All Episodes

The Art of Accountability: How I Handled Losing a Client

Chronically Automated Episode #26: The Anti-Resolution Revolution: Finding Your True Path in 2026

How to be the CEO of your life with Adam Hurd.

The Lie Keeping You Stuck in Corporate, With Lisa McPhee

Episode #74 Why High Performers Quietly Burn Out with Allison Ditmer

Chronically Automated - Episode #24 How to Step Away Without Feeling Like Your Business Will Explode

Episode #73 From Alien Movies to Automation: Steven Puri’s Wild Career Pivot

Episode #72 The Holiday Survival System for Founders & Operators

Chronically Automated - Episode #23 How to Stop Fighting AI and Start Winning With It

Episode #70 How Alana Sparrow Helps Leaders Stand Out

Chronically Automated - Episode #22 Why “Starting Over” Is the Most Powerful Business Move

Episode #70 - Selling Is Not Sleazy. You’re Just Doing It Wrong w/ Charlotte Lloyd

Chronically Automated - Episode #21 Why “Burning It Down” Might Be the Smartest Move You’ve Ever Made

Episode #69 - The Hard Truth About Failing a Client You Care About

Chronically Automated - Episode #20 The Myth of Simplicity and the Power of Complex Brains

Episode #68 Automation Is Not A Magic Wand, Stop Treating It Like One

Episode #67 - Automation Won’t Save You From This: Becky Henderson on the Real Work Founders Avoid

Episode #66 The Dad Funnel, the Death of Hustle, and the Power of Saying “No” with Jacob Pegs

Chronically Automated - Episode #19 When Your Workflow Looks Broken But Delivers Like a Beast

Episode #65 Inside the Mind of an AI Strategist: Raja Sampathi on Fear, Power, and Execution

Chronically Automated - Episode #18 This Is What It’s Like to Run a Business with a Brain That Never Shuts Off

Episode #64 Make Gmail, Slack, and Google Calendar Shut the Hell Up

Episode #63 - Work 100 Hours a Week at Apple… or Build Systems That Work for You? Jon Chose Both

Chronically Automated - Episode #17 No Dopamine, No Problem: Systems That Work Anyway

Chronically Automated - Episode #16 Automation Isn’t Optional When Your Body Says No

Episode #62 - Cool Is Not a KPI: Stop Buying Useless Software

Chronically Automated - Episode #16 You Can’t Compete With AI. So Here’s How You Beat It.

Episode #61 - Stop Posting, Start Operating: Real Talk with Kevin Brunnock

Chronically Automated - Episode #15 - The Unsexy Truth About Automation and Mental Health

Episode #60 - Your Brain Is the Bottleneck: Evan Marks on Rewiring Your Inner Operating System

Chronically Automated - Episode #13 Why High Performers Secretly Suck at Resting, and What It’s Costing You

Episode #59 - Your Team Is Waiting On You to Get Out of the Way - Here’s How to Let Go

Chronically Automated - Episode #12 If You Need to Be at 100% to Succeed… You’re Screwed

Episode #58 Marc Lawrence on Why Real Networking Still Beats Funnels

Episode #57 From Patterns to Profits: Bill Fanter’s Trading Framework

Chronically Automated - Episode #11 - The Lie We Tell Ourselves About Doing It All

Episode #56 Cut the Fees, Keep the Cash: Sarah Blesi on Payment Systems That Scale

Episode #55 If You’re Still Thinking Like an Employee, Watch This — with Paulina Tillman

Chronically Automated - Episode #9

Episode #54 The Brutal Truth About Scaling, Burnout, and Exit Plans with Mariana Polic

Chronically Automated - Episode #8 The ADHD Entrepreneur’s Survival Strategy (That No One Talks About)

Episode #53 The Human Cost of Scaling: Alexandra Nunez Breaks It Down

Chronically Automated - Episode #7 Designing Systems That Don’t Punish You for Being Human

Episode #52 Elijah Szasz Breaks Down the Story-First Framework for Startup Success

Chronically Automated - Episode #8 You’re Not Busy. You’re Just Operating Without a Brain Buffer

Episode #51 The Brand Before the System. A Deep Dive with Robert Friedman

Chronically Automated - Episode #5 Automation is Not a Personality. Stop Hiding Behind It!

50 Episodes. 1 Massive Rebuild. Darren Mass & Nat Berman Tell All

Chronically Automated - Episode #4 Burn Your To-Do List: The Truth About Productivity

Episode #49 From ‘Nice to Have’ to ‘Need to Have’, Fabi Paolini on Brand Power

Chronically Automated - Episode #3 Multitasking Is Bullsh*t. Here’s What Actually Works

Episode #48 Kelly Meerbott on the Truth About Leadership Burnout

Episode #47 Inside the Frankenstack: Sean Nihill on Streamlining Systems for Scale

Chronically Automated - Episode #2 The No-BS System for People Whose Brains Don’t Sit Still

Chronically Automated - Episode #1 When Your Brain Ghosts You: Automation to the Rescue

Episode #46 Why Emmy Winner Tim Jones Believes Storytelling Can Fix Broken Healthcare

Chronically Automated - Pilot Episode

Episode #45 Your Cashflow Is Broken: Mando Sallavanti on Financial Ops That Scale

Episode #44 Elizabeth Eiss on Building a Hybrid SaaS + Service Powerhouse

Episode #43 Inside the Broken Sales Systems of Hospitality with Cory Falter

Episode #42 How Phyllis Winters Helps Founders Stop Duct-Taping Their Businesses Together

Episode #41 The Anti-Hustle Recruiting Model: How Megan Juliano Built Her Business on Clarity

Episode #40 Why Founders Burn Out Trying to Scale (Nathan Rosenlund Explains)

Episode #39 Automation Without Purpose Is Just Chaos - A Real Talk with Mark Bentcover

Episode #38 Why Most Salespeople Fail and How PJ Valentini Keeps Winning

Episode #37 Kevin Hodgkins on The Right (and Wrong) Way to Build Sales Funnels

Episode #36 Aligning Your Money with Your Life with James Mayer

Episode #35 The Art of Making Money on LinkedIn (Without Feeling Gross) with Natasha Walstra

Episode #34 Retention, Automation, and Breaking the Rules of Marketing with Steph Vrona

Episode #33 Danny DelVecchio’s 3-Step Method for Making Video Marketing Easy & Effective

Episode #32 How to Simplify Your Systems and Scale Your Podcast with Ryan R. Sullivan

Episode #31 Spam what? Email Deliverability Strategy with Karen Grill

Episode #30 Mastering Insurance as a Solopreneur: Mitchell Underwood

Episode #29 No Fluff: Mindset, Mental Blocks & Business Operations with Tom Harman

Episode #28 Beyond Wall Street: Hugh Meyer’s Transition to Meaningful Wealth Management

Episode #27 Bringing the Human Touch to Digital Hiring with John Carpenter

Episode #26 Started Talking, Never Stopped: How 2024 Became My Podcast Year

Episode #25 Mastering Time and Building Real Relationships with Tom Clement

Episode #24 The #1 Business Mistake You’re Probably Making (And How to Fix It) with Tom Wells

Episode #23 Mindset > Tech: The Surprising Truth Behind Successful Operations with Alana Tart

Episode #22 Corporate Skills That Fuel Entrepreneurial Success with Anthony Lobosco

Episode #21 Beyond the Nine-to-Five: Kendra Pennington’s Blueprint for Modern Mom

Episode #20 Cracking the Code: How Emotion and Technology Fuel Entrepreneurial Success

Episode #19 Mastering LinkedIn Content: Insights from Supergrow's Journey with Utsav Patel

Episode #18 Optimize Your Business for Just $6/Month – A Step-by-Step Guide for Solopreneurs and Small Teams

Episode #17 Modern Wealth Management: Balancing Life and Technology with John Prendergast

Episode #16 Tech-Savvy Strategies to Boost Revenue Operations with Stacie Sussman

Episode #15 From Blog to Brand: Nat Berman's Blueprint for Success

Episode #14 Building Systems for Success: How Daniel Intorella Balances Health and Hustle

Episode #13 The Secret to Finding 20 Extra Hours a Week. (It’s not what you think.)

Episode #12 "Oh Crap" Moments in Tech: Lessons from Losing All Our Content

Episode #11 Tech is Cool, But People Rule. Why People are Your most Valuable Business System

Episode #10 Building a Self-Sustaining Business, The Right Way. Secrets From a Multi-Million Dollar Founder Ivan Polic

Episode #9 How I turned my chaotic scatterbrain into a better user experience

Episode #8 The Future of Data and Authentic Success with Clint Taylor

Episode #7 Life Beyond the Hustle: Josh McLean's Finance and Personal Story

Episode #6 | From Telecom to Tech Triumph: Darren Mass on Business Operations and Automation

Episode #5 Inside the Toke Agency: Strategies, Systems, and Success in Cannabis Marketing

Episode #4: Mastering Digital Operations: SOPs, Onboarding, and More

Episode #3 The Intersection of Compliance and Technology: A Chat with Corporate Compliance Officer Nick Passarelli

Episode #2 Nolan O'Neal | Why every business needs a CRM?

Episode #1 | Tech, Tools, and Transformation: Luke Matthews Unveils Behind-the-Scenes Operations and AI Course