedian’s team to determine if Sleepy Hallow is available and interested in your event. Connect with our team to find out if your favorite celebrity comedian is available for a private event.

Can you help me book a comedian similar to Sleepy Hallow?
+

If Sleepy Hallow is unavailable for your event or out of your budget, our team will provide recommendations for similar comedians that best meet your event goals. We can secure nearly any comedian you can think of to make your dream event a reality for you and your guests.

Will comedians like Sleepy Hallow travel to perform at events?
+

Comedians like Sleepy Hallow can be open to travel to participate in events worldwide. We specialize in coordinating and securing comedians for events both in the United States and abroad. While not every occasion calls for it, we offer on-site talent and crew management so that clients can focus on wowing their guests, while having a great time themselves.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top comedians and celebrities like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent of all kinds, negotiating contracts, and coordinating events.

Q&A

What types of events can I book Sleepy Hallow for?
+

The most common types of events that Sleepy Hallow can be booked for include corporate events and private parties such as weddings, birthdays, anniversaries, fundraisers, and galas. Whether the event is for 10 exclusive guests on a private island, a luxury wedding in the Hamptons, or a sales conference for a Fortune 500 company in Las Vegas, there is no event too big or too small that we can't help secure famous talent for.

Will Sleepy Hallow do a private concert or performance?
+

Sleepy Hallow can perform at private events, including intimate performances and exclusive concerts. The availability of Sleepy Hallow and several other factors will determine feasibility. The JSP team will work closely with you on finding an iconic performer for your private event.

What does it take to secure Sleepy Hallow for a luxury private party or wedding?
+

A lot goes into securing top talent like Sleepy Hallow to perform at a private party or wedding but the JSP team is well-equipped and connected to provide you with the best available performers for your event. Reach out to our team with your event details and dream artists, and together we can make it a reality!

Does Sleepy Hallow perform for virtual events?
+

Sleepy Hallow may be open to performing or appearing virtually. Each event is unique and we are experts in navigating nuances to ensure the artist or talent secured best matches the event type, in-person or virtual. We have booked world-class performers like the Goo Goo Dolls, top magicians like Justin William along with pop stars Train for virtual events.

How can I find out Sleepy Hallow's availability to perform at an upcoming event?
+

We work closely with talent’s teams to determine if Sleepy Hallow is available for an event. Things like tour dates or time off can impact Sleepy Hallow's availability for your event. Connect with our team to find out if your dream performer is available for your private or corporate event.

Will artists and talent like Sleepy Hallow travel to perform at events?
+

Talent like Sleepy Hallow can be open to travel to perform at events worldwide. We specialize in coordinating and securing talent for events both in the United States and abroad. While not every occasion calls for it, for those that do, we offer on-site talent and crew management so that clients can focus on wowing their guests, while having a great time themselves.

How can I go about booking Sleepy Hallow for a private or corporate event?
+

Reach out to us to tell us about your event. We can work together to determine availability, budget, and other details to secure top talent like Sleepy Hallow, for your event. Our talented team has extensive experience curating talent, customizing all-star line-ups, negotiating contracts, and coordinating events.

Let's talk more

Spend 5 minutes and tell us about your event, preferences and other details, and get personal recommendations curated by Jay and his crew.

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