Deep Cuts Live

deepcutslive•deepcutslive.podbean.com

Business

Entrepreneurship

DEEP CUTS LIVE is a series featuring candid conversations and interviews with entrepreneurs and innovators.

Last refreshed: June 28th, 2025 at 4:10 PM ⓘ

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Episodes

HOW TO LAUNCH A BUSINESS WITH FAITH, MORALS AND VALUES (feat. Robert Holt, Southern Draw Cigars)

In this latest episode of Deep Cuts Live host Antoine Reid, Southern Draw Cigars' founder Robert Holt shares how a series of bad decisions and failures led him and his wife Sharon to create Southern Draw Cigars. Southern Draw is a premium cigar brand known for putting faith and family at the center of its business. Learn how Holt and his family built charity into their work, how he balances religion with business, and his surprising advice to other entrepreneurs looking to launch a business toda...

Mar 02, 2022•1 hr 5 min•Ep. 67

HE MOVED FROM CUBA AND LAUNCHED HIS OWN CIGAR BRAND (feat. Reinier Lorenzo, HVC Cigars)

In this latest episode of Deep Cuts Live with host Antoine Reid, Reinier Lorenzo shares his entrepreneurial story. After leaving Cuba, Reinier moved to the United States where he would go on to create and launch his very own premium cigar brand. Reinier reveals what steps he took to create his own business and products and the very personal nature of the cigar business. He reveals his secret to success and the mindset it takes to get results.

Mar 02, 2022•1 hr•Season 3Ep. 66

STARTING A BUSINESS? DO THIS BEFORE YOU START AN LLC ... (feat. George James of Vorieo Cigars)

In this interview of Deep Cuts Live, Antoine interviews George James, an entrepreneur who launched his own premium cigar brand after working almost two decades in a Fortune 500 big tobacco company. George shares the steps he took to launch his brand including the special marketing, branding and blend development that took place. He also talks about how he controls his company's manufacturing process. Learn what big business move he says you should take before you even make your LLC official....

Mar 02, 2022•1 hr 2 min•Season 3Ep. 65

A GREAT TERRIBLE BUSINESS IDEA ... (feat. Grace Cabezas and Nigel Reo-Coker of Terrible Cigar Club)

In this episode of Deep Cuts Live, host Antoine Reid interviews Grace Cabezas and Nigel Reo-Coker, co-owners of The Terrible Cigar Club. Grace and Nigel were longtime friends who decided to join forces to launch their own cigar retail store and lounge with an accompanying monthly cigar subscription service. Learn more about Nigel's experiences as a professional English soccer player and Grace's experiences working in the cigar industry. Both share tips on how to build a business, how to find a c...

Mar 01, 2022•1 hr•Season 3Ep. 64

SHE MAKES CIGAR AND CANNABIS POKER ACCESSORIES (feat. Robin Blue of Blue Smoke ATL)

An interview with Robin Blue, founder of Blue Smoke ATL. Robin shares how her love of fashion led to her founding an accessory brand that appeals to both cigar and cannabis smokers. Robin talks about the ups and downs of business and how gaining feedback early on helped her better develop her business early on and how past failures helped her become a better business owner.

Mar 01, 2022•1 hr 4 min•Season 3Ep. 63

TURNING A HOBBY INTO A BUSINESS (feat. Desiree Sylver, PhD of Drunk Chicken Cigars)

A lot of people feel inspired to start their own business but how do you take a passion and build a profitable business around it? In this interview with Desiree Sylver, PhD, owner of Drunk Chicken Cigars, she discusses how she went from being a casual cigar smoker to a brand owner. Learn how she navigated the ups and downs of entrepreneurship and how she finds balance between work and family obligations.

Jan 01, 2022•58 min•Season 2Ep. 62

HOW TO CREATE A BUSINESS THAT GIVES BACK (feat. Steve Zengel, Los Caidos Cigars)

Some people start a business for fame, others for profit, and then some launch a business to give back. That's what Steve Zengel, founder of Los Caidos Cigars, did. Inspired by a personal loss suffered during Sept. 11, Steve launched his own cigar line where part of the profit of each cigar sold would go toward supporting police and firefighters. Learned how he got his start in the industry, how he learned from the mistakes he made, and his advice for other businesses looking to make a connectio...

Jan 01, 2022•1 hr 13 min•Season 2Ep. 61

HOW TO SCALE YOUR BRAND (feat. Matt Booth, owner of Room101)

How does a person scale their company and expand their brand across new categories? You do it exactly how Matt Booth, owner of Room101, did it. Matt started off making custom jewelry and once he established his brand and company, he chose to expand into completely new categories. Learn what inspired him to launch his own company, what his creative process is like, and how he's successfully gotten into the jewelry, premium cigar and spirits industries.

Dec 29, 2021•1 hr 4 min•Season 2Ep. 60

HIS CIGAR BRAND TEAMED UP WITH RAPPER AND SONGWRITER NAS (feat. David Gomes of Escobar Cigars)

Celebrities often attach their names to apparel, spirits and other products but it's rare to see celebrities attach their names to a premium cigar. Escobar Cigars made headlines this year when it announced it was partnering with Grammy award-winning rapper and songwriter Nas, who is a full-on partner with this premium cigar brand. Gomes talks about how that partnership came about and why DJ Khaled and others are embracing their brand. Also hear about how the supply chain crisis is impacting the ...

Dec 23, 2021•1 hr•Season 2Ep. 59

WHY CIGAR RATINGS SUCK (feat. Jeremy McDonald, owner of Wildfire Cigar Company)

Jeremy McDonald has spent years working in the cigar industry, handling the sales of a major cigar brand until recently when he launched his very own cigar brand, Wildfire Cigar Company. While many cigar brands would hope and pray for a good cigar rating, McDonald has seen behind the curtains of the review and rating process and isn't holding out for a good rating–he just wants to know if you like what he's created. Learn about the major cigar factory behind his first two releases, The Single an...

Dec 23, 2021•1 hr 8 min•Season 2Ep. 58

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