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The Freelance Insider Show

The Freelance Insider Show

Written by: Al Calder
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The Freelance Insider Show gives you a real-world look at what it takes to build and grow a successful freelance business. Whether you're just starting out or leveling up, each weekly episode delivers practical tips, strategies, and no-fluff advice you can actually use — from landing clients and setting your rates to managing burnout and staying motivated.

🎯 Ready to hit reset and build a freelance business that works for you? Grab your free Freelance Reset Checklist at https://alcalder.eo.page/hq52z and start strong.

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Episodes
  • 25: Task Management for Freelancers — Part 1: Mindset, Sanity & Foundations
    Feb 3 2026
    Episode Summary:

    Part one in this three part mini series lays the foundation for everything that follows by tackling one of the most overlooked — and most important — aspects of freelancing: task management and mindset. This episode explores why workflow isn’t just about staying organized, but about protecting your sanity, avoiding burnout, and building a freelance business that actually lasts. Learn how shifting from reactive chaos to intentional systems can change the way you work, earn, and grow.



    Episode Highlights:
    • Why task management is more than a simple to-do list
    • How “organized chaos” quietly leads to stress and missed deadlines
    • The real reason freelancers burn out — and how workflow prevents it
    • What it means to manage your work strategically instead of reactively
    • How a consistent workflow creates momentum, clarity, and confidence
    • Why treating freelancing like a business starts with systems



    Key takeaways:
    • Your workflow is the backbone of your freelance business.
    • Task management is a framework, not just a list of tasks.
    • Without systems, burnout isn’t a risk — it’s inevitable.
    • A strong workflow mindset replaces stress with clarity and control.
    • Consistency turns small daily actions into long-term growth.



    Action steps:
    • Write down every role you currently play in your freelance business (creative, marketer, admin, etc.).
    • Identify where tasks pile up or feel chaotic during your week.
    • Choose one simple system or tool to track tasks consistently.
    • Plan your next workday before it starts instead of reacting as you go.
    • Commit to reviewing your workflow weekly and refining what isn’t working.




    Resources & Links:

    Freelance Reset Checklist (free):

    https://remoteofficeworld.com/

    Al’s LinkedIn:

    https://www.linkedin.com/in/allan-calder-59066391/

    Podcast website & subscribe links:

    https://remoteofficeworld.com/the-freelance-insider-show/



    Host Bio:

    Al Calder is the host of The Freelance Insider Show, dedicated to helping new freelancers build sustainable businesses with real-world strategies that work. With over a decade of experience as a writer and solopreneur, Al brings honest insights and actionable steps to every episode.

    Follow The Freelance Insider Show so you don’t miss part 2 in the Task Management mini series — a practical breakdown of time, scheduling, focus, and planning strategies that help you take control of your day without burnout or chaos. And don’t forget to grab the free Freelance Reset Checklist at https://remoteofficeworld.com/.



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    5 mins
  • 24: How to Land Your First Three Freelance Clients in 30 Days - Part 5: Mindset, Metrics, and Long-Term Growth
    Jan 1 2026

    Episode Summary:

    In part 5, the final episode in the 30-day client series, we shift your focus from short-term wins to long-term freelance success. Learn how to track the right metrics, stay consistent with outreach, and build systems that prevent the feast-or-famine cycle. This episode covers mindset, measurement, and momentum — the habits that turn freelancing from a side hustle into a sustainable business.



    Episode Highlights:

    • Why freelancing is a numbers game (and how to use that to your advantage)
    • The two metrics every freelancer should track from day one
    • How to avoid the feast-or-famine cycle with simple daily outreach habits
    • Tools and systems that help freelancers work smarter, not harder
    • How inbound leads change everything — and how to start building them now
    • The mindset shifts that separate struggling freelancers from long-term earners
    • Series recap and how to move forward with confidence



    Key takeaways:

    • Track what matters.
    • Close rate and message performance reveal exactly where to improve.
    • Consistency beats intensity.
    • Thirty minutes of outreach a day keeps your pipeline alive.
    • Systems create freedom.
    • Simple tools reduce stress and increase focus as you grow.
    • Play the long game.
    • Content and visibility compound into inbound opportunities over time.
    • Mindset is everything.
    • Freelance success comes from patience, persistence, and ownership.



    Sample frameworks:

    • Daily outreach block (30 minutes)
    • 10 minutes: Send or follow up on pitches
    • 10 minutes: Engage on LinkedIn or reconnect with a past contact
    • 10 minutes: Share or plan one value-driven post
    • Simple tracking metrics
    • Pitches sent this week
    • Replies received
    • Clients closed
    • Notes on what messaging worked best



    Action steps:

    • Start tracking pitches, replies, and wins in a simple spreadsheet or notes app.
    • Block 30 minutes per weekday for outreach — even when client work is busy.
    • Choose one organizational tool (Trello, Asana, or a basic task list) and use it daily.
    • Publish one piece of niche-focused content this week to support inbound leads.
    • Write down one mindset belief you need to adopt to grow long-term — and commit to it.



    Resources & Links:

    Freelance Reset Checklist (link) – https://remoteofficeworld.com/

    Al’s LinkedIn: https://www.linkedin.com/in/allan-calder-59066391/

    Podcast website and subscribe links: https://remoteofficeworld.com/the-freelance-insider-show/



    Host Bio:

    Al Calder is the host of The Freelance Insider Show, where he helps new freelancers build real, sustainable businesses through practical strategies and honest guidance. With over a decade of freelancing experience, Al focuses on systems, mindset, and consistency — not shortcuts.



    Thanks for listening to the full Landing Your First Three Freelance Clients in 30 Days series. If this episode helped you, follow the podcast and grab the free Freelance Reset Checklist in the show notes. Then take action — because momentum is built one small step at a time.



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    6 mins
  • 23: How to Land Your First Three Freelance Clients in 30 Days - Part 4: Cold Outreach That Works
    Dec 22 2025
    Episode Summary:


    Part four of our series on finding your first three freelance clients in 30 days tackles one of the most uncomfortable — yet powerful — client acquisition strategies in freelancing: cold outreach. From cold emails and direct pitches to real-world, face-to-face networking, this episode breaks down how to approach outreach without fear, spammy tactics, or desperation. Learn how to reframe rejection, lead with value, and turn cold conversations into warm opportunities that can fast-track your first paying clients.



    Episode Highlights:


    • Why cold outreach feels scary — and why that fear is holding you back
    • How to reframe rejection and think in terms of numbers, not emotions
    • The three non-negotiables of effective cold emails and pitches
    • Why generic copy-paste outreach fails every time
    • How offering value first dramatically increases reply rates
    • Why in-person networking still works — and often works faster
    • How collaborating with other freelancers can open unexpected doors




    Key takeaways:


    • Cold outreach is about conversations, not spam. You’re opening doors, not begging for work.
    • Rejection is part of the math. You don’t need every pitch to work — just a few.
    • Research wins. Showing you understand a client’s problem sets you apart instantly.
    • Value beats desperation. Give before you ask and trust builds faster.
    • Offline still matters. Real-world connections can outperform online efforts when done right.




    Action steps:


    • Create a short list of 10–20 businesses or clients you’d genuinely like to work with.
    • Research each one and identify a specific problem or opportunity you can help with.
    • Send 3–5 personalized cold emails focused on value, not your resume.
    • Offer a small free win (audit, suggestion, sample, or tweak) to lower friction.
    • Attend one local event, meetup, or workday in a coffee shop and start at least one conversation.




    Resources & Links:

    Freelance Reset Checklist (free): https://remoteofficeworld.com/

    Al’s LinkedIn: https://www.linkedin.com/in/allan-calder-59066391/

    Podcast website & subscribe links: https://remoteofficeworld.com/the-freelance-insider-show/



    Host Bio:

    Al Calder is the host of The Freelance Insider Show, dedicated to helping new freelancers build sustainable businesses with real-world strategies that work. With over a decade of experience as a writer and solopreneur, Al brings honest insights and actionable steps to every episode.



    Follow The Freelance Insider Show so you don’t miss the final part of this series — a deep dive into mindset, metrics, and building sustainable freelance growth beyond your first clients. And don’t forget to grab the free Freelance Reset Checklist at https://remoteofficeworld.com/.

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    5 mins
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