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Welcome to The Compassionate Capitalist Show™, where wealth meets purpose! Join host Karen Rands, a seasoned entrepreneur and investor with over 20 years of hands-on experience, as she explores Angel Investing, Business Growth, and Wealth Creation strategies. This podcast is your go-to resource for insights, best practices, and inspiration tailored for entrepreneur founders, C-suite executives, investors, and anyone passionate about business success. Karen engages in dynamic conversations wi ...
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Karen Rands is a bestselling author, a nationally recognized expert on angel investing and the founder of the Compassionate Capitalist Movement. This show features conversations with business success experts, venture capitalists and venture catalysts, and leaders from the Angel Investor Community who provide insights on investing and wealth creation through entrepreneur business success. Subscribe and share this podcast to business owners and intelligent investors you know! Karen as an educa ...
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Bourbon & Business

Tyler Wiltshire and Dakota Tate

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Welcome to Bourbon and Business! We’re Dakota and Tyler, two friends thirsty for knowledge from thriving business people and looking to have a taste of bourbon along the way. Our mission is to interview incredibly successful men and women to get the inside scoop on how their brains work and show that success doesn’t always have a specific formula to follow! There is also a bourbon tasting at the beginning of each episode because…why not?
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In this episode, Tyler and Dakota sit down with Karen Rands, President of Kugarand Capital Holdings! Hear Laren’s story of how she got into the world of Angel investing and how she’s breaking down the barriers for others! Also featured in this episode is Legendary Duke bourbon. Is there a word after Duke? Listen in to find out! Be sure to follow us…
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Join Karen Rands on a deep dive with finance maven Chris Reilly where they unpack essential business strategies and financial modeling insights. Whether you’re an avid investor, a business owner, or just finance-curious, this episode is a treasure trove of practical wisdom. Financial modeling is fundamental to understanding the future potential of …
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In this episode, Tyler and Dakota sit down with Warren Watts, owner of RCC Roofing and Construction! Hear Warren's story of continually learning and using knowledge to help customers! Also featured in this episode is a bottle of Blue Note Crossroads bourbon whiskey! What did Tyler taste? Listen in to find out! Be sure to follow us on Instagram @bou…
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In this episode, Tyler and Dakota sit down with Seth Power, CEO of Tribly! Hear Seth's story of how he decided to create the solution to the problem he recognized! Also featured in this episode is a bottle of Rittenhouse Whiskey! Is this Tyler's favorite? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our Li…
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In this episode, Tyler and Dakota sit down with JD Caldwell, owner/principal of JD Caldwell Architects! Hear JD’s story of how staying true to yourself and choosing quality over quantity pays off! Also featured in this episode is a bottle of The Representative! How long is it aged? Listen in to find out! Be sure to follow us on Instagram @bourbonan…
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In this episode, Tyler and Dakota sit down with Dees Hinton, owner and publisher of Central Mississippi Real Producers Magazine! Listen to Dees's story about his career change and why relationships are so important! Also featured in this episode is a bottle of Basil Hayden Small Batch Bourbon! What could Tyler taste in it? Listen in to find out! Be…
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In this episode, Tyler and Dakota sit down with Lee Stringer, founder and president of 5th Squad! Hear Lee’s story of how and why he helps our country’s heroes! Also featured in this episode is a bottle of Monk’s Road, Small Batch! Have we had this before? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our L…
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In this episode, Tyler and Dakota sit down with Jim Richmond, VP of Corporate Communications and Marketing Operations at C Spire! Hear Jim's story of how he rose through the ranks and helps continue a culture of excellence at one of the largest companies in the state of Mississippi! Also featured in this episode is a bottle of Old Elk Four Grain! W…
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In this episode, Tyler and Dakota sit down with Jon Maynard, CEO of Infinite Sequence Economics! Hear Jon’s story of how he found a way to look at things differently! Also featured in this episode is a bottle of Henry McKenny bourbon! How good is it? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our LinkedI…
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Join your host Karen Rands and distinguished guest Rashaun Williams as they explore the depths of strategic investing, the importance of financial literacy, and the nuanced role financial advisors play in wealth accumulation.🏦💼 Rashaun Williams, a seasoned investor with a wealth of experience from Wall Street to venture capital, shares his insights…
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In this episode, Tyler and Dakota sit down with Benjamin Bowen, founder of Double B Boot Company! Hear Ben's story of why the little things make the big difference! Also featured in this episode is a bottle of 1792 Small Batch! What flavor did Tyler say he tasted? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast A…
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In this episode, Tyler and Dakota sit down with Audrey McCarty, owner of the Bridal Path! Hear her story of how she crafts an experience that translates into referrals for her business! Also featured in this episode is a bottle of Four Roses Small Batch bourbon! How good is it? Listen in to find out! Be sure to follow us on Instagram @bourbonandbus…
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In this episode, Tyler and Dakota sit down with Coy Gauthier, CEO of SCS. Hear Coy's story of how the community aspect of work is the best way forward! Also featured in this episode is a bottle of Blackland bourbon. Curious how good a Fort Worth bourbon can be? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And …
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In this episode, Tyler and Dakota sit down with Johnny Davidson! Here Johnny’s story of how entrepreneurship should be viewed strategically and carefully! Also featured in this episode is a bottle of Penelope bourbon! What is barrel strength? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our LinkedIn page a…
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Don't Miss Howard Chang, CEO of JustBoardrooms and Chairman of theturnlab, as he brings a wealth of entrepreneurial insights and Angel Investor Strategies to the Compassionate Capitalist Show Audience. From his poignant personal experiences with bankruptcy and overcoming cancer to his innovative solution for underutilized real estate with Just Boar…
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In this episode, Tyler and Dakota sit down with Kimberly Dandridge, Corporate Counsel for Amazon! Hear Kimberly’s story of how acting in the present turns into the setup for the future. Also featured in this episode is a bottle of Breckenridge bourbon whiskey! What’s the secret ingredient? Listen in to find out! Be sure to follow us on Instagram @b…
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In this episode, Tyler and Dakota sit down with Tyler Alford, partner at Eudora’s Mississippi Brasserie! Hear Tyler’s story of how he became Partner in a restaurant and how utilizing his network has already paid off. Sometimes, even competitors can be your biggest encouragers! Also featured in this episode is a bottle of Redwood Empire, Pipedream! …
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We are back with another insightful episode the Compassionate Capitalist Show that will challenge the way you think about traditional industries and the transformative power of technology. This episode features a thought-provoking conversation between our host Karen Rands and a special guest, Faisal Abid, the innovative co-founder of Eirene Cremati…
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In this episode, Tyler and Dakota sit down with Martha Allen, Executive Director of Extra Table. Hear Martha’s passion behind what she does and why she believes everyone can be a difference maker! Also featured in this episode is a bottle of Old Forrester. What rating did it get? Listen in to find out! Be sure to follow us on Instagram @bourbonandb…
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In this episode, Tyler and Dakota sit down with Evan Kirkham, CEO of Outlier. Hear Evan’s story of how he made a hard decision to pivot that has paid off tremendously! Also featured in this episode is a bottle of Redemption bourbon. How much was it and what kind of rating did it get? Listen in to find out! Be sure to follow us on Instagram @bourbon…
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Ready to unlock the secrets to smart investing and entrepreneurial success? Dive deep into the world of identifying winning investment opportunities with our latest Compassionate Capitalist Show Podcast episode featuring special guest Andrew Einhorn, co-founder and CEO of LevelFields! Join our knowledgeable host, Karen Rands, as she and Andrew expl…
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In this episode, Tyler, Dakota and Adam all sit down and discuss some of their most memorable moments of 2023 and the Bourbon and Business podcast. This episode also features a bottle of Stellum bourbon. What did Tyler make and how did he rate himself? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our Linke…
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Karen Rands brings her unique insights about Artificial Intelligence and how it has and will impact our lives. With a look back to the predictions in 2018, found in the Fortune Magazine article "25 Ways Artificial Intelligence is Changing Business", she addresses the growing media hoopla over AI and Machine Learning. Listen to uncover the myriad wa…
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Today's episode is a treasure trove for anyone looking to not only raise capital for their ventures but to transform their business strategy and mindset for unprecedented success. We dive deep into the nuances of long-term versus short-term goals, understand the impact of FOMO on the investor psyche, and explore the transformative potential of ment…
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In this episode, Tyler and Dakota sit down with Sam Peters of Peters Real Estate! Hear Sam’s story of how taking a risk and going against the status quo paid off! Also featured in this episode is a bottle of Yellowstone bourbon! Is it from Yellowstone? Listen in and find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our Link…
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In this episode, Tyler and Dakota sit down with Tyler White, Founder and CEO of TeeWhites! Hear his almost unbelievable story of what tenacity and drive can do even for someone many would consider too young! Also featured in this episode is a bottle of Crittendens Bourbon! How big is the distillery? Listen into find out! Be sure to follow us on Ins…
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Welcome to another insightful episode of the Compassionate Capitalist Show, where curiosity about best practices for wealth creation through funded innovation meets conversation of those that are walking the walk and leading the way, and innovation lights up every story. Today we're diving into a topic that's as cutting-edge as it is crucial—sex te…
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In this episode, Tyler and Dakota sit down with William Chism, CEO of River Remedy! Hear how he went from Ivy League investment banker to Medical Cannabis CEO! Also featured in this episode is a bottle of Angel’s Envy! Is Tyler really an award winning bourbon taster? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcas…
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In this episode of the Compassionate Capitalist Show, Karen brings back a fan favorite from the vault to explain something she references often -- Hall Martin's strategy to It is a strategy he used to share the risk between angel investors and founders. This is where the term you hear Karen use: Payroll Exits - comes from. Their discussion will spa…
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In this episode, Tyler and Dakota sit down with Mary Landrum Pyron, founder of ML Provisions! Hear how Mary Landrum took the path less traveled by and found her passion! Also featured in this episode is a bottle of Monk’s Road! How good is it? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our LinkedIn page …
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In this episode, Tyler and Dakota sit down with Shad White, State Auditor of Mississippi! Hear how Shad became State Auditor and his “why” behind what he does! Also featured in this episode is a bottle of Koval whiskey! Just how good is this whiskey? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspodcast And our LinkedI…
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In this episode, Tyler and Dakota sit down with Roy Johns, Vice President of Marketing and Human Resources at Goodwill of Mississippi! Hear Roy’s take on jumping from for-profit to non-profit. Also featured in this episode is a bottle of Woodford Reserve! This was hand selected by Cheers Vineyard in Gluckstadt, MS! Be sure to follow us on Instagram…
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Welcome to another insightful episode of the Compassionate Capitalist Show with host, Karen Rands. Today, we're privileged to have patent attorney and CEO of Blue Iron, Russ Krajec, on the show. Russ will debunk myths and misconceptions about patents. Expect to dive deep into the importance of aligning patents with your business roadmap, with empha…
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In this episode, Tyler and Dakota sit down with Connor Reeves, co-founder of Fertile Ground Beer Company. Listen to how Connor and his business partner combined their passions and careers into one business! Also featured in this episode is a draft house Pilsner from Fertile Ground! Which host rated it higher? Listen in to find out! Be sure to follo…
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In this episode of the Compassionate Capitalist Show brought back to life from the vault, Karen Rands engages in a compelling conversation with Rashaun Williams, a late-stage angel investor and venture capitalist. Williams shares his journey from investment banking to venture capital, highlighting the unique approach he takes in late-stage private …
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In this episode, Tyler and Dakota sit down with Emily Moore, CEO and Founder of Moore Media Group. Listen to Emily tell her story of growing into the leader she is today by overcoming the fear every founder faces! Also featured in this episode is a bottle of Evan Williams 1783 Small Batch! What does this bourbon taste like? Listen in to find out! B…
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Welcome to another episode of the CCS podcast! In today's episode, we dive into the challenges faced by entrepreneurs with our special guest, Kenneth Berger. Host Karen Rands engages in a thought-provoking conversation with Kenneth as they discuss the struggles, conflicts, and triumphs experienced along the journey to building successful startups. …
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In this episode, Tyler and Dakota sit down with Jay Longmire, CEO of Peak Solutions. Hear Jay give his story on finding a niche and following his passion! Also featured in this episode is a bottle of Old Crow Bourbon. What does Tyler think a good score is for a Bourbon? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusinesspod…
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A "Family Office" is remarkable entity that High-Net-Worth & Ultra-High-Net-Worth Families use to manage their wealth as it grows, and preserve it for their future generations. A family office provides a wide range of services tailored to meet the needs of HNWIs. From investment management to charitable giving advice, family offices may offer a ded…
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In this episode, Tyler and Dakota sit down with Laura Johns, Founder and CEO of The Business Growers. Hear how Laura’s story displays the art of seizing opportunity! Also featured in this episode is a bottle of Bird Dog Salted Caramel Whiskey. How is caramel pronounced in the South? Listen in to find out! Be sure to follow us on Instagram @bourbona…
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In this episode, Tyler and Dakota sit down with Sunny Desai, CEO of Desai Companies. Hear how Sunny developed his business mindset and philosophies to create efficiencies! Also featured in this episode is a bottle of Pendleton whiskey! Who thought there was a glacier in TX? Listen in to find out! Be sure to follow us on Instagram @bourbonandbusines…
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In this episode of The Compassionate Capitalist Show™, Karen chats with Jon Gosier, a successful entrepreneur turned venture capitalist, who has made a significant impact in the worlds of adtech, fintech, and film financing. Here are the key points they explore: 1. Unlikely Combinations in Entrepreneurship: Jon Gosier is a prominent figure in both …
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In this episode, Tyler and Dakota sit down with John Michael Holtman, Co-Founder and Principal of Concord Capital. Hear the story of how a non-Jackson native found his niche and is now part of Jackson, MS growth! Also featured in the episode is a bottle of David Nicholson 1843 Bourbon! What did Tyler consider a “good” score? Listen in the find out!…
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In this episode, Tyler and Dakota sit down with J.R. Crowell of Steady Home Maintenance. Listen in to hear how J.R. uses his resources to take calculated risk and seize opportunities! Also featured in this episode is a bottle of 30A bourbon! Yes, from the beach in Florida. How good could a beach Bourbon be? Listen in to find out! Be sure to follow …
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In this episode, we delve into the lucrative world of renewable energy investments, specifically focusing on the incredible potential of solar energy projects. Host Karen Rands is joined by Mike Silvestrini, the visionary behind Energea, a company making renewable energy investments accessible to everyone. In today's economic landscape of rising in…
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In this episode, Tyler and Dakota sit down with Brennan McGoldrick, owner of Scout Brokerage. Listen to Brennan tell his story of how he changed careers. He used to do what? And now he’s a business broker? Also featured in this episode is a bottle of Wild Turkey 101! Which host claims this as his “go-to?” Listen in the find out! Be sure to follow u…
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In this episode of The Compassionate Capitalist Show we delve deep into the world of reputation marketing and its symbiotic relationship with the 'know, trust, buy' theory of customer engagement. Our guest today is none other than Dean Trevelino, the co-founder of Trevelino/Keller, a renowned full-service digital marketing agency. Dean brings a wea…
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In this episode, Tyler and Dakota sit down with Sam Riden, owner of The Specialty Company! Listen to Sam describe his story and how he leads through service to his team! What owner of a company lets others tell him what to do? Also featured in this episode is a bottle of Weller Antique 107! This bottle was kindly brought in by Sam for us to try! It…
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The need for legal contract preparation when starting a business is paramount, as it serves as a crucial investment in safeguarding the interests of founders and investors. These contracts and organizational documents act as essential guardrails for the company, ensuring a smooth course even in times of disagreement, corruption, or unexpected event…
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In this episode, Tyler and Dakota sit down with Gabby Nuzzo, Senior Vice President of Economic Development at the Greater Jackson Chamber Partnership! Listen to Gabby tell her story of how great Mississippi is and some exciting projects in the works! Also features in this episode is Old Camp Peach Pecan Whiskey. While not a bourbon, how good can a …
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