Troy Chiappone sings Sinatra, Dean Martin, Elvis, and more!

Regarding Singing Telegrams,
For in-person live singing telegrams... I bring my portable Bose speaker system and wireless microphone where I can walk right up singing with excellent sound as soon as I arrive and pleasantly surprise your special someone!
I usually sing 1-3 of the best songs from my set-list such as: "New York New York", "Fly me to the Moon", "The Way you Look Tonight", "Can't Help Falling in Love -Elvis Presley", "Margaritaville", "Folsom Prison Blues", "It's Not Unusual" "She's A Lady"-Tom Jones, and many more...
I usually sing happy birthday after a few songs or when the timing is right. I even have a special and unique birthday song called "Happy Birthday Baby" in the style of Elvis for the ladies.
(If you have any special requests or preferred songs let me know!)

For my performances I always dress sharp such as in a modern suit, sometimes with a Fedora, or perhaps my all black leather Elvis 68 Comeback Tour Suit? or maybe I dress a little country for a Toby Keith or Jimmy Buffet Fan... I make it very personalized and fun. I am not afraid to walk right up to your special someone or sit next to them and serenade them (lots of smiles guaranteed ;)).
I don't make it only about myself either, I center it around your special someone and even share the microphone if they are the type that wants to show off a little and sing too which some people have really enjoyed from experience. I really try to engage the audience and make it an amazing memory.
I typically bring a bouquet of flowers for a lady, and/or wine and other personalized gifts such as a cigar or whiskey or box of chocolates for a man. At the end of my singing telegram experience I can take selfies together with your loved one, and I will print them out on-the-spot at the end of the show so that your loved ones will get souvenirs to enhance the memory! Prices for singing telegrams vary based on how far ahead I am notified, travel distance, and the complexity of the gift, or other special requests.

I also offer digital singing telegrams that can be delivered even if you live in Alaska or another country! Starting at $250 we can set up a facetime or zoom call and I will sing a handful of songs and sing your loved ones happy birthday! Just ask for more details! I can even do a longer digital performance upon request and sing many more songs if you desire.

Regarding One, Two, or Three-Hour Performances (or Anything in Between),
-For a three-hour-show I usually take one or two 15-20 minute breaks to break up the set-list, make special announcements, or to eat with, and take pictures with the party guests. My set-list involves dozens of my best songs and I cycle through the music various legendary artists, usually performing a handful of Frank Sinatra's songs, then Dean Martin, the music of Tom Jones, Elvis Presley, Johnny Cash, "Mack the Knife"- Bobby Darin, select country songs, Jimmy Buffett, Elvis Presley, or whatever I artistically feel the crowd may enjoy most in the moment.
-For a one-hour-show or less I usually perform straight through, singing a solid set of songs.
- I always show up on time so I can set everything up perfectly, I bring a robust Bose speaker system appropriate to the size of the venue and the requests of my clients.
- I am one of few performers who makes it an interactive and fun experience as I walk around with my wireless microphone inside or even outside your private house party singing, and with speakers strategically placed so that everyone can hear me even in separated rooms. I interact with your guests so that I am not just stuck in one area which allows for a lot more fun, and I can make an intimate show into a great time. I try to engage with people and make them feel special when I walk up to them or sing nearby them.
- From the way I dress to the presentation of my equipment, my setup is clean, sophisticated, and looks classy with black cloth table covers and black speaker-stand tripod skirt-skrims.
- I even have (optional) impressive dance party lighting that I bring to illuminate the performance area , or dance floor, and I can even supply karaoke for those attending your party or special event. People love to come up and show off their talents!
Whether you have 300 or 10 people attending I have the equipment to make your event a fantastic success.

Hello, I'm Troy, and I starting singing when I was 19 in Niagara Falls NY. I took voice lessons from a talented Opera Singer in college before I performed my first weekly gig at a local Italian Bistro on a weekly basis. Eventually, I was performing at Mercy Flight Fundraisers, Birthday Parties, and on the stage at the Buffalo NY Italian Festival, I recently performed on stage at the St. Pete FL Italian Festival for an hour for my birthday, and at one point I even tried out for American Idol.
In college I fell in love with albums by Frank Sinatra, Dean Martin, Elvis Presley, Bobby Darin, Tom Jones and even select songs by country music artists and more...and I gradually added my favorite songs to my repetoire and performed them at restaurants and parties.
I may be of mostly Italian American descent, but I also have other ethnic heritage in me as well, and I have performed for people from all over the world, from Ukrainian and Russian birthday parties, to Polish, and Irish and Pakistani people, to Indian, Chinese, Phillipines, Jamaica, and Jewish people. I have performed for a variety of Latin and Hispanic people and many many more, and that keeps my job infinitely interesting, exciting, and fun.
I also travel all over the state of Florida for performances and to other states as well. I have performed with big bands and medium sized bands before, but mostly I perform solo with my beautiful sounding Bose Speaker equipment and instrumental tracks with my authentic voice.
I have been casually tipped $500 by billionaires at Cigar Lounges, and I have personally tipped military veterans lying on the ground downtown playing an American Songbook Standard like "On The Sunny Side of the Street" with their backpack as a tip jar and a $15 roll-up keyboard.
I have been blessed and very lucky to have been raised by two loving parents who supported whatever path I decided in life, and my Mom was an inspiration for leading me into learning many songs I may not have otherwise considered.
When I perform I get into a flow-state and time seems to fly by as I make eye contact with my audience members and serenade them face to face. I love getting strangers to smile and its a great blessing that I have brought happiness to thousands of people over the past 10 years singing great songs that I genuinely enjoy.
My dream is to create an original song or cover a song that resonates with millions of people and becomes a part of the soundtrack of their life.
In the meantime while I work on that I will continue to perform beautiful music and get people smiling and dancing and having a great time, because I love what I do.

I bring all of my own equipment. The equipment that I choose to bring varies based on the venue size and layout. Key components are: my high-end wireless microphone, my instrumental music tracks that accompany my voice, my compact but powerful line array speakers, or multiple speakers for larger or oddly shaped venues where I can still deliver excellent sound.
All I need is a power outlet and a small space to put my speaker for private parties, I can for example, sing around your pool and also inside your house at the same time with my wireless speaker technology.
For a surprise event (singing telegram) at a restaurant table or special location such as at someones workplace or home I bring a portable Bose Speaker and sing over instrumental tracks. I hold a wireless microphone in my other hand, and the best part is that for these types of performances I sound great with zero setup time!
I also have lighting that I can bring upon request for dimly lit venues or for other reasons.
I even have an impressive party light for an after-singing dance-party (upon request) where I can do some DJ'ing with my phone controller or turntable.