
Advertise on podcast: Puff, Sip, Chat
Rating
4.9from
This podcast has
130 episodes
Language
EnglishPublisher
Reggie KimbleExplicit
Yes
Date created
2020/03/28
Latest episode
2026/10/21
Average duration
33 min.
Release period
41 days
Description
Exploring the world of premium cigars and whisky with the people who make it possible.
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Check latest episodes from Puff, Sip, Chat podcast
The Power of Collaboration in Tampa’s Cigar Community
2026/10/21
Join Reggie Kimble, Howard Holley, Ike, and Walt Booty as they chop it up in Tampa’s Puff Sip Chat Lounge for a candid, unfiltered discussion. This episode dives into collaboration, tech in the cigar industry, and the best spots in Tampa Bay for cigar lovers.
- How the partnership between smokedogg.com and Humidor IQ is streamlining cigar distribution and lounge management
- The real-world impact and practical uses of AI for everyday business, cigar retailers, and enthusiasts
- Why regular wellness check-ins, like the “Black Men Wellness Check,” matter for brotherhood and community
- What makes the perfect cigar lounge, including atmosphere, humidors, and air quality — plus pet peeves
- The top 5 recommended cigar lounges in the Tampa Bay area, straight from local experts
Episode Chapters
00:00 Introducing Smokey Conversations Podcast
05:45 Starting the podcast idea
08:16 The importance of true friendships
10:01 Black Men Wellness Check segment
14:49 Integrating Humidor IQ with Smokedog
19:28 Importance of Financial Literacy and AI
22:06 Caution against over-relying on AI
26:48 Promoting Smokedog and Humidor IQ
28:04 Using rewards at Humidor IQ lounges
33:38 Announcing Kingmaker Cigars Deal
35:45 Listing a cigar on the website
37:52 Logging cigar experiences with HumidorIQ
43:42 Earning the owner's trust
44:50 Perfect lounge essentials discussion
49:58 Top 5 lounges in Tampa
52:01 Recommending local music venues
54:46 Discussing Tampa's cigar and drink scene
57:38 Connecting with old friends
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Clearwater Cigar Company: Where to Grab a Stick, Chill, and Feel at Home
2026/10/07
Discover Clearwater Cigar Company with Reggie Kimble as he tours the shop and chats with co-owner Nassim. Get the details on what sets this grab-and-go cigar spot apart in Clearwater, Florida.
How Nassim and his brother revamped the humidor and curated their top-selling hand-rolled cigarsThe blend selection, including Nicaraguan long filler, AJ Fernandez limited editions, Fuentes, and CLE ConnecticutsInsights on running a cigar shop: customer loyalty, local competition, and unique challenges in the cigar industryThe vibe of the outdoor patio lounge and the welcoming, community-focused atmosphereFuture plans for the shop, including remodeling, locker legacy system, and respecting the shop’s 17-year history
Chapters:
00:00 Expanding hand roll offerings
04:08 Revamping the AJ collection
08:32 Transitioning from ATMs to Retail
11:08 Building customer relationships
15:26 Customer loyalty points system
17:19 Sharing Cigars and Brand Loyalty
21:09 Shared memories at the lounge
23:55 Reggie introduces Nassim and promotes siteSupport the show
Real Talk on Cigar Lounges: Etiquette, Service, and Good Vibes
2026/09/02
Join Reggie Kimble in the Puff Sip Chat Lounge as he sits down with Cigar Lady Annette to talk about the ins and outs of cigar lounge culture. Get a straight-shooting discussion about etiquette, customer service, and the realities of running a lounge.
• Cigar lounge etiquette and common pet peeves
• Cigar Lady Annette’s journey as a lounge owner and founder of Leaf Angels LLC
• The importance of ventilation and proper lounge management
• Favorite Tampa lounges and what makes each unique
• Lessons learned from real-world experience in the cigar community
Chapters:
00:00 Returning to the lounge scene
03:58 Talking about Leaf Angels
06:58 Hosting cigar events and Unity Smoke
11:24 Parenting and accountability lessons
15:54 Reflections after the PCA event
19:36 Affordable cigars from J.R. Cigar
20:05 Smoking cigars during activities
23:34 Ventilation issues in Tampa lounge
28:10 Challenges of owning a lounge
30:20 Critiquing customer service basics
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Inside Chewy’s Lounge: Tampa’s Ultimate Music and Cigar Venue
2026/08/19
On this episode of Smoke Dogg’ Cigars presents Puff, Sip, Chat join Reggie Kimble at Chewy’s Lounge in Tampa for a candid conversation with Chewy and Stuart about building a live music venue rooted in Tampa’s cigar and music culture. Get the inside scoop on what makes Chewy’s different—and what it takes to run a business with friends.
• The origin story and unique vibe of Chewy’s Lounge
• Challenges and honesty in business partnerships
• How live musicians and auditions are curated for the venue
• Integrating cigars, music, and bar culture in Tampa
• The long-term vision for Chewy’s Lounge and what guests can expect
Chapters
00:00 Introduction to Chewy's Lounge
04:37 Meeting Stu and his influence
08:02 Forming a business partnership
10:51 Auditioning new band members
14:54 The value of live music
16:44 Stu's AI music request
20:02 Challenges of Cigar Retail Business
25:18 Expanding weekly music events
26:42 Struggling at early jam sessions
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Storytelling and Connection Why Liar’s Bench Cigars Stands Out
2026/08/05
Join Reggie Kimble as he sits down with Tyler Deedy of Liar's Bench Cigars to discuss brand origins and the new partnership with smoke-dogg.com. Get the highlights of what makes Liar's Bench unique and how it's connecting cigar lovers everywhere.
Chapters
00:00 The meaning and inspiration behind the Liar's Bench brand
03:17 Importance of authentic community and storytelling in cigar culture
05:13 Tyler's approach to making cigars accessible for newer and younger smokers
07:12 Flavor profiles and personalities behind the Optimist, Silver Tongue, and Torchbearer cigars
10:41 Where to find Liar's Bench cigars locally and online, plus calling on supporters to request them at their local lounge 10:41
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Inside Chaney’s Cigar Lounge: Building Community and Legacy in Tampa’s Cigar City
2026/07/22
Get the real story behind Chaney’s Cigar Lounge in Tampa, FL, as Reggie Kimble sits down with owner Corey Chaney. This episode dives into the business, the community, and the legacy of a true neighborhood cigar sanctuary.
- The origins and vision behind Chaney’s Cigar Lounge
- Challenges and realities of running a small cigar lounge business
- Navigating lounge etiquette and building a welcoming atmosphere
- Honest advice for boutique cigar brands entering the market
- The lounge’s role as a safe space and hub for real conversation in the community
Timestamp Overview:
00:00 Touring Chaney's Cigar Lounge
04:04 Traditional cigar lounge concept
08:24 Discussing cigar sales and feedback
11:54 Smoking-friendly travel choices
14:50 Dealing with loud customers
18:30 Mentorship from Doc in DC
19:25 Trouble buying cigars locally
23:14 Opening a new cigar lounge
26:56 Providing a safe discussion space
31:11 Starting a new cigar brand
34:25 Issue with celebrity cigars
37:46 Creating a welcoming cigar lounge
40:01 Creating a welcoming cigar lounge
41:48 Ending and call to action
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Boss Lady Energy: Eclat Noir Cigars
2026/07/13
Join Reggie Kimble and special guest Ke’ Shay Love for a candid conversation on building brands, cigar culture, and empowering women in the industry. Get the inside scoop on Ke’ Shay Love's journey, product development, and marketing insights.
- Ke’ Shay Love's music background and how it ties into her cigar brand Eclat Noir
- The inspiration and process behind creating women-focused cigars
- Navigating the male-dominated cigar industry and breaking barriers
- Key lessons learned from launching at the PCA and event-based marketing
- The importance of building community and the "Sip and Smoke" experience
All Episode Music by Ke’ Shay Love!
Timestamp Overview
00:00 Introducing Eclat Noir cigars
06:23 Experiencing cigar culture
09:27 Creating cigars for women smokers
11:37 Encouraging women through music
14:31 Learning the business from a nephew
16:42 Tweaking and explaining sweet cigars
22:21 Challenges of being a female blender
25:09 Expanding the cigar brand
28:05 Preparing for trade show exhibition
32:07 Networking and inventory insights
35:22 Expanding Sip and Smoke experience
36:04 Sharing my life journey
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I Use My Money to Get More Time - ft. BossTalks
2026/06/29
Two powerhouse entrepreneurs sit down for a real, unfiltered rooftop conversation about business, lifestyle, and cigars. Get insights on entrepreneurship, tech, and global connections—straight from the source.
- The realities of entrepreneurship and balancing family life
- Why tech is essential in the evolving cigar industry
- The challenges—and workarounds—of marketing cigars online
- Reggie Kimble's unique experiences living and working in Saudi Arabia
- Exclusive behind-the-scenes on smokedog.com’s growth and global reach
00:00 Introduction
00:11 Collab Interview Setup
01:16 Entrepreneurship and Family Balance
02:30 Building Businesses and Freeing Up Time
03:55 Real Talk About Cigars
05:04 Cigar Fermentation and Resting
06:02 World Travels and Living Abroad
07:10 Tech Career, Mentorship, and Saudi Arabia
08:53 Lessons from 26 Years in Tech
10:32 Leaving Corporate for Passion
11:37 Bringing Tech to the Cigar Industry
12:45 Marketing Challenges in Cigars vs. Other Industries
14:30 Building Community & Business with SmokeDog.com
16:12 Global Expansion and Business Reach
17:41 Smoking with Saudi Royals
19:55 Navigating Cultural Differences and Code Switching
21:08 Mutual Respect and Show Hosting
22:57 The Future of SmokeDog.com
24:04 Closing Remarks and Connection Info
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Hoops, Recovery, Community: Sean Mobley of Cigar TV’s Inspiring Story
2026/05/25
In this episode of Puff, Sip, Chat, host Reggie Kimble sits down with Sean Mobley of Cigar TV to discuss his journey from basketball to cigars and building a digital media brand. Get straight insights into the cigar industry’s evolution, recovery, and new technology. - Sean’s transition from Division 1 basketball to launching Cigar TV - The generational shift happening in the cigar industry - Overcoming personal struggles and finding community through cigars - Innovations, challenges, and growth strategies in cigar media and tech - Real advice for new entrepreneurs and those in recovery looking for a fresh start.
00:00 Childhood memories of collecting cigar bands from their father and uncle during holidays.
04:38 The generational shift in both manufacturing companies and among cigar smokers, with younger generations taking over leadership roles.
09:13 Dealing with addiction
10:36 Motivation and passion in the off-camera conversations
13:30 The Mobley Family Business: Media
16:39 The challenges of marketing within the cigar and tobacco industry.
20:19 Traveling the World to get the story of cigars.
24:58 The future: Will we one day see a virtual reality cigar lounge where people can meet and smoke together in a VR environment?
27:22 Connection is the true opposite of addiction
28:56 Show wrap-up and SMOKE-DOGG.COM
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Global Cigar Moves with the PCA
2026/04/08
Join Reggie Kimble as he sits down with Joshua Habursky, CEO of the PCA, at the World Cigar Show in Dubai! Discover how the PCA is expanding globally, the unique experience of hosting cigar events in Dubai, and get insider details on what to expect at future PCA shows—from epic parties in New Orleans to exclusive events at the UFC Apex in Las Vegas. If you love premium cigars, hospitality, and unforgettable experiences, this episode is for you!
Don’t forget to explore the smoke-dogg.com and support the world of boutique cigars!
Support the show
We’re Back: Saudi Stories and What’s Next?
2026/03/05
Welcome back to Puff, Sip, Chat! In this exciting episode, Reggie Kimble makes his highly anticipated return after spending 18 months living and working in Riyadh, Saudi Arabia. Joined by business partner in crime, Steve, the duo dives into a candid conversation about Reggie’s overseas adventures—covering memorable travel stories, the unique Saudi cigar and food culture (including his first taste of camel!), and the realities of puffing and sipping abroad.
The episode also highlights the evolution of Puff, Sip, Chat, with an exclusive look at what’s next for the community. From focusing on boutique cigars and supporting minority- and female-owned brands, to the official launch of Smoke Dogg Cigars—there’s a lot for cigar enthusiasts to get excited about!
Plus, get the scoop on upcoming events like Tampa Cigar Week’s golf tournament and a brand-new Inland Empire golf scramble, complete with great cigars, good food, and even better company.
Tune in, reconnect, and join the lifestyle—where it’s always about smoking what you like, drinking what you like, and celebrating the journey together.
**Don’t forget to like, subscribe, and comment—let us know what you think!**
---
**Connect with Puff, Sip, Chat:**
- Instagram: @puffsipchat
- Website: Coming soon—smoke-dogg.com
**Featured Cigars:**
- DBL Nicaraguan
- Roberto James Cigars
**Sponsors:**
- Smoke Dogg Cigars
#Cigars #CigarLifestyle #PuffSipChat #BoutiqueCigars #SaudiArabia #TampaCigarWeek #GolfAndCigars #ReggieKimble #SmokeDoggCigars
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Cigar Boxes to Boutique Cigars - Loks Cigars
2025/05/28
Get ready for a deep dive into the world of boutique cigars with Gary Lokes, CEO of Gary Lokes Premium Cigars, as he chats with Davante Jennings on Puff, Sip, Chat. Learn how intention, creativity, and perseverance can take a passion project to unexpected heights.
In this episode:
- The story behind Gary Lokes Premium Cigars and custom personalized boxes
- How Gary got his cigars featured in Cigar Journal before an official launch
- Insider moments with industry legends like AJ Fernandez, Carlito Fuente, and Rocky Patel
- Changing Louisville’s cigar scene with new legislation and community focus
- The importance of genuine connections, unique branding, and what’s next for the Gary Lokes legacy
Episode Content
00:00 Introduction
06:13 Nicaraguan Homage to Cuban Cigar
07:00 Supporting the Brand Enthusiastically
11:44 "Cigar Business Inspiration"
14:48 Joanne Fabrics Bankruptcy Problem
16:32 Success Through Genuine Intentions
19:41 Cigar Brand Introduction Attempt
23:01 "Unexpected Cigar Connection"
28:17 Cigar Lounge Legislation Passed
32:10 Strategic Legislative Timing
33:10 Cigar Tariffs: Impact and Opinions
37:08 "Discovering Flavor Pairings"
42:29 "New Boutique Cigar Subscription"
44:42 Gaining Trust Through Authenticity
47:54 "Tampa Cigar Week Encounter"
49:29 Reunion at the PCA Convention
Help us to continue to make great content! Your donations are truly appreciated!
- Monthly Cigar Subscription - https://loyaltoash.com/?aff=5
- Rabbit Air Purifier: Use code PUFF6 for a 10% Discount or use the following link -https://www.rabbitair.com/?ref=puffsipchat
- Puff, Sip, Chat Swag Available at: https://www.puffsipchat.com/
- CashApp - $thestickmen
- PayPal at https://www.paypal.com/donate hosted_button_id=3J2PBSCZDTFE6
Puff, Sip, Chat is hosted by Reggie Kimble (aka StickMan #1) and Co-host Sean Simpson (aka StickMan Simp). What makes us unique is that we cover the Cigar and Whiskey scene in our neighborhoods across the globe. Look out for our Whiskey Reviews, Cigar Reviews and Interviews with the cigar lifestyle influencers that make what we do so much fun!
Our motto is to always "Puff, Sip, Chat ... Repeat"
Support the show
Veteran-Owned HDA Cigars: Crafting Camaraderie, Flavor, and Excellence in Every Puff
2025/05/06
Discover the story behind HDA Cigars as Devonte Jennings hosts Andray and Zack for an honest dive into their journey from military camaraderie to cigar entrepreneurship. Get the facts on their blends, business philosophy, and the unique passion fueling their brand.
In this episode, we cover:
- The origins of HDA Cigars and the military background of its founders
- Detailed breakdowns of HDA’s three core blends: Cataclysm, Veiled Mutiny, and Descending Shadows
- The blend creation process and focus on construction, flavor, and quality
- Challenges and realities of breaking into the cigar industry with a new brand
- Where to find HDA Cigars, upcoming plans, and pairing tips for the perfect smoke
Watch now to get a no-nonsense look at what sets HDA Cigars apart in today’s cigar scene.
Episode Content
00:00 Introduction
05:58 Cigar Lounge Collaboration Story
09:20 Cigar Blends: Unique Trio Unveiled
12:03 Cigar Brand's First-Year Milestone
13:54 Cigar Journey: From Basics to Luxury
17:53 "Cigar Passion Becomes Business"
22:42 Andray and Zack's Roles Explained
24:10 Resilience in Cigar Retail
28:12 "Guaranteed Product Quality Assurance"
31:06 "Simplistic Branding, Quality Cigars"
34:33 HCA Cigars: New Shops & Specials
39:30 Exciting Growth and New Releases
40:08 "Loyal to Ash Subscription Event"
Help us to continue to make great content! Your donations are truly appreciated!
- Monthly Cigar Subscription - https://loyaltoash.com/?aff=5
- Rabbit Air Purifier: Use code PUFF6 for a 10% Discount or use the following link -https://www.rabbitair.com/?ref=puffsipchat
- Puff, Sip, Chat Swag Available at: https://www.puffsipchat.com/
- CashApp - $thestickmen
- PayPal at https://www.paypal.com/donate hosted_button_id=3J2PBSCZDTFE6
Puff, Sip, Chat is hosted by Reggie Kimble (aka StickMan #1) and Co-host Sean Simpson (aka StickMan Simp). What makes us unique is that we cover the Cigar and Whiskey scene in our neighborhoods across the globe. Look out for our Whiskey Reviews, Cigar Reviews and Interviews with the cigar lifestyle influencers that make what we do so much fun!
Our motto is to always "Puff, Sip, Chat ... Repeat"
Support the show
Puffing Through Politics
2025/04/15
The Puff, Sip, Chat has expanded its coverage! In this episode we introduce "Cigar Caucus", featuring Devonte Jennings, the Presiident of the Young Democrats of Georrgia. He sits down with host Reggie Kimble to explore a unique blend of cigars and politics. Get ready for insights on smoking, community advocacy, and the newest podcast series, Cigar Caucus!
Key Points:
- Devonte Jennings introduces himself and his roles, particularly as the host of the new Cigar Caucus podcast.
- The conversation dives into the generational differences in smoking preferences between cigars and hookahs.
- Devonte shares his journey into the world of cigars, sparked by family ties and memories.
- A discussion on favorite cigar pairings, including coffee and root beer.
- The vision for the Cigar Caucus podcast, focusing on healthy political debates over cigars.
Episode Content
00:00 "Episode with Devonte Jennings"
05:21 First Cigar Experience with Dad
07:39 Champagne Cigars: A Morning Favorite
10:58 Room Temperature Root Beer Discussion
14:36 Mobilizing Young Men for Reproductive Freedom
16:36 "Reviving Healthy Political Debate"
22:54 "Anticipation and Current Events Discussion"
23:48 Misunderstanding Tariffs and Their Impact
27:50 Fear Urged for Upcoming Challenges
30:50 Cigars, Memories, and Misconceptions
33:19 "Equal Rules: DEI and Legacy Admissions"
36:56 Discovering Valuable Cigar Content
Help us to continue to make great content! Your donations are truly appreciated!
- Monthly Cigar Subscription - https://loyaltoash.com/?aff=5
- Rabbit Air Purifier: Use code PUFF6 for a 10% Discount or use the following link -https://www.rabbitair.com/?ref=puffsipchat
- Puff, Sip, Chat Swag Available at: https://www.puffsipchat.com/
- CashApp - $thestickmen
- PayPal at https://www.paypal.com/donate hosted_button_id=3J2PBSCZDTFE6
Puff, Sip, Chat is hosted by Reggie Kimble (aka StickMan #1) and Co-host Sean Simpson (aka StickMan Simp). What makes us unique is that we cover the Cigar and Whiskey scene in our neighborhoods across the globe. Look out for our Whiskey Reviews, Cigar Reviews and Interviews with the cigar lifestyle influencers that make what we do so much fun!
Our motto is to always "Puff, Sip, Chat ... Repeat"
Support the show
Exploring the Saudi Cigar Community: Puff Sip Chat Goes International
2025/04/07
Welcome to the Puff, Sip, Chat's first international episode, featuring an engaging conversation with Abdullah from the Saudi cigar community. Join host Reggie as he explores Saudi Arabia's vibrant cigar culture and his experiences in the kingdom.
- Discover the unique Saudi cigar community, established during the COVID-19 pandemic.
- Learn about the blend of Cuban cigars crafted especially for Saudi enthusiasts.
- Explore the growing trend of women cigar smokers in Saudi Arabia.
- Understand the cultural nuances and expectations within the Saudi cigar lounges.
- Hear Reggie's experiences adapting to Saudi driving and the cultural festivities during Ramadan.
00:00 "Loyal to the Ash"
05:48 Cigar Etiquette Podcast Relaxation
09:05 Ybor City: Cigar Lounge Capital
10:24 Abdullah's Smoking Journey
14:40 Ramadan Fasting and Traditions
16:30 "Embracing Quiet in Cigar Community"
21:28 "Cigar Experts: Public vs. Private"
22:41 Promoting Cigar Culture & Community
27:17 "Global Cigar Community Connection"
Support the show
Podcast reviews
Read Puff, Sip, Chat podcast reviews
Tammy1874@ 2022/03/14
Excellent content
I truly enjoy listen to this podcast. Get great knowledge from some down to earth people. They breakdown the cigar and drink taste in simple terms wit...
medkidace 2021/11/29
Excellent
Nice professional content with lively hosts
lonilyush 2021/04/10
love the content
if you love cigars and good whiskey ... this is it. live the podcast, keep it up!
RogerSmith! 2021/04/07
Love it!
Really enjoying hearing the conversations with the Stickmen crew when they get together.
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