Streamlined Solopreneur: Automate Your Business, Take Time Off Worry-Free

Imagine making $70,000…from your bedroom…in one night. That’s exactly what Matt “Dappz” McGuckin did with his online trading cards shop. He got his start “breaking” – that is, buying and opening boxes of cards live online, and selling the contents…all on TikTok. Sounds risky? It is! But today, Dappz Sports is the Live Shopping Company on TikTok in the U.S., making over $20 Million in gross sales. So the risks have paid off. Now maybe it seems like too far-fetched to say you’ll make $70K in one night, but it’s not too far-fetched to say that making calculated risks will elevate your business. It’s a proven strategy and Dappz, and today, he’s going to tell you how you can do it too. Top TakeawaysDon’t try to think about how you’ll go viral. Instead, be consistent and try different things. Experimenting can be low-stakes risk-taking. One of the biggest risks that pay off is hiring someone. They will take SO much off your plate. It sounds scary, but it’s a must for any business owner. Research is SO important with it comes to mitigating risk – remember, this is about calculated risks, not being a cowboy, and doing crazy stuff to see if it pays off. Show NotesMatt "Dappz" McGuckinMatt on TiktokThe Social Dilemma on NetflixSponsored by: Sensei Sponsored by:Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

Over the years, I’ve published a great many gift guides on my blog. From freelancers, to podcasters, to working from home, and even my hobbies — like pens and cigars. And this year is no different.But given my relatively new focus on helping solopreneurs (and the fact that the “Work from Home” guide is starting to feel a little stale), I’ve decided to change things up in 2023.That's why this year, I'm introducing the Solopreneur's Gift Guide. Enjoy! LinksThe 2023 Solopreneur's Gift GuideView on Casabona.orgRecording / Video Conference GearElgato FacecamElgato Facecam ProLive Stream kitSamson Q2U Sennheiser PC 8 USB Headset Podcaster’s Gift GuideHue LightsElgato Key Light | Key Light AirNeewer 2 PackLume Cube for Video ConferencingHome OfficeSteelcase HON ChairsRoller Blade Wheels for Office ChairsJarvis by FullyE7 by FlexiSpotMoft Sit-Stand Laptop DeskTwelve SouthLogitech MX Master 3 Keycron K2 Pro Mechanical KeyboardErgonomic keyboard from MicrosoftMonitor Arm by FullyAt Home TechWestern Digital My Book  BackblazeSynology 2 Bay Storage NAS +  some hard drivesWestern Digital Portable Hard DriveSamsung’s T7 portable SSDAirPods Pro IISkullcandy headphones Bose QuietComfort 45 Noise Cancelling headphones Audio-Technica ATH-M50sStream Deck GaNPrime Hybrid Power Bank / Wall ChargerMagSafe 3-in-1 Charging Cube (perfect for travel)Nano USB-C Power BankStands by Lab22ProductivitySidekick NotebookSidekick NotepadWilliam Hannah A5 Classic NotebookCheck out my Pen guideAnalog from UgmonkTodoistMindNode  BearUlyssesApp Store Gift Card SetappComforts of HomeCometeerKru DoomcupReading Jazzy JavaRook NicaraguaNespressoOXO Brew Conical Burr Coffee GrinderMahabis SlippersTravel / Outside the HouseWaterField Designs Sling bag from NomaticTimbuk2.Kindle ScribeAirTagsAirFly by Twelve SouthAt Your BestForget the FunnelThis is PersonalMade to Stick Sponsored by:Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

Do you remember the most awkward moments of your life? One for me was definitely the day I was defending my master’s thesis. I was explaining a complex algorithm, when my advisor interrupted me and said, “Well…that’s not really how it works.”  In front of my classmates, other faculty, and a number of friends who showed up out of support.As you can imagine, I was mortified – until recovered, finished the presentation, and said, If you have any questions, I’d be happy to answer them. Unless it’s about that one algorithm. They you can ask Dr. Bishop.” That got laughs, and I finished strong. I learned an important lesson that day: awkwardness will happen. It’s how you handle it that has a lasting effect. And that’s exactly what Dr. Henna Pryor is going to talk about with us today. She’s a keynote speaker, and her best-selling book, Good Awkward, came out in September with endorsements from people like NFL Quarterback Russell Wilson. Top TakeawaysWe are living in a society that increasingly doesn’t need to use its “social skills” muscle. We don’t have to interact with as many people, and it’s making us feel worse. Awkward goes hand-in-hand with uncertainty. That means if you never want to feel awkward, you’ll never grow. In order to embrace uncertainty, and therefore awkwardness, we need to create more situations to “practice” than the current world gives us. Show NotesHenna PryorHenna Pryor BookHenna on LinkedinHenna on InstagramHow to Stand Out When Everything is Competing for Attention with Steve WoodruffSponsored by: Sensei Sponsored by:Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

A family walks into a talent agency, and says, “Have we got the act for you…”If you’re familiar with this opening to a joke, you may have had a visceral reaction to it — either you think it’s hysterically funny, shamefully disgusting, or both. It’s the opening to the joke, The Aristocrats, and if you have a weak stomach, I don’t suggest you look it up.See, the point of this joke isn’t actually the punchline, which is right in the title. The point is to see how long you can improv a shocking, disgusting, offensive story.You can think about it as a secret handshake among comedians, that became not so secret after a 2005 documentary came out about it.It going me thinking about the importance of telling a story.This week, I got to speak to my friend Nick Benson’s college classes about Digital Storytelling.Don’t worry, I didn’t tell The Aristocrats.Instead, I spoke to them about why storytelling is so important in any content you create, especially podcasting.Read the article here: https://podcastliftoff.com/podcast-storytelling/  Sponsored by:Lulu: Sign up for free today and sell your book.Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

In a way, the chaotic start to our interview, followed by a calm, cool conversation, is a metaphor for Jordan’s business journey this year. See, this isn’t just a story about how to hire good people for your business. It’s a cautionary tale, and proof that running a business is about always learning and adjusting. Jordan runs an agency of high-level remote assistants. Today, she’s telling us her own trials and tribulations with making what seemed to be the right hiring call but ended up plunging her business into a few chaotic months. Don’t worry though, through patience and vigilance, she came out on the other side in a much better position. Plus, in the PRO show, we talk about what she’s doing for me…and why she’s contributed to me potentially leaving Airtable for Notion.Top TakeawaysYou need to share your mission with your team early on. This ensures that you’re both aligned on the same values – which will form a stronger bond than a paycheck. Know when to communicate. Jordan saw that through hiring contractors, they were taking on too much, and as a result, the quality of their work slipped. Clear communication could have prevented the worst outcome for her: loss of clients. Know when to cut ties. Jordan saw that for her agency, a contractor relationship would not work. So she pivoted and decided to hire full-time employees instead. It took several months to find the right fit, but she’s happy she didn’t rush into the decision. When you do bring on new employees, make sure to have a rock-solid, hands-on training program. This will allow them to start learning and doing, from day 1.Show NotesJordan EatonSponsored by: Lulu | Sensei Sponsored by:Lulu: Sign up for free today and sell your book.Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

It's podcast swap time! Except I'm telling you about another podcast of mine: Podcast Workflows. It's a daily podcast that focuses on how to help podcasters improve their processes. Every Wednesday, I do a deep dive into someone's process, and that's what I'm bringing you today. Learn more at https://show.podcastworkflows.com/Arielle Nissenblatt eats, sleeps, and breathes podcasts.Her main job is with a podcast company.Her newsletter is all about podcast curation.She runs a podcast community on Discord.She loves podcasts so much that she, along with her co-host Tim Villegas, produce a podcast about podcasts. Well really, about podcast trailers specifically. It’s called Trailer Park.You might think that this is too niche, but they got 10,000 downloads in just a few weeks. Their outreach process was crucial to achieving that goal. Read on to learn how they did it.IN THIS EPISODEWhy a super-niche podcast is the path to successSpending some time in the edit can greatly enhance your showPitching and direct outreach is still the best way to grow your podcastRead the full article here: https://podcastworkflows.com/trailer-park-podcast/ ————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

If I wanted to cater to the current algorithm gods, I’d probably talk about how this interview is all about what AI can and cannot do for us. But it’s so much more than that. Much like the problem with leveraging AI to do all of the heavy lifting, me positioning this episode as “about AI,” would be inauthentic. And authenticity…well that’s really what this episode is about. Tom Schwab is someone who believes at his core that you’re just One Conversation Away from a profitable…and perhaps quite successful…business. So that’s what he helps people do. He helps them have conversations. And today, you’re going to learn how to get better at having the right conversations, as well as how to leverage those conversations to build your authority…authentically. Plus in the PRO show, Tom and I exchange podcast interview horror stories!Top TakeawaysMarketing is starting a conversation with someone who could be a great customer. But before you can do that, you need to get clear on what you do, and who you do it for. Obscurity is bad for business. When you go on podcasts, you’re having a conversation with potentially lots of people. This means you need to show up, be present, and make the host look like a genius for having you on! Go for quality over quantity. When I asked Tom about how to get on more podcasts he said, “More is not better. Better is better.” So use your time wisely, and show up fully for the listeners.Show NotesTom SchwabSponsored by: Lulu | Sensei Sponsored by:Lulu: Sign up for free today and sell your book.Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

Did you know that Netflix is also a gaming platform now? That Apple make TV shows? That Disney own a number of YouTube channels without the Disney branding? It’s because they know what Steve Woodruff knows. If you’re a podcaster, you might think the competition is other podcasters. If you make movies, you might think the competition is another movie. You’d be wrong. See, what Netflix, Apple, Disney, and Steve know, is that the competition is everything. People are assaulted every day by stimuli, and if you want to cut through all of the noise, you need to stand out by being an effective communication designer. And there’s no better person to tell us how to do that than the King of Clarity himself. Plus, in the PRO show, we talk about using AI to write books, and Steve’s process for writing his latest book, The Point. Top TakeawaysThe average American spends 7-10 hours per day in front of a screen. On top of that, we see 4,000-10,000 ads every day. In other words, there is a lot of stuff competing for our attention. You want to be pigeonholed! Instead of an “Elevator Pitch,” which sounds stuff and outdated, Steve prefers the term “Memory Dart.” What’s one sentence you can say to people so they know exactly what you do? If you’re not communicating clearly to an outsider, you’re not communicating clearly. You want to make sure your copy (website, LinkedIn profile, Twitter) makes sense to people who don’t know your work well.Show NotesSteve WoodruffSteve in LinkedinWant to be a Better Speaker? Do THESE Things with Mike PacchioneClarity Wins BookYou’re Writing Your Business Book Wrong with Josh BernoffSponsored by:  Hostinger | Lulu | Sensei Sponsored by:Hostinger: Get 10% off + 2 months free with code BUILDLulu: Sign up for free today and sell your book.Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/

Yong-Soo Chung, a high 7-figure business owner with over 300,000 social media followers, shares his journey of using Twitter to grow his podcast. He discusses finding a niche, sharing personal stories, and continuously growing the target audience. The importance of building relationships on Twitter and using a newsletter to bridge the gap between followers and podcast listeners is highlighted. The chapter also explores sponsorship opportunities, podcast growth, and engaging with the audience.

Cohort-based courses are on the decline if the tastemakers are to be believed. And it makes sense. Now that people aren’t stuck at home, they probably don’t want to spend time interacting online when they can interact IRL. But that doesn’t mean that CBCs have no utility. In fact, I think that there’s a great way we can make CBCs even better, by employing a tactic that has been explored in the K12 and higher education settings: the flipped classroom. In the episode we’ll: Check out the flipped classroom model, a way to get students more involved and boost their learning.See how engaging teaching methods move past old school methods and foster better student participation.Learn some of the pitfalls of the flipped classroom in a practice.Measure the effect of customizing course material to suit students, a way to make education more personalized.See how the topic matters when considering the use of the flipped classroom model.Address how we can incorporate the flipped classroom model in cohort-based courses. Sponsored by:Hostinger: Get 10% off + 2 months free with code BUILDLulu: Sign up for free today and sell your book.Sensei: Save 20% FOR LIFE with code JOECASABONA————Streamlined Solopreneur is the podcast for solopreneurs who want to automate their business and take time off worry-free. Each week, Joe Casabona shares practical systems, tools, and strategies to help you reclaim your time and run your business without sacrificing your the rest of your life, or your health. Start with the free Solopreneur Sweep — a step-by-step method for finding where your business is losing time: https://streamlined.fm/sweepIf this episode helped you, leaving a review on Apple Podcasts helps other solopreneurs find the show — it only takes a minute and means a lot.Connect with Joe on LinkedIn: https://www.linkedin.com/in/jcasabona/