First Sip is hosted by Dekimbe Smith. They have published 162 episodes. The show covers business, with an entrepreneurship focus.

What has First Sip covered recently?

Recent episodes include "Ryan Conceicao: The One Skill AI Can't Replace | Business & Career | EP. 162", "He Was Right About AI...So How Did He Lose $35 Billion?", and "Checkpoints: How to Stop Restarting From Zero | Business & Career | EP. 160". The latest went out on 25 Aug 2026 and ran about 59 minutes. These are from season 4. Reading two or three of these before pitching is the fastest way to see what the show actually books.

How often does First Sip publish?

First Sip publishes every couple of weeks, a median of 14 days between episodes. Episodes average about 28 minutes. The back catalogue stands at 162 episodes. A show on this cadence plans ahead, so pitch earlier rather than closer to the date you want.

How hard is it to get booked on First Sip?

For First Sip, Booking Probability sits at 35/100, Listen Score at 31/100, and the guest bar is around 80/100. The show has not signalled guest openness recently, which raises the bar on relevance. A verified contact is on file.

Who should pitch First Sip?

First Sip covers real estate, housing market, interest rates, mental health, so guests who can speak to those specifically fit best. Lead with a specific result you can describe in numbers rather than a job title, and tie it to something the show has already covered.

business

First Sip

Hosted by Dekimbe Smith · business · EN-US · 162 episodes

Apple Podcasts Website

About this Podcast:

Welcome to First Sip! I'm Dekimbe Smith, your host, and every week we sit down for curious conversations about building wealth, growing a business, and showing up in your career and life with intention. Just the kind of conversations you wish you were having with someone who gets it. Whether you're figuring out how to start your first business, or want to make smarter career moves, First Sip is where curious people come to level up. New episodes drop weekly. So grab your drink, press play, and as always...enjoy your first sip!

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35%

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Selective

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80/100

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What is First Sip?

First Sip is a business podcast hosted by Dekimbe Smith, with 162 episodes on record and a Required Pod Score of 80.

About the host

Dekimbe Smith hosts First Sip, a business show with 162 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

Episode #162
Ryan Conceicao: The One Skill AI Can't Replace | Business & Career | EP. 162
Aug 25, 202659 minS4
AI can write your resume, optimize your LinkedIn profile, and draft your outreach messages, but it can't teach you how to walk into a room and be someone people actually want to work with. Ryan Conceicao is back to break down why soft skills have quietly become the most valuable, and most neglected, skill in the job market right now. Here's what we're sippin on: Why AI-written resumes and LinkedIn messages are "garbage in, garbage out," and the real question hiring managers ask first (it's not "tell me about yourself") How Ryan went from a $53,000 starting salary at 21 to a $185,000 role by 28, and the mindset shift that got him there The exact tactic for making a first outreach message actually get a response, and why "good morning" alone kills it Thank you for listening, and as always...enjoy your first sip! Free Training with Ryan Conceicao: https://movetomedsales.com/?am_id=dekimbe8228 Click here to watch the full episode on YouTube Timestamps 00:00 Recap: how AI is squeezing entry-level jobs 01:23 Be a genuinely good human 02:06 AI resumes are garbage in, garbage out 03:36 The real first test in any interview 06:42 Why generic AI LinkedIn messages get ignored 11:06 Do your recon before you reach out 11:23 The 80/20 rule of conversation 14:40 The scorecard: how first impressions cost you points 16:13 Advice to his younger self 24:47 Go back and listen to EP152 for the LinkedIn strategy 26:22 Subject yourself to failure 37:53 Measuring success by the decade, not the week 39:18 Ten years to build the skillset, then a student lands $163K in two months 40:25 Ryan's own story: $53K to $185K 45:48 Why stacking real skills beats faking it with AI 47:28 The one tactical thing before you reach out 54:15 Don't be the NPC, be the value add 54:53 Sales is human psychology 56:08 Where to find the course and free training 58:24 Sign off What did you think about this episode? -------------------------------- Get the First Sip Field Notes: A weekly newsletter for curious people building better businesses, careers, and lives. You'll also get a free tool to help you decide if that idea you're sitting on is actually worth building. https://firstsipfieldnotes.beehiiv.com/subscribe CONNECT WITH DEKIMBE: YouTube Instagram Facebook LinkedIn FOLLOW THE PODCAST: Instagram Apple Podcasts Spotify For podcast sponsorship & advertising opportunities please contact: firstsippod@gmail.com
Show Notes
Episode #161
He Was Right About AI...So How Did He Lose $35 Billion?
Aug 11, 202616 minS4
A former OpenAI researcher correctly saw where the AI boom was headed, built a hedge fund around that prediction, and watched it grow to roughly $45 billion in assets. Then July happened. Leopold Aschenbrenner’s Situational Awareness fund lost 67% of its portfolio, wiping out roughly $35 billion. But the interesting part of this story is that his original bet on AI may not have been wrong. So how do you lose $35 billion while being right about the bigger trend? In this episode of First Sip, I break down what happened, what a hedge fund actually is, how leverage can multiply both your wins and losses, and how a margin call can force you to sell an investment even when you still believe in it. More importantly, we get into the lesson that applies far beyond Wall Street: being right doesn’t matter if you don’t have enough runway to survive being early. If you’re building a business, investing, using debt, or betting on an idea you believe in, this is a story worth understanding. Stay tuned, stay curious, and as always, enjoy your first sip. Click here to watch the full episode on YouTube What did you think about this episode? -------------------------------- Get the First Sip Field Notes: A weekly newsletter for curious people building better businesses, careers, and lives. You'll also get a free tool to help you decide if that idea you're sitting on is actually worth building. https://firstsipfieldnotes.beehiiv.com/subscribe CONNECT WITH DEKIMBE: YouTube Instagram Facebook LinkedIn FOLLOW THE PODCAST: Instagram Apple Podcasts Spotify For podcast sponsorship & advertising opportunities please contact: firstsippod@gmail.com
Show Notes
Episode #160
Checkpoints: How to Stop Restarting From Zero | Business & Career | EP. 160
Jul 21, 202613 minS4
Survival mode isn't a setting you choose. Its a setting we get locked into, that piles on quietly until you don't even notice it's on. This week breaks down why business owners and employees keep restarting from zero, the research-backed reason it happens, and how to get yourself out of that cycle. Here's what we're sippin on: Why researchers gave this exact mental state a name, and why it's not a discipline problem The real numbers behind accountability What a video game character's stat sheet gets right about progress that most of us get wrong in real life The people who keep moving aren't the ones with more willpower, they're the ones who built a way to check in on themselves before they needed it. Thank you for listening, and as always...enjoy your first sip! Click here to watch the full episode on YouTube What did you think about this episode? -------------------------------- Get the First Sip Field Notes: A weekly newsletter for curious people building better businesses, careers, and lives. You'll also get a free tool to help you decide if that idea you're sitting on is actually worth building. https://firstsipfieldnotes.beehiiv.com/subscribe CONNECT WITH DEKIMBE: YouTube Instagram Facebook LinkedIn FOLLOW THE PODCAST: Instagram Apple Podcasts Spotify For podcast sponsorship & advertising opportunities please contact: firstsippod@gmail.com
Show Notes
Episode #159
ChatGPT 5.6 vs Claude: Why Picking a Side Is the Wrong Move | Business & AI | EP. 159
Jul 14, 202615 minS4
ChatGPT vs Claude is the debate everyone's back to having this week, thanks to the release of ChatGPT 5.6. People are asking if they should switch back after just getting comfortable with Claude, and the honest answer is that's the wrong question to be asking in the first place. Click here to watch the full episode on YouTube Here's what we're sippin on: Why becoming AI literate matters more right now than picking the "right" tool, and how to actually get there without feeling behind A simple way to know which one to reach for depending on what you're actually trying to get done that day Why you don't have to be techy to get real value out of either one, and the easiest way to just get started The real risk right now isn't picking the wrong AI tool, it's sitting on the sidelines while everyone else is moving forward. Thank you for listening, and as always...enjoy your first sip! TIMESTAMPS: 00:00 — The ChatGPT vs Claude debate, PlayStation vs Xbox style 00:57 — Welcome back, why "which one's better" is the wrong question 03:15 — ChatGPT: the everyday ecosystem vs Claude's edge for deep work 05:36 — Connecting tools to Notion, and why preference matters most 07:54 — Becoming a "power user" and running into usage limits 10:11 — Splitting the work between tools, and standing out at your job 12:27 — Where to start if you're new, plus image generation and taste 14:42 — The adoption curve, and where you want to be What did you think about this episode? -------------------------------- Get the First Sip Field Notes: A weekly newsletter for curious people building better businesses, careers, and lives. You'll also get a free tool to help you decide if that idea you're sitting on is actually worth building. https://firstsipfieldnotes.beehiiv.com/subscribe CONNECT WITH DEKIMBE: YouTube Instagram Facebook LinkedIn FOLLOW THE PODCAST: Instagram Apple Podcasts Spotify For podcast sponsorship & advertising opportunities please contact: firstsippod@gmail.com
Show Notes
Episode #158
The AI-Darwin Moment: 90% of Employees Aren't Ready for What’s Coming | EP. 158
Jul 7, 202613 minS4
The CEO of a $270 billion cybersecurity company just said 90% of his own employees aren't ready for what AI is bringing next. Nikesh Arora of Palo Alto Networks isn't doing mass layoffs to solve this, he's rebuilding his company through hackathons and natural attrition instead. This week we break down what he actually said on the 20VC podcast, why he's pushing back on companies like Coinbase and Block for cutting jobs instead of building people up, and what this AI skills gap really means for the average professional, not just the tech industry. Plus, why this whole moment feels a lot like the one our parents lived through when computers first showed up at work. Here's what we're sippin on: The exact numbers behind his 12-month and 3-year plan, and what he says happens if he's right How to tell if your role is one of the "replaceable" ones he's really talking about One question to ask your parents that explains exactly where this AI moment is headed Five years from now, this either ages like a warning you caught early or one you ignored. Thank you for listening, and as always...enjoy your first sip! Click here to watch the full episode on YouTube Timestamps: 00:00 The 90% AI Readiness Problem 01:00 Settling In: The Move to Guyana 02:00 Who Is Nikesh Arora and Palo Alto Networks 03:00 Natural Attrition and Hiring Through Hackathons 04:00 The Jobs Most at Risk Right Now 05:00 Calling Out Coinbase and Block's Layoff Approach 06:00 The Parents-and-Computers Parallel 09:00 A Free Tool to Validate Your Next Idea 11:00 Using ChatGPT and Claude to Move Faster 12:00 Are You Seeing This Resistance Too 13:00 Final Thoughts and Sign-Off What did you think about this episode? -------------------------------- Get the First Sip Field Notes: A weekly newsletter for curious people building better businesses, careers, and lives. You'll also get a free tool to help you decide if that idea you're sitting on is actually worth building. https://firstsipfieldnotes.beehiiv.com/subscribe CONNECT WITH DEKIMBE: YouTube Instagram Facebook LinkedIn FOLLOW THE PODCAST: Instagram Apple Podcasts Spotify For podcast sponsorship & advertising opportunities please contact: firstsippod@gmail.com
Show Notes

Guest Appearances

Recent guests on First Sip. Study who booked and why before you pitch.

Ruben Garcia

Certiverse

Tarik Williams

Vision of Hope

Jeff Brown

longtime friend and Philadelphia business leader, Read to Lead Podcast

John Duffin

executive business coach and voice narration expert

Advertisers on this show

Sponsor detection runs nightly. Check back soon.

Best industries to pitch First Sip for

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

businessstrong

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.

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FAQs

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If you have a concern about deliverability, AI quality, data privacy, or whether this will actually work for your specific situation, it's probably answered below.

What is the difference between Founder Solo and Founder Pro?

Founder Solo gives you 50 AI pitches per month using the credit model (Standard pitches cost 1 credit, Enriched pitches cost 2). Founder Pro raises that to 200 credits per month and adds full Booking Probability access, unlimited Magic Match, Apollo enrichment credits, and data export capabilities. Both plans use the same credit system, so you can stretch your monthly budget further by using Standard-mode drafting.

How do agency tiers work?

Agency tiers have no base fee. You pay per managed client and per talent profile. Agency Standard is $199 per client per month; Agency Pro is $399 per client per month. Both add $39 per talent profile per month. Your own team's user seats are always free.

What is a talent profile?

A talent profile represents one person (founder, executive, or spokesperson) you are booking onto podcasts. It includes their bio, topics, headshots, and outreach history. Team plans include 5 profiles; agency plans are pay-as-you-go.

Can I switch plans later?

Yes, at any time. Upgrades take effect immediately; downgrades apply at the end of the current billing period. Contact support if you need help migrating between plan families.

Do you offer a free trial?

Every paid plan includes a 15-day free trial. Your card is saved at signup but you will not be charged until day 16. Cancel any time from your dashboard.

What happens if I cancel?

You keep access until the end of your current billing period. No charges after that. Your data is retained for 30 days in case you reactivate.

Is the 20% annual discount automatic?

Yes. Select Annual on the pricing toggle and the discounted price is applied automatically at checkout. The annual price shown is the full year cost.

What if I have more than 50 profiles or 20 clients?

That is our Enterprise tier. Contact our sales team and we will build a custom plan with volume pricing, a dedicated account manager, and SLA guarantees.

Episode #162

Ryan Conceicao: The One Skill AI Can't Replace | Business & Career | EP. 162

Aug 25, 202659 minS4

AI can write your resume, optimize your LinkedIn profile, and draft your outreach messages, but it can't teach you how to walk into a room and be someone people actually want to work with. Ryan Conceicao is back to break down why soft skills have quietly become the most valuable, and most neglected, skill in the job market right now. Here's what we're sippin on: Why AI-written resumes and LinkedIn messages are "garbage in, garbage out," and the real question hiring managers ask first (it's not "tell me about yourself") How Ryan went from a $53,000 starting salary at 21 to a $185,000 role by 28, and the mindset shift that got him there The exact tactic for making a first outreach message actually get a response, and why "good morning" alone kills it Thank you for listening, and as always...enjoy your first sip! Free Training with Ryan Conceicao: https://movetomedsales.com/?am_id=dekimbe8228 Click here to watch the full episode on YouTube Timestamps 00:00 Recap: how AI is squeezing entry-level jobs 01:23 Be a genuinely good human 02:06 AI resumes are garbage in, garbage out 03:36 The real first test in any interview 06:42 Why generic AI LinkedIn messages get ignored 11:06 Do your recon before you reach out 11:23 The 80/20 rule of conversation 14:40 The scorecard: how first impressions cost you points 16:13 Advice to his younger self 24:47 Go back and listen to EP152 for the LinkedIn strategy 26:22 Subject yourself to failure 37:53 Measuring success by the decade, not the week 39:18 Ten years to build the skillset, then a student lands $163K in two months 40:25 Ryan's own story: $53K to $185K 45:48 Why stacking real skills beats faking it with AI 47:28 The one tactical thing before you reach out 54:15 Don't be the NPC, be the value add 54:53 Sales is human psychology 56:08 Where to find the course and free training 58:24 Sign off What did you think about this episode? -------------------------------- Get the First Sip Field Notes: A weekly newsletter for curious people building better businesses, careers, and lives. You'll also get a free tool to help you decide if that idea you're sitting on is actually worth building. https://firstsipfieldnotes.beehiiv.com/subscribe CONNECT WITH DEKIMBE: YouTube Instagram Facebook LinkedIn FOLLOW THE PODCAST: Instagram Apple Podcasts Spotify For podcast sponsorship & advertising opportunities please contact: firstsippod@gmail.com

Show Notes

Every question we get asked before
someone starts their trial.

If you have a concern about deliverability, AI quality, data privacy, or whether this will actually work for your specific situation, it's probably answered below.

What is the difference between Founder Solo and Founder Pro?

How do agency tiers work?

What is a talent profile?

Can I switch plans later?

Yes, at any time. Upgrades take effect immediately; downgrades apply at the end of the current billing period. Contact support if you need help migrating between plan families.

Do you offer a free trial?

Every paid plan includes a 15-day free trial. Your card is saved at signup but you will not be charged until day 16. Cancel any time from your dashboard.

What happens if I cancel?

You keep access until the end of your current billing period. No charges after that. Your data is retained for 30 days in case you reactivate.

Is the 20% annual discount automatic?

Yes. Select Annual on the pricing toggle and the discounted price is applied automatically at checkout. The annual price shown is the full year cost.

What if I have more than 50 profiles or 20 clients?

That is our Enterprise tier. Contact our sales team and we will build a custom plan with volume pricing, a dedicated account manager, and SLA guarantees.

First Sip

About this Podcast:

Pitch Analysis

What is First Sip?

About the host

Recent episodes

Ryan Conceicao: The One Skill AI Can't Replace | Business & Career | EP. 162

He Was Right About AI...So How Did He Lose $35 Billion?

Checkpoints: How to Stop Restarting From Zero | Business & Career | EP. 160

ChatGPT 5.6 vs Claude: Why Picking a Side Is the Wrong Move | Business & AI | EP. 159

The AI-Darwin Moment: 90% of Employees Aren't Ready for What’s Coming | EP. 158

Guest Appearances

Ruben Garcia

Tarik Williams

Jeff Brown

John Duffin

Advertisers on this show

Best industries to pitch First Sip for

Podcasts like First Sip

Every question we get asked beforesomeone starts their trial.

First Sip

About this Podcast:

Pitch Analysis

What is First Sip?

About the host

Recent episodes

Ryan Conceicao: The One Skill AI Can't Replace | Business & Career | EP. 162

He Was Right About AI...So How Did He Lose $35 Billion?

Checkpoints: How to Stop Restarting From Zero | Business & Career | EP. 160

ChatGPT 5.6 vs Claude: Why Picking a Side Is the Wrong Move | Business & AI | EP. 159

The AI-Darwin Moment: 90% of Employees Aren't Ready for What’s Coming | EP. 158

Guest Appearances

Ruben Garcia

Tarik Williams

Jeff Brown

John Duffin

Advertisers on this show

Best industries to pitch First Sip for

Podcasts like First Sip

Every question we get asked beforesomeone starts their trial.

Every question we get asked before
someone starts their trial.

Every question we get asked before
someone starts their trial.