Shows
SippiEpisode 0053 The FounderThe week the guys talk about the 2016 movie, The Founder, a period drama that tells the story of Ray Kroc, a salesman who turned two brothers’ innovative fast-food burger joint (McDonald’s) into the biggest restaurant in the world.Caleb and Chris reflect on Kroc’s ambition, persistence, and ruthlessness, and how any of these talents (when taken to their extreme) can do as much harm as good. The guys also take some time to reflect on entrepreneurship more broadly, including the challenges of starting a business, and the personal sacrifices involved, using Kroc’s story as a point...2025-06-0852 min
SippiEpisode 0052 Season Four BeginsThe Sippi Podcast is back with Season Four! The hosts, Caleb & Chris, return after a six-week break and discuss their time off, with Caleb providing an update on his dissertation and coffee business. They also discuss the current state of podcasting, noting high failure rates and the rise of celebrity-hosted shows. A significant portion of the episode focuses on the increasing impact of artificial intelligence, particularly new AI tools for conversational interaction* (see the duck quack footnote below) and coding, and the hosts ponder the ethical considerations and rapid advancements in the field. Finally, they introduce tariffs as a...2025-05-2250 minSippiEpisode 0051 $20,000 Video GameThe guys temporarily come out of their six-week break to discuss an EXTREMELY bizarre event that happened recently on April Fool’s Day. In this episode, the guys talk about “War Thunder”, a video game known for its addictive "taps and sinks" economy, which haphazardly lead to the game developer's controversial April Fool's joke that involved a TWENTY THOUSAND DOLLAR in-game purchase.Check out their chat about this insane series of events on the platform of your choice!Special thanks to Chris for editing this episode so that Zac can still enjoy the break!
2025-04-2452 minSippiEpisode 0047 MS Brain DrainThis week the guys switch it up and discuss a topic from the perspective of a high school student, specifically Mr. Ashton Spence, who is currently a junior at the prestigious Mississippi School for Mathematics and Science (MSMS).Ashton is working on a project about “brain drain” in Mississippi, which required him to interview some local entrepreneurs. The guys thought it would be fun to turn his interview into an interview (meta, right?) and see how it would turn out.Their discussion explores the reasons behind the state’s struggle to both recruit and retain STEM wo...2025-03-031h 07SippiEpisode 0040 New Year's 2025Happy New Year Y’all! In the first episode of 2025, the guys discuss their plans for the upcoming year, including some new equipment and interview guests. Caleb and Chris also take a moment to emphasize the importance of listener feedback in order to shape future content in 2025, aiming for a healthy balance between encouraging words and the realistic challenges of entrepreneurship. The guys also talk about plans to expand the Sippi Podcast audience reach to include those considering (or unexpectedly entering) self-employment for the first time, while maintaining a priority of relatable and informative stories over clichéd advice.2025-01-0631 minSippiEpisode 0038 Christmas 2024Tis the season y’all! This week’s episode features Caleb and Chris reflecting on 2024 in general and the Christmas season in particular. They discuss the challenges and rewards of entrepreneurship, particularly the difficulties of balancing work and personal life during the holidays. The conversation includes a spontaneous interview with Chris’ 11-year-old son, who offers interesting perspectives on advertising, social media, and the aspirations of his generation.Special thanks to Jude Spence for being a team player and willing to hop behind the microphone unexpectedly! Give it a listen on your platform of choice!Special thanks...2024-12-2339 minSippiEpisode 0033 Practicing What We PreachIt’s hard to believe that the Sippi Podcast has been around for about eight months (at the time of this writing), and we have already covered all kinds of entrepreneurial topics such as marketing, framing, accounting, goal setting, social media, time management, etc. BUT – what good does it do us if we don’t apply it? Sooooo, in classic “eat your own cooking” fashion, Chris puts Caleb on the spot to find out if he is actually doing any of this stuff in his own business – and shockingly learns about a new coffee shop mascot in the process…Listen to...2024-11-1153 minSippiEpisode 0031 Potty Mouths & Virtue SignalingCaleb and Chris lost their DODGE RAM minds and decided to talk about cursing and virtue signaling - but in the most Mayberry, Aww Shucks, Bless Their Hearts kind of way possible. So, before you clutch your pearls and skip this episode, give it a listen on the platform of your choice (along with a little open-minded consideration of the points they poorly attempt to make), and let ‘em know what you think! Special thanks to Indicium for all the extra editing in this episode!
2024-10-3044 minSippiEpisode 0028 Caleb & TikTokIn this week’s episode of the Sippi Podcast, Caleb and Chris talk about the challenges of putting out a new episode every week and Caleb shares his experience with putting himself and his company on TikTok.Check out their chat on your platform of choice.Special thanks to Indicium LLC for editing this episode!
2024-10-0855 minSippiEpisode 0020 Entrepreneur Mental Health - Part 2This week’s episode is the lighter side (Part Two) of our Entrepreneur Mental Health Series, where Caleb and Chris talk about some of the positive mental health experiences folks can encounter on their self-employment journey. If you haven’t done so already, we highly recommend listening to Part One of this series (Episode 0018) first.Check out our chat on your platform of choice.Special thanks to Indicium LLC for editing this episode!
2024-08-0550 minSippiEpisode 0018 Entrepreneur Mental Health - Part 1There was a popular study published in 2015 by Dr. Michael A. Freeman, a clinical professor of psychiatry at the University of California, San Francisco. Dr. Freeman collaborated with researchers from Stanford University and the University of California, Berkeley. This research focused on the mental health of entrepreneurs and found that 72% of entrepreneurs reported experiencing mental health concerns.72%... That’s a lot… So, let’s talk about it.In the first of this two-part series, Caleb and Chris talk about mental health through the lens of entrepreneurship, starting off with some of the most common mental health...2024-07-2246 minSippiEpisode 0016 Accounting Terms for EntrepreneursRevenue, Earnings, EBITDA, Bottom Line, Equity, P&L, Balance Sheet – what the heck does ANY of this stuff actually mean and why should we care? In this week’s episode, Caleb and Chris talk about “The language of business” (otherwise referred to as “accounting”), through the lens of entrepreneurship.But wait! Before you decide to skip this episode due to perceived boredom (or fear), the guys take the time to explain a handful or two of words that you MUST understand before you get in front of your future tax accountant, banker, or investor.Check out their la...2024-07-0856 minSippiEpisode 0015 Solomon's ParadoxThis week’s episode focuses on the human tendency to think more wisely about other people's problems than our own. This psychological phenomenon is so common and widespread that it’s been given the name “Solomon's Paradox”. In case you’re wondering, the name is based upon the ancient King Solomon, who was renowned for his wisdom in advising others but made numerous poor decisions in his personal life.In this episode, Caleb and Chris explore how Solomon's Paradox can directly affect the entrepreneur and his/her company, because hey, entrepreneurs are people too!Check out our cha...2024-07-0136 minSippiEpisode 0014 Share Your Story: Roberto & Christy Amay“We love to make people cry.” And they mean it!Entrepreneurial duo Roberto and Christy Amay, owners of Amay Jewelry Designs, take us to school on the importance of attaching emotion to your product.But the education didn’t stop there! Over roughly an hour listeners will learn about:Navigating a partnership (and conflict resolution) when your business partner and your life partner are the same person.The importance of having an unbiased tiebreaker for your team.How to handle setbacks that are beyond your control (they spent their company’s one-year anniversary shut down due t...2024-06-241h 25SippiEpisode 0012 Season Two Announcement*sings* “Don’t call it a comeback, we’ve been here for y- months.” LL Cool J would be proud - and maybe you will be too, because we are gonna do it again y’all! Caleb and Chris have put their big boy pants on and have committed to a Season Two of the Sippi Podcast! *queue the Eye of the Tiger music*Can I just take a moment to mention how much it pains me when I think our younger listeners may not catch either of the music references above? Sigh… Anyway, let’s not be depressed at o...2024-06-1038 minSippiEpisode 0008 Breaking Up is Hard to DoThis episode was created because of you, our listening community! A listener sent in a follow up question to Episode Four, asking what should you do if you want to break up with Dumb Money or Trusting Money. In this week's episode the guys offer some advice on how to exit these types of relationships without blowing everything up in the process. Also, Caleb manages to make Chris blush when asking about his worst high school breakup...Special thanks to R.A.M. Arts & Media for producing this episode!
2024-05-1350 minSippiEpisode 0007 Movie Chat - Dumb MoneyIn this week’s episode Caleb and Chris share their thoughts about the 2023 movie “Dumb Money”. Caleb reflects on being the type of guy portrayed in this movie, as he was using the Robinhood app daily during the very time period covered by the film. Chris attempts to explain the market mechanics behind the scandal associated with Dumb Money and Caleb tells listeners about his new experimental drink he is thinking about rolling out.Special thanks to R.A.M. Arts & Media for producing this episode!
2024-05-0649 minSippiEpisode 0006.1 Who is Caleb?In this week’s episode of the Sippi Podcast the guys recall what they did on their Easter breaks, Chris talks about getting in two car wrecks within roughly 48 hours, and then they get into the main topic of the episode: Finding out who this Caleb guy really is.Special thanks to R.A.M. Arts & Media for producing this episode!
2024-04-2940 minSippiEpisode 0004.2 Raising Money for Your Startup (cont.)The guys continue their conversation about raising money for your startup idea or company. They dig deeper into the differences between Angel Investors, Venture Capital (VC) Investors, and Commercial Banks. Chris takes a little time to explain what is meant by “Smart Money, Dumb Money, & Trusting Money”, along with the hidden costs associated with receiving each of them. Chris also provides advice throughout the episode on things to do and consider before you reach out to Angel Investors or VCs. The guys talk about how much money you should ask for when you approach a potential investor. Chris explains the d...2024-04-1740 minSippiEpisode 0004.1 Raising Money for Your StartupCaleb introduces the Scarlett O'Hara Frappe as this episode’s mystery drink, but Chris screws it up by drinking it with straight black coffee at the same time. Caleb mentions he had $11.42 in his bank account when he opened his coffee shop and talks about an unpleasant conversation with his tax accountants. The guys then get into the main topic of the episode: Raising Money for your Startup!Special thanks to R.A.M. Arts & Media for editing this episode!
2024-04-1528 minSippiEpisode 0003.2 Being Avant-garde in Your Business (cont.)In the second half of Episode Three, Caleb shares this week’s mystery drink with Chris, and the guys continue their conversation about the risks and benefits associated with being avant-garde in your business. Chris provides some tactical advice on how to be avant-garde without “betting the farm” in the process.Special thanks to R.A.M Arts & Media for editing this episode of the Sippi Podcast!
2024-04-0827 minSippiEpisode 0003.1 Being Avant-garde in Your BusinessIn today's episode of the Sippi Podcast, Caleb and Chris talk about being new, unusual or experimental (avant-garde) in your business without scaring your existing customers off. The guys also chat about the 2023 biographical comedy-drama film "BlackBerry", and Caleb shares first hand experience about entrepreneurship never being as good as it seems or as bad as it seems. Special thanks to R.A.M Arts & Media for editing this episode of the Sippi Podcast!
2024-04-0225 minSippiEpisode 0002.2 Taking the Leap (cont.)In the second half of Episode Two, Caleb and Chris have a little fun sharing their thoughts on the recent films Barbie and Saltburn. Chris discusses the “Paradox of the Pivot” and explains what a “Zombie Company” is. The guys talk about the implications for both family and friends when you decide you want to take the leap to self-employment and offer some advice on how to navigate that.If your side-hustle begins to get serious, Chris offers some things to consider before leaving your existing W2 job. Also included in this episode is some level-setting on the expectations of entre...2024-03-2537 minSippiEpisode 0002.1 Taking the LeapIn this first of a two-part episode, Caleb and Chris discuss some important things to consider when deciding if you want to give entrepreneurship a try (aka “taking the leap”). The guys also touch on some things that the leap to self-employment and the leap to spiritual faith have in common. Chris nerds out a little on Behavioral Economics and Caleb shares his perspective on local competition.Special thanks to R.A.M Arts & Media for editing this episode of the Sippi Podcast!
2024-03-2247 minSippiBonus - Who is Chris?Folks heard a second person talking on the first episode of Sippi, so we thought we would take a moment to briefly answer the question, “So who is that Chris guy?”
2024-03-1903 minSippiEpisode 0001 Time ManagementIn this first official episode of the Sippi Podcast, Caleb and Chris tackle the topic of Time Management, especially as it pertains to managing time for your business or startup. Caleb also makes his first mystery drink for Chris on location at Caleb’s coffee shop in Columbia, MS.Special thanks to R.A.M Arts & Media for editing this episode of the Sippi Podcast!
2024-03-1031 min