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Affiliate Marketing & Side Hustles on the Doug.Show

Doug Cunnington, PMP
Affiliate Marketing & Side Hustles on the Doug.Show
Latest episode

564 episodes

  • Affiliate Marketing & Side Hustles on the Doug.Show

    Finishing Projects | DS631

    24/08/2026 | 32 mins.
    I talk about finishing projects and dealing with distractions.

    Is AI Ruining Guitar (on AJ De Vera’s YouTube channel)

    Contact me. Ask Questions!

    Send me an email here: feedback@doug.show

    Leave a voicemail: (406) 813-0613

    Join My Email list

    00:00 Welcome and Productivity Theme

    00:23 Guitar Goals and Distractions

    02:08 Business Focus Analogy

    04:50 Finishing Projects Mindset

    09:43 Clarify Goals and Cut Options

    15:56 Define Done Exit Criteria

    20:54 Amp Mishaps and Wrap Up
  • Affiliate Marketing & Side Hustles on the Doug.Show

    Teaching AI on YouTube | DS630

    17/08/2026 | 33 mins.
    I talk to Paul about how he covers AI and teaches on his youtube channel.

    Follow Paul:

    https://www.youtube.com/@PaulJLipsky

    https://pauljlipsky.com/

    Contact me. Ask Questions!

    Send me an email here: feedback@doug.show

    Leave a voicemail: (406) 813-0613

    Join My Email list

     

    00:00 Welcome and AI Focus

    01:18 Skepticism and AI Hype

    02:56 Data Poisoning Amp Story

    07:35 AI YouTube Saturation Myth

    11:41 Tracking News with X Agents

    17:25 Titles Formats and Viewing Habits

    24:02 Bubble Talk Vibe Coding Wrap
  • Affiliate Marketing & Side Hustles on the Doug.Show

    The Art of Pivoting (to 450K Subscribers on YT) | DS629

    10/08/2026 | 38 mins.
    I talk to Paul Lipsky about pivoting his channel on YouTube and growing like crazy! It’s part one of two. Next time we talk about AI specifically.

    Follow Paul:

    https://www.youtube.com/@PaulJLipsky

    https://pauljlipsky.com/

    Contact me. Ask Questions!

    Send me an email here: feedback@doug.show

    Leave a voicemail: (406) 813-0613

    Join My Email list

    00:00 Meet Paul and the Pivot

    03:23 From Ecommerce to AI

    10:10 AI Aha and Tool Choices

    14:15 Monetization and Topic Strategy

    20:53 Avoiding AI Hype

    24:22 ChatGPT Voice Workflow

    26:48 Publishing Rhythm

    32:43 Monetization Choices
  • Affiliate Marketing & Side Hustles on the Doug.Show

    Don't Over Optimize | DS628

    03/08/2026 | 45 mins.
    I talk about the pitfalls of over optimizing and why “good enough” is good enough. I prefer good enough most of the time.

    Contact me. Ask Questions!

    Send me an email here: feedback@doug.show

    Leave a voicemail: (406) 813-0613

    Join My Email list

    00:00 Welcome and Topic
    02:12 Semi Retired Creator Life
    03:11 Camp FI and Monetization
    04:55 Productivity Obsession Origins
    07:11 Metrics and Fun Balance
    09:18 Eight Over Optimizing Traps
    11:05 AI Outline Fail and Gear
    15:53 Trade Offs Not Perfection
    18:52 Tool Switching Overhead
    23:23 Keep It Simple
    24:00 Analysis Paralysis
    24:38 Good Enough and Choice
    30:16 Hobbies and Product Research
    37:11 Maintenance and Opportunity Cost
    42:24 Manual First Then Automate
    46:16 Wrap Up and Whats Next
  • Affiliate Marketing & Side Hustles on the Doug.Show

    Push Back Against AI | DS627

    27/07/2026 | 32 mins.
    I talk about tokenmaxxing, backlash against AI, how I actually use AI, and echo chambers.

    Contact me. Ask Questions!

    Send me an email here: feedback@doug.show

    Leave a voicemail: (406) 813-0613

    Join My Email list

    00:00 AI Backlash Update
    01:26 New Mic Gear Test
    03:31 Walmart Pulls Back
    05:35 How Doug Uses AI
    07:59 Copywriter Pushback
    10:52 Poisoning Search Results
    14:54 Echo Chambers and Hype
    17:58 Sandbox Escape Scare
    20:26 Creativity and Copyright
    23:58 Avoiding Negativity Trap
    29:23 Wrap Up and Next Steps
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About Affiliate Marketing & Side Hustles on the Doug.Show
The Doug Show is where I’ll talk to other marketers, side hustlers, & experts, share success stories, talk about making the leap from corporate worker bee to entrepreneur. We'll go deep on affiliate marketing, side hustles, SEO, entrepreneurship, management, and working online.
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