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Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
Joe Casabona, Business Systems Coach
523 episodes
4 days ago
You started your business for freedom, not to be chained to your desk. I help small business owners grow without burning out through simple, powerful online automations. On Streamlined Solopreneur you'll get real-world strategies, smarter workflows, and practical tools to help you reclaim your time and actually enjoy the freedom you set out to create. Your host, Joe Casabona, is a seasoned technologist with over 25 years of experience. He's seen how the right systems can transform a business. But more than that, He's a teacher at heart. His goal isn’t to overwhelm you with jargon, but to make complex ideas simple and give you an actionable plan you can actually use. Because your business should support your life—not take it over. Tune in every Monday, wherever you get your podcasts.
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All content for Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout is the property of Joe Casabona, Business Systems Coach and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
You started your business for freedom, not to be chained to your desk. I help small business owners grow without burning out through simple, powerful online automations. On Streamlined Solopreneur you'll get real-world strategies, smarter workflows, and practical tools to help you reclaim your time and actually enjoy the freedom you set out to create. Your host, Joe Casabona, is a seasoned technologist with over 25 years of experience. He's seen how the right systems can transform a business. But more than that, He's a teacher at heart. His goal isn’t to overwhelm you with jargon, but to make complex ideas simple and give you an actionable plan you can actually use. Because your business should support your life—not take it over. Tune in every Monday, wherever you get your podcasts.
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Technology
Business,
Entrepreneurship
Episodes (20/523)
Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
How Much is AI Harming Our Ability to Connect?

It’s no secret I’m a full-on AI skeptic. And while I still use it, I’m very, very worried about the long-term effects of overuse. I saw a number of stories over the summer that point to us losing our ability to connect with other people.

We’ve decided that efficiency and productivity are more important than everything, including accuracy and trust. That we’ve decided to implicitly trust something made wholly by other people, some of whom don’t fully understand what their creation does.

Here’s my approach to AI, how we can be better, and my hopes for 2026.

And if you want to save time without giving up your humanity, check out my automations at https://streamlined.fm/quiz


Show Notes

  • We’re giving up too much to AI
  • Don’t Rely on AI for Human Growth and Healing
  • Parents of teenager who took his own life sue OpenAI
  • Meta’s AI rules let bots hold ‘sensual’ chats with children
  • We are rushing into the same mistakes we made with social media
  • Faster Doesn’t Mean Better. Faster Means Faster
  • The AI Trap: Why Over-Reliance will Cost You Time (and Your Voice)
  • The Urgency of Interpretability
  • It’s Been 2 Years Since ChatGPT Came Out. How do Solopreneurs Use It?

Read to build your perfect site? Check out StellarSites.

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4 days ago
20 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
How Liz Wilcox Built a Half-Million-Dollar Business on a $9 Membership

Save 30-50% on Learn Dash, GiveWP, The Events Calendar, and more: https://streamlined.fm/friday


What if your business could support your life instead of consuming it?
That’s exactly what Liz Wilcox has built — a $9/month membership that supports her family, her sister, and three other families… all while she takes summers off.


In this conversation, Liz shares how she built a half-million-dollar lifestyle business that aligns with her values — without sacrificing her time, her sanity, or her kid’s beach days.


We talk about launching imperfectly, setting clear expectations, and building a business that runs with your life, not against it. Liz’s energy and honesty are unmatched, and her story will change how you think about pricing, productivity, and purpose.


Top Takeaways

  • A low-ticket offer can be high value — if you set clear expectations and deliver consistently.
  • Don’t wait for perfect — Liz launched her $9 membership using Google Docs and built from there.
  • Transparency builds trust. Tell your audience what you’re doing, why you’re doing it, and when they can expect it.

Liz’s signature $9 membership is here: https://streamlinedsolopreneur.com/liz  — hit the hot pink button to grab her free email templates (and sneak a $1 trial of the membership).


🎧 Listen on: streamlinedsolopreneur.com

What do you think? Send your feedback to streamlinedfeedback.com

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1 week ago
52 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
We should write less with AI and more like the Supreme Court

I’m reading Amy Coney Barrett’s book, Listening to the Law, and it struck me that instead of writing using AI, we should write more like the Supreme Court…at least if we care about our audience. 

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2 weeks ago
6 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
The Best Gifts for Small Business Owners (2025 Edition)

Save 30-50% on Learn Dash, GiveWP, The Events Calendar, and more: https://streamlined.fm/friday


Every year, I put together a massive gift guide for small business owners — but this year, I wanted to do things differently. Instead of rattling off every gadget and tool I’ve ever tried, I’m sharing the handful of products that actually made my life easier in 2025.

From sleep earbuds that help me get more rest (even with kids and a dog) to the smart home lights that let me skip climbing into bushes every December, these are the gifts that save time, reduce friction, and make running a solo business just a little more fun.

If you’re shopping for yourself or a small business owner in your life, you’ll find something here that genuinely improves work and home life — without adding clutter or complexity.

Want to check out a written version of the gift guide? Head here: https://streamlinedsolopreneur.com/2025-gift-guide/


Show Notes

  • Gift Guide for Small Business Owners
  • A Fantastic Episode
  • Kindle Colorsoft
  • TRMNL
  • Soundcore Sleep A20 Earbuds
  • I Bought, and Returned, the Ozlo Sleepbuds
  • Full Review – Soundcore Sleep A20 Earbuds
  • DJI Mic Mini (2 TX + 1 RX + Charging Case)
  • Zoom PodTrak P4 Podcast Recorder
  • Bose SoundLink Max Bluetooth Speaker
  • Philips Hue Indoor/Outdoor Holiday 130-Foot Festavia String Lights
  • Aqara Zigbee Motion Sensor P1
  • Eve Aqua Smart Water Controller
  • Gitryin 10-in-1 Desktop Charging Station
  • Anker Nano Charging Station
  • Anker 9-in-1 Charging Station
  • HoverBar Duo
  • See HoverBar Duo Setup
  • UGREEN NASync DXP4800 4-Bay Desktop NAS
  • Post-it Super Sticky Easel Pad
  • Professional Grade Gaffer Tape
  • Keeping Equipment in Place
  • Analog Card Bar by Ugmonk
  • CalDigit E5 – Thunderbolt 5 Element 5 Hub
  • Twelve South HiRise 3 Deluxe
  • Motorola razr
  • SanDisk 2TB Extreme Portable SSD
  • Bellroy Tech Kit (Tech Accessories Organizer Pouch)
  • Tella.tv
  • Obsidian
  • Gling.ai
  • GoodLinks
  • MasterClass
  • Senja
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2 weeks ago
18 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
My Approach to Black Friday, and Affiliate Links

Well, we're in the holiday gauntlet now. I've gotten several emails from small, service-based business promoting Black Friday sales, and I'm not sure that's a very good approach. I share my experience with successful, and less successful BF/CM deals I've run.

I also talk about my approach to affiliates,  and what I'm thinking about for that strategy in 2026.

Check out the 3 tools I'm actually promoting for Cyber Week: https://streamlinedsolopreneur.com/3-black-friday-deals-on-tools-i-cant-live-without/

Here's my 2025 Gift Guide: https://streamlinedsolopreneur.com/2025-gift-guide/

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2 weeks ago
7 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
The 3-Step Process for Your First Automation

My oldest daughter loves asking me to tell her a funny story about my wife from when we were dating... and I almost always freeze. It's not because there aren't any funny stories. It's because there are too many to pick from.

This is exactly what happens when you open Zapier without a plan. You're faced with a "blank canvas" and endless possibilities, so you freeze and do nothing.

You've heard about "triggers" and "actions," but you're not sure what your triggers or actions should be. Zapier isn’t a sandbox for people starting out. The secret is to look at the work you're already doing.

I'll walk you through my simple, three-step process to get started. It starts with documenting your tasks, listing your apps, and then using one specific (and often overlooked) page on Zapier's website that will show you exactly what's possible for you.

Stop staring at the screen, wondering where to begin. Let's get your first automation built.

Want to see some real-world examples tailored to your biggest struggles? Take my free quiz at https://streamlined.fm/quiz and I'll email you four automation ideas you can use today.

Show Notes

  • Take the Automation Quiz: streamlined.fm/quiz
  • Explore the Zapier Apps Page: zapier.com/apps
  • Watch the Zapier Apps Page Walkthrough Video
  • Leave feedback: streamlinedfeedback.com

Read to build your perfect site? Check out StellarSites.

★ Support this podcast ★
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3 weeks ago
11 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
Thinking About Affiliate Emails During Cyber Week

Our inboxes are about to be inundated with sales emails and affiliate-link riddled round-ups. Should I contribute to the noise? 

I'm thinking yes...but I want it to feel different. 

What do you think? Let me know at https://streamlinedfeedback.com 

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3 weeks ago
3 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
The 4 Core Components of Every Automation

Remember diagramming sentences back in school? I always thought it was pointless, but the real goal wasn't the diagram itself—it was understanding the structure of a good sentence.

The same exact logic applies to building automations. It's tempting to just jump into a tool like Zapier or Make and start connecting things, but that's like throwing a bunch of random words on a page and hoping it makes sense. If you want to build automations that actually save you time (and don't break), you need to understand the structure first.

I'm breaking down the four essential components every automation has—the two that are required, and the two "optional" ones that make your workflows truly powerful and intelligent. We'll walk through the difference between a Trigger and an Action, how to use Conditions to make your automations smarter (like "only do this if X is true"), and when to use specific Timing to batch your work.

Are you unsure what you should even automate first? I built a brand new quiz to help you pinpoint your biggest bottleneck. Answer four simple questions, and I'll send you personalized automation recommendations to solve your most crucial problem.

Take the quiz now at: https://streamlined.fm/quiz

Show Notes

  • Watch the Video – https://www.youtube.com/watch?v=i41JKLS9Uf4 for visuals
  • Submit Feedback: https://streamlinedfeedback.com 

Read to build your perfect site? Check out StellarSites.

★ Support this podcast ★
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1 month ago
18 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
The #1 Mistake Solopreneurs Make With Newsletters

Ever wonder if your newsletter should be the product…or just promote the product?


I’ve been treating mine more like a magazine than a sales tool — and it’s cost me. So I sat down with Dylan Bridger, who helps course creators and coaches turn their newsletters into profit machines.


We talk about:

  • The difference between a “magazine” newsletter and a “sales team” newsletter
  • How to actually warm up your audience so they buy when you make an offer


But we also get into the impact becoming a new dad had on Dylan’s workflows, and a short-lived side project that taught him big lessons fast.


This conversation helped me clear up a ton of issues with my own newsletter, and I think it’ll do the same for you.


Seeking clarity in your business systems? Take the Business Overwhelm Diagnostic.

Dylan Bridger is an email marketing expert who helps coaches and course creators increase their conversions while building stronger relationships with their lists. A full-time marketing consultant since 2021, more than 7,000 entrepreneurs follow his insights across newsletter and social media. When he's not working, you can find Dylan writing songs, goofing around with his daughter, or enjoying a nice cup of coffee.


Links

  • Dylan Bridger
  • Dylan on LinkedIn
  • Dylan on Twitter/X
  • Dead-Eyed Portraits: The Real Risk of AI Headshots
  • Nathan Barry
  • Kit (formerly ConvertKit)
  • Ken McCarthy – Jazz on the Tube
  • Beehiiv

What do you think? Send your feedback to streamlinedfeedback.com



Read to build your perfect site? Check out StellarSites.

★ Support this podcast ★
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1 month ago
46 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
Growth by Subtraction: How to Make Time for What Matters Most

When I was a kid, I said things like, “I won’t forget,” or “When I’m a dad, I won’t get mad.” Or…”I’m bored.”


But as you get older, and life puts you in various, unforeseen situations, it’s easy to get blindsided and react in a way you hoped you wouldn’t.


I think about this a lot when I consider what’s changed between turn 20 and turn 40. And there’s a common theme that has cropped up: pruning.

Letting go of what doesn’t work. Of where you used to spend your energy. About making more space in your life for the things that matter.


And I thought that there was no better person to bring on to talk about this than my friend, fellow freelancer, and fellow father, Austin L. Church. He’s a deep thinker, committed family man, and wants to help people.

Looking to prune what’s stealing your energy? Take the Business Overwhelm Diagnostic.


Top Takeaways

  • Fluff vs. value in business books — many books stretch one idea into 300 pages, but the best insights are usually old, durable ideas worth revisiting.
  • Growth by subtraction — focus and pruning beat doing “all the things.” Fractured attention leads to mediocre results.
  • Attention as water — what you focus on grows. Stop “watering” indignation and instead nurture gratitude, creativity, and presence.
  • Values over virality — not all success is worth emulating. If someone’s optimizing for attention or wealth at all costs, that doesn’t mean you should.
  • Parenting parallels — kids remember how you respond more than what you say. Choosing patience, presence, and love shapes both them and you.
  • “These are the good old days” — a simple mindset shift that makes it easier to stay present with family and avoid regrets later.

Links

  • Austin’s post on pruning
  • Austin L. Church — Freelance Cake
  • Austin’s Book: Free Money
  • Buy Back Your Time — Dan Martell
  • Good Strategy Bad Strategy — Richard Rumelt
  • Essentialism — Greg McKeown
  • Dieter Rams — Principles Of Good Design

What do you think? Send your feedback to streamlinedfeedback.com


Read to build your perfect site? Check out StellarSites.

★ Support this podcast ★
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1 month ago
48 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
How I Built Episode 500

Episode 500 of the show came out on Monday. Here’s I I put it together using Google NotebookLM

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1 month ago
9 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
After 500 Episodes, Here’s the Real Secret to Success

Nine years. 500 episodes. And one big question I've asked since the beginning. Do you have any trade secrets for us?

When I started this show (back when it was How I Built It), I was a newly married web developer with a side hustle and a curiosity for how others built their businesses. Ten years and three kids later, I’ve realized the mission has always been the same — helping solopreneurs build a business that supports their life, not consumes it.

In this special milestone episode, I’m sharing the story behind the show’s evolution, the real “trade secret” I’ve learned from hundreds of conversations, and how the GAPS Framework — Gear, Automation, Playbooks, and Support — is guiding my next experiment.

Want my systems delivered directly to your inbox for free? Join my mailing list at https://casabona.org/streamlined 

Show Notes

  •  Ecamm Live
  • Stream Deck
  • Tella
  • Gling.ai
  • Riverside
  • Everything on my Desk
  • Zapier
  • Castmagic
  • YouTube
  • LinkedIn
  • Growth in Reverse Pro

 💬 Send me your thoughts: streamlinedfeedback.com


Read to build your perfect site? Check out StellarSites.

★ Support this podcast ★
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1 month ago
26 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
Big milestone episode coming Monday!

Am I overthinking how to approach episode 500? Plus, I got an android phone. 

Send feedback to https://streamlined feedback.com

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1 month ago
5 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
The Productivity Tools Draft

We turned productivity into a fantasy draft! 🏆

Four small business owners battle it out, picking the apps and tools we cannot live without — with some surprise steals, hot takes, and even a bonus round for our favorite analog gear.


Looking for new ways to save time, systemize your business, and actually enjoy the tools you use? This draft is packed with ideas you’ll want to steal.

Draft Order: 

  1. Mike Schmitz
  2. Layla Pomper
  3. Cat Mulvihill
  4. Joe Casabona

Wondering how you can manage your time to find the perfect balance? Take the Business Overwhelm Diagnostic.


Show Notes

  • Mike Schmitz | Episode 422
  • Layla Pomper | Episode 495
  • Cat Mulvihill | Episode 305
  • Obsidian
  • Circle
  • Kit (ConvertKit)
  • ClickUp
  • Raycast
  • Canva
  • Missive
  • Zapier
  • SmartSuite
  • Kajabi
  • Notion
  • Sunsama
  • Zoom
  • Apple Text Replacement
  • SavvyCal
  • Stream Deck
  • SaneBox
  • Ecamm Live
  • Todoist
  • Google Drive
  • Personal Retreat Planner (Mike’s custom tool)
  • Rocketbook
  • Field Notes
  • Opus Clip
  • Tella
  • Gather
  • Vimeo

What do you think? Send your feedback to streamlinedfeedback.com


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2 months ago
52 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
What I Learned Posting on LinkedIn for 40 Days [Audio Note]

I just wrapped up a Social Growth for my friend Chenell’s community where I posted on LinkedIn for 40 days.

Here’s what I learned and what’s next.

Send your feedback at https://streamlinedfeedback.com

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2 months ago
12 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
Stop Being the Bottleneck in Your Business

Can you really delegate out when you are your business? Don’t people hire you to work with…well, you? 

That’s the question Justin Moore and I wrestle with. We talk about the challenge of running personality-driven businesses, why it’s so hard to step away, and how to build a company that serves your life instead of consuming it.

Justin shares how he’s built a coaching business with a team he trusts, why impact is his North Star, and the mindset shift that helped him let go of control. 

We also get real about balancing work with family time, the guilt that comes with stepping away, and why building a lifestyle business is just as valid as chasing a big exit.

Things get real – it’s something all business owners need to think about. 


Wondering how you can step away from your business? Take the Business Overwhelm Diagnostic.


Top Takeaways

  • Use a North Star mission (like impact) to guide decisions about hiring, delegating, and growth.
  • Letting go of control is a mindset shift—delegating doesn’t dilute your business, it expands your reach.
  • A lifestyle business is not a failure; you don’t have to build for an exit if you love the work.
  • Balancing work and family isn’t about hacks—it’s about daily choices to be present in the moment.


Show Notes

  • Sponsor Magnet Podcast (hosted by Justin and me)
  • Sponsor Magnet (Book)
  • Creator Wizard
  • Key Person of Influence (Book by Daniel Priestley)
  • Write Useful Books (by Rob Fitzpatrick)
  • One to Many: The Secret to Webinar Success (by Jason Fladlien)
  • CEX (Creator Economy Expo)
  • Lulu (Publishing)

What do you think? Send your feedback to streamlinedfeedback.com

★ Support this podcast ★
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2 months ago
28 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
When is it Time to Switch Tools?

It seems like every day there’s a new tool designed to help us be more productive. They promise to help us to more, faster, better, with fewer resources. And it’s easy to get shiny object syndrome. So how do you know when it’s time to switch, or when it’s a waste of time and energy?


Luckily, as a chronic tool switcher, I’ve thought a lot about this very problem. And I have a framework to help you decide.


We’ll go through the 4 questions you should ask yourself when evaluating whether or not to switch. Then we’ll apply these tests to case studies so you can see how they work with actual examples.


Wondering if you should switch? Go to https://shouldyouswitch.com to apply this framework!


What do you think? How do you decide when to switch tools? Let me know at https://streamlinedfeedback.com

  • (00:00) - The Rapid Evolution of AI Tools
  • (01:26) - Framework for Tool Switching
  • (06:39) - Case Study: Dropbox to Google Drive
  • (11:22) - Case Study: Cal.com to Calendly
  • (13:30) - Case Study: Switching from Arc
  • (18:30) - Final Thoughts on Tool Switching
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2 months ago
20 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
I’m Creating a Paid Newsletter

I’m considering a membership again, but this one is different! I’m going to do a paid newsletter, powered by Memberful and Kit. 

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2 months ago
5 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
Why Work-Life Balance is a Myth for Parent Entrepreneurs

Running a business while raising kids feels impossible some days. Between checking emails at the playground and working after bedtime, it's easy to feel like you're failing at both. But what if there was a better way?

Amanda Goetz has cracked the code on building an authentic business without the hustle culture nonsense. As a single mom of three who's built multiple six-figure income streams, she's learned that success isn't about doing more—it's about doing the right things at the right time.

In this conversation, talk about her surprisingly simple systems that keep her business running while she stays present for her kids. Amanda shares the real strategies that work when you can't afford to waste time.

But we also cover how to be authentic in an AI world, and she gives me the single best piece of advice I’ve personally gotten for how to balance both better.

Are you worried about burning out? Take the Business Overwhelm Diagnostic.


Show Notes

  • Amanda Goetz
  • Order Toxic Grit
  • Amanda’s Two-Do System
  • Follow Amanda on LinkedIn
  • Follow Amanda on Instagram

What do you think? Send your feedback to streamlinedfeedback.com

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2 months ago
43 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
Happy Apple Christmas!

It’s new iPhone Day! It was a big year for me as it was time to upgrade several of my devices. Here’s what I got, and why. 

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2 months ago
5 minutes

Streamlined Solopreneur: Tips to Help Small Business Owners Grow Without Burnout
You started your business for freedom, not to be chained to your desk. I help small business owners grow without burning out through simple, powerful online automations. On Streamlined Solopreneur you'll get real-world strategies, smarter workflows, and practical tools to help you reclaim your time and actually enjoy the freedom you set out to create. Your host, Joe Casabona, is a seasoned technologist with over 25 years of experience. He's seen how the right systems can transform a business. But more than that, He's a teacher at heart. His goal isn’t to overwhelm you with jargon, but to make complex ideas simple and give you an actionable plan you can actually use. Because your business should support your life—not take it over. Tune in every Monday, wherever you get your podcasts.