This is a daily AI-hosted podcast where we discuss changes, our thoughts and tactics on practical AI use for successful entrepreneurs and small business owners. This will be done in the most relaxed and conversational way imaginable.
The “two hour workday” is one of the most seductive promises attached to AI and it’s also the one that sets the most people up for disappointment. We get honest about what AI can and can’t do for entrepreneurs and small business owners, starting with a simple truth: AI doesn’t erase your workload, it changes what your hours are spent on. If you’re hoping automation will make responsibility disappear, this...
Your competition might not be the agency down the street anymore. It might be your client, alone at their laptop, opening an AI tool and taking a real swing at doing your work themselves. That single change rewrites how we market, price, and explain what we do, especially for agencies, consultants, and freelancers who used to win by being the person who could “just handle it.”
We get specific ab...
Most pricing advice tells you to “charge more,” but the real problem shows up earlier: we keep anchoring on our time and costs instead of the client’s outcome. Jason and George get direct about why cost-based pricing feels safe, why it’s “logical and clean,” and why it still leaves money on the table when the work creates real business leverage like time saved, revenue gained, or headaches avoided.
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I handed my entire content workflow to a system for 30 days and let it run, no safety net. Blog posts, social posts, email drafts, the works. I wanted to see whether AI content creation would actually free up time or quietly wreck the thing that makes people care: voice, story, and trust.
What worked shocked me. The volume was incredible, and the first drafts were often 80% there: clear structure...
The fastest way to level up your business isn’t another tactic, it’s learning how to ask better questions. With Georgia joining as the new co-host, we get right into a skill that’s quietly becoming a serious advantage: the ability to frame the right question when AI makes answers easy to generate. When everyone can get “a decent answer” in seconds, the real leverage shifts to the person who can identify t...
Holding on to the wrong client can feel “responsible” right up until it starts poisoning your calendar, your team, and your confidence. Jason and Sarah get honest about a topic most service business owners avoid saying out loud: when to fire a client, how to do it professionally, and why waiting usually makes the ending worse.
We walk through the clearest red flags we see in agencies, consulting,...
Your best ideas might be hiding behind your notifications. We talk about the surprising way we make the biggest business decisions: stepping away from the desk and into a quiet, distraction-free hour where the only job is thinking. No Slack pings, no email, no constant context switching. Just space, slowness, and a simple ritual that turns fuzzy stress into clear next steps. Jason explains why his back po...
One question can change the entire feel of a discovery call and it’s not a clever closing line. Jason shares the exact prompt he added about a year ago that roughly doubled his close rate while keeping the same offers and pricing, and Sarah pushes on why it works and how to use it without sounding like a sales tactic.
We walk through the moment to ask it, the psychology behind it, and why most di...
Your feed says AI can do everything in 30 seconds. Your real workday says otherwise. We open with a blunt confession: we unfollowed a big chunk of AI “demo” accounts, and it instantly cleared our heads. Not because AI is useless, but because the constant stream of staged AI agents, tuned prompts, and cherry-picked use cases creates a fake standard that makes smart builders feel behind.
We dig int...
Opening your inbox should not feel like stepping into quicksand, yet most entrepreneurs and small business owners start the day buried under junk, notifications, and “urgent” messages that are not urgent at all. We walk through the AI assisted inbox system Jason built to stop the chaos and get back to real work, without pretending you need a perfect setup on day one.
We lay out the three-layer wo...
Two weeks of “beautiful” automation work vanished the moment a client said a single sentence: “All we needed was a simple form into a Google Sheet with one Zapier step.” That’s the story we open with, and it’s a mistake that hits hard if you build systems, sell services, or run a small business where every hour counts. When we chase an elegant solution with multiple data sources, conditional logic, and AI...
One tiny change in how you use AI can turn “pretty good” answers into work that actually sounds like you. We’re Jason Wright and Sarah, and we break down the shift from treating Claude like a search box to treating it like a coworker on a shared project. When you ask a single question, you get a single answer that lives or dies by how you phrased the prompt. When you collaborate over time, you build conte...
Your tech stack should make you faster, not poorer and more confused. We’re drawing a hard line around what a small business actually needs in 2026, with zero vendor loyalty and no affiliate spin. Jason and Sarah break it down into five categories that cover almost every real workflow: a CRM to hold customer data, an automation layer to connect your apps, communication tools that don’t overcomplicate outr...
Most small business AI rollouts don’t fail because the tool is weak. They fail because the workflow underneath is unclear and AI simply speeds up the confusion.
We talk through the pattern we keep seeing: month one is all excitement, shiny outputs, and big promises, then month two hits and usage drops off a cliff. The turning point is realizing AI is a multiplier. With a clean process, it accelerates ...
You don’t need a bigger to-do list to make more money. You need fewer leaks. We walk through a simple 30-minute profit audit that consistently helps entrepreneurs and small business owners uncover wasted time, recurring expenses, and repeat work that quietly drags down cash flow month after month. If you’ve ever felt “busy” but not ahead, this is a practical reset you can do this week.
We break ...
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Your first hire might be the most expensive “cheap” decision you make. We’re challenging the default move of bringing on a part-time VA for inbox, calendar, and basic research, and we explain why an AI agent is often the smarter first step for a small business trying to protect cash flow and move faster.
Jason Wright and Sarah unpack the practical framework: AI agents replace tasks, not people. W...
“Set it and forget it” sounds like freedom until a platform update quietly breaks your workflow and you don’t find out for two weeks. We get blunt about the real cost of automation myths, especially when your lead capture, CRM updates, and client-facing systems depend on brittle links like API fields, triggers, and data formatting.
We walk through what actually fails in the wild: renamed fields, ...
One bad chatbot message can undo years of goodwill, and most businesses don’t realize how close they are to that moment. We break down a real story where an AI bot gave incorrect refund information and nearly pushed a long-time customer to walk away, then we use it to answer the bigger question: when does AI improve customer service, and when does it quietly destroy trust?
We share a simple frame...
Paying for tools feels productive right up until you realize your “AI stack” is mostly a pile of forgotten subscriptions. Jason and Sarah start with a painfully relatable confession: a credit card full of AI tools, most of them untouched, all of them charging on schedule. From there, we dig into why entrepreneurs keep repeating the same cycle of signing up for the newest automation app or “ChatGPT killer”...
Hey Jonas! The official Jonas Brothers podcast. Hosted by Kevin, Joe, and Nick Jonas. It’s the Jonas Brothers you know... musicians, actors, and well, yes, brothers. Now, they’re sharing another side of themselves in the playful, intimate, and irreverent way only they can. Spend time with the Jonas Brothers here and stay a little bit longer for deep conversations like never before.
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
Former Bachelor Clayton Echard’s casual one-night fling turned into a paternity nightmare. When the news broke about the scandal, no one believed Clayton at first. He was a reality TV star, and an unpopular one at that. Clayton found himself trying to prove the truth, while trapped in a web of lies, manipulation, and threats. He would soon discover he was not the only one. At its core, this is a story about who you believe and why. It’s an epic battle that would take a group of strangers, citizen sleuths from across the world, to crack the case and finally hold someone accountable. New episodes of Love Trapped are released every Thursday, starting February 26th, 2026. If you would like to reach out to the Love Trapped team, email us at lovetrappedpod@gmail.com and follow along on Instagram @glasspodcasts.
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by Audiochuck Media Company.
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.