The Side-Hustle Dad

That voice in your head that says you're not qualified enough, not experienced enough, or not successful enough to put yourself out there? It has a name: imposter syndrome. And it shows up for almost everyone — even the most seasoned CEOs. A 2024 Korn Ferry study found that 71% of CEOs report feeling like an imposter. If it's happening at the top, it's definitely happening to the rest of us.

The good news? There are practical strategies to push back against it and keep moving forward. From reframing what it means to be an "expert," to building a file of your wins, to getting around the right people — you have more than enough to work with. You don't have to wait until you've "arrived."

Highlights

• 71% of CEOs report experiencing imposter syndrome (Korn Ferry, 2024)
• You don't have to be the best in the world — you just have to be two steps ahead of the person you're helping
• The "barrel of monkeys" framework: your job is to get someone to the next step, not pull them all the way to the top
• Real talk from helping a local musician who later appeared on The Voice
• Build an evidence folder: screenshots, reviews, emails, and testimonials to revisit when doubt creeps in
• Community is a secret weapon — surrounding yourself with other entrepreneurs pours courage into you
• You are the average of the five people you spend the most time with — choose your circle intentionally

Chapters

0:00 – Introduction & Story Setup

1:19 – The Doubt Shows Up

2:15 – Imposter Syndrome Stats

3:15 – Redefine the Expert

4:44 – Two Steps Ahead Story

7:03 – Keep an Evidence Folder

9:28 – Power of Community

10:00 – Program Acceptance Lesson

12:50 – Three Tips Recap

13:36 – Final Encouragement & Share

Resources Mentioned

• Korn Ferry 2024 CEO Imposter Syndrome Study — Research finding that 71% of CEOs report feeling like an imposter

Be sure to subscribe and leave us a review!

For more information about The Side-Hustle Dad, visit our website at https://thesidehustle.dad

Remember, build the business, but be the dad!

This show is part of the ICT Podcast Network, for more information, visit ictpod.net.

How do you go from brand new business to getting where strangers are willing to hire you? The answer is a portfolio — and building one doesn't mean working for free.

This week we're tackling one of the biggest hurdles for anyone launching a service-based side hustle: how do you prove you can deliver results when you haven't had a single client yet? We walk through a step-by-step approach to finding your first beta clients, delivering like a pro, protecting yourself from scope creep, and collecting the testimonials and case studies that will do your selling for you.

Highlights

• Why "free work" is the wrong mindset — and what to call it instead
• How to think about your first clients as beta testers, not charity cases
• The right way to find people who actually match your ideal customer
• A real story about approaching a stranger at a food truck rally to land a music production client
• The "cost of materials only" rule for service businesses that involve physical products
• Why you must define a clear scope of work before you start — and how to handle scope creep
• The three things you must collect at the end of every beta project: brutal feedback, a testimonial, and before/after documentation
• How to ask for referrals at exactly the right moment
• What a minimum viable product looks like for a service business

Chapters

0:00 — The Service Hustle Problem

1:22 — Portfolio, Not Free Work

2:23 — Beta Clients & the Value Swap

3:59 — Deliver Like a Pro

5:25 — How to Pick Your Ideal Beta Clients

6:41 — A Bold Outreach Story

9:24 — The Materials-Only Offer

10:54 — Setting Scope Boundaries

13:45 — How to Collect Feedback & Proof

17:50 — Permission, Referrals & the MVP

20:23 — Homework & Wrap-Up

Be sure to subscribe and leave us a review!

For more information about The Side-Hustle Dad, visit our website at https://thesidehustle.dad

Remember, build the business, but be the dad!

This show is part of the ICT Podcast Network, for more information, visit ictpod.net.

Struggling to figure out what your side hustle should actually be? You're not alone. Sometimes the hardest part isn't finding the time or motivation—it's identifying the right business opportunity that fits your unique situation. Today, I'm giving you a proven framework to discover your ideal side hustle using the Japanese concept of Ikigai. This four-circle Venn diagram helps you find where what you love, what you're good at, what the world needs, and what people will pay for all intersect. I'll walk you through each circle, share real examples from my own journey, and help you decide whether a service-based or product-based business is the right starting point. By the end, you'll have a clear path to identifying what you're going to build.

Highlights:

• Why imperfect action beats perfect planning every time—and how to course-correct if you've already started

• The power of blocking time on your calendar (not just "finding" time) to protect your hustle hours from Netflix and doom scrolling

• Why gig economy jobs like Uber and DoorDash aren't building real assets—and what you should focus on instead

• The Ikigai framework: Four circles that reveal your ideal side hustle (love, skills, market needs, and monetization)

• A real example from my own journey: How I turned my love of music and technical mind into a recording business

• Service vs. product businesses: The benefits and drawbacks of each, plus which one gets you paid faster

• How to identify if you should start with services (quick money, higher margins) or products (scalable, but longer runway)

Chapters:

[0:00] Reset and Refocus

[2:18] Schedule Your Hustle Time

[3:36] Avoid the Second Job Trap

[5:50] Ikigai Framework Overview

[6:47] Circle One: What You Love

[8:42] Circle Two: What You're Good At

[10:18] Circles Three and Four: Market and Money

[12:21] Find the Overlap: Story Example

[17:16] Service vs Product Businesses

[23:38] Weekly Action Plan and Wrap Up

Resources Mentioned

• Time Study Spreadsheet (Google Sheet): https://docs.google.com/spreadsheets/d/18NEeqC7ktsuqRxG2rI4aOifsrbYp_ZoSHBD8tcIpNMs/

Be sure to subscribe and leave us a review!

For more information about The Side-Hustle Dad, visit our website at https://thesidehustle.dad

Remember, build the business, but be the dad!

This show is part of the ICT Podcast Network, for more information, visit ictpod.net.

What's the number one reason side hustles fail before they even start? Your partner isn't on board. You can have the clearest vision, the best business plan, and unstoppable motivation—but without your spouse's support, you're building on sand. This episode walks you through exactly how to get your partner excited about your side hustle instead of resistant to it. You'll learn how to present your vision in a way that addresses their legitimate concerns about time, money, and commitment, while turning them into your biggest champion. Whether you're facing skepticism or just haven't had the conversation yet, this is your roadmap to bringing your partner along for the journey.

Highlights

• Why partner resistance isn't about doubting you—it's about protecting the family
• The three universal objections every spouse has (and how to address each one)
• How to start the conversation without sounding defensive or confrontational
• The "stop loss" strategy that gives your partner confidence and control
• Why you need to give your spouse an "emergency brake" for the business
• The 90-day trial period that proves you're serious about follow-through
• How Bryan's wife became his champion during a moment of doubt
• Special guidance for single fathers building a side hustle

Chapters

[00:00] Why Partner Support Matters

[01:26] Story Recording Studio Lessons

[04:03] Lead With Your Why

[07:07] Three Common Objections

[11:53] Objection One Time Scarcity

[14:31] Objection Two Money Risk

[16:55] Objection Three Shiny Objects

[17:38] How To Start The Talk

[21:49] Safety Nets And Emergency Brake

[24:50] Single Dads And Accountability

[26:52] Homework 20 Minute Chat

[28:19] Final Story And Wrap Up

Resources Mentioned

• The $100 Startup (book)
• Kickstarter (crowdfunding platform)
• ChatGPT (business planning tool)

Be sure to subscribe and leave us a review!

For more information about The Side-Hustle Dad, visit our website at https://thesidehustle.dad

Remember, build the business, but be the dad!

This show is part of the ICT Podcast Network, for more information, visit ictpod.net.

Why are so many dads struggling to balance ambition with family presence? If you're feeling the pull between providing an amazing life for your family and actually being there to enjoy it with them, this episode is your starting point. I'm sharing why I created this podcast specifically for dads who want to build something of their own without sacrificing what matters most. We're cutting through the noise of generic side hustle advice to focus on what actually works when you're juggling business dreams and bedtime stories. Today, we're tackling the most critical question you need to answer before launching anything: What's your why? Without a clear answer, your side hustle can quickly take on a life of its own and pull you away from the very reasons you started. I'll walk you through the three core categories of "why" and show you how defining yours will become your compass for every decision ahead.

Highlights

• Why this podcast exists specifically for dads (not just another generic side hustle show)

• The most critical question to answer before starting any business: What's your why?

• The three categories of "why": financial, relational, and personal

• Why your side hustle needs a specific "job" to do

• How knowing your why helps you make better decisions and know when to pivot or quit

• Why honesty (not altruism) is what matters when defining your why

Chapters

00:19 - Welcome & Introduction to The Side Hustle Dad

00:49 - Why This Podcast Exists for Dads

01:12 - The Importance of Balance: Business & Presence

02:56 - Starting with Your "Why"

03:49 - My Personal Why: Debt & Financial Freedom

04:41 - The Three Categories of Why

05:01 - Category 1: Financial Reasons

05:44 - Category 2: Relational Reasons

06:57 - Examples of Relational Why (T-shirt Store Failure)

07:22 - Category 3: Personal Reasons

08:57 - Why Your Side Hustle Needs a Job

09:51 - Making Informed Decisions Based on Your Why

10:38 - Your Action Step: Write Down Your Why

11:07 - Subscribe & Find Resources

Be sure to subscribe and leave us a review!

 For more information about The Side-Hustle Dad, visit our website at https://thesidehustle.dad

Remember, build the business, but be the dad!

This show is part of the ICT Podcast Network, for more information, visit ictpod.net.

Ever wondered how you can possibly fit a side hustle into your already packed schedule without sacrificing family time? The truth is, you probably have more available time than you realize—you just haven't captured it yet. As dads, we tend to think our schedules are maxed out, but when we take an honest look at where our time actually goes, opportunities start to emerge. The margins are there, hidden between the bedtime chaos and when you actually go to sleep, scattered throughout your lunch breaks, and yes, even tucked into those doom scrolling sessions. Finding sustainable time for your business isn't about working yourself to exhaustion or neglecting your family—it's about intentionally reclaiming small pockets of time that already exist in your week. With the right approach and a practical time study, you can identify your first five hours per week to start building something meaningful without turning your life upside down.

Highlights

• Most podcasts release mid-week, but this one comes out on Fridays—the day when dads typically have the most control over their schedule heading into the weekend

• A time study spreadsheet broken into 15-minute blocks helps you see what you actually do with your time, not just what's on your calendar

• Honesty is essential—track everything including phone usage, doom scrolling, and "nothing box" time without guilt or judgment

• Log two weeks of activity to normalize your schedule and account for the variations that happen week to week

• The goal is to identify your "first five"—five hours per week you can dedicate to your side hustle without negatively impacting your family

• Communicate your plan with your spouse once you've identified those time margins to ensure you have their support

• Small steps lead to sustainable businesses—starting with just a few hours per week can eventually lead to significant results

Chapters

00:00 Why Friday Releases
01:48 Finding Time Margins
03:07 Time Study Spreadsheet
04:14 Be Honest, No Guilt
05:45 How to Log Two Weeks
08:30 Spot Hidden Gaps
10:03 Find Your First Five
10:57 Communicate With Spouse
12:37 Turn Time Into Action
13:51 Challenge and Wrap Up

Resources Mentioned

• Time Study Spreadsheet (Google Sheet): https://docs.google.com/spreadsheets/d/18NEeqC7ktsuqRxG2rI4aOifsrbYp_ZoSHBD8tcIpNMs/

Be sure to subscribe and leave us a review!

For more information about The Side-Hustle Dad, visit our website at https://thesidehustle.dad

Remember, build the business, but be the dad!

This show is part of the ICT Podcast Network, for more information, visit ictpod.net.