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Sunlight Tax

Sunlight Tax

By: Hannah Cole
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In this show, we’re talking about taxes, money, and careers for self-employed people who have a big vision for changing the world with their work. I’m your host, Hannah Cole; tax pro, artist, and the founder of Sunlight Tax.

sunlighttax.substack.comHannah Cole Art Economics Leadership Management & Leadership
Episodes
  • More Deductions, More Fun: When You Mix Business and Pleasure

    More Deductions, More Fun: When You Mix Business and Pleasure
    Sep 22 2026

    This week on the Sunlight Tax Podcast, I’m diving into tax deductions for freelancers and small business owners. I’ll walk through the IRS rules you need to understand, plus how setting up simple automated systems can help you capture more legitimate deductions, save time, and take some of the stress out of tax season.

    Also mentioned in today’s episode:

    00:10 Introduction to Business Deductions and IRS Rules

    02:04 The Importance of Documentation and Automation

    03:54 How to Track and Deduct Business Travel Expenses

    06:07 Understanding Mixed Use Items and Partial Deductions

    08:00 Examples of Deductible Expenses and Personal Travel

    10:12 Resources for Learning and Setting Up Deduction Systems

    12:13 The Benefits of Proper Deduction Planning

    13:57 Details of the Sunlight Tax Intensive Program

    14:52 Encouragement and Final Tips for Business Owners

    If you enjoyed this episode, please rate, review and share it! Every review makes a difference by telling Apple or Spotify to show the Sunlight Tax podcast to new audiences.

    Episode Links:

    Learn more about the Intensive

    My upcoming in-person workshop with The Art Students League of New York

    Link to join the First Official Cohort (9/23 & 9/24). Investment is $1850

    Get my Tax Help on Substack

    Get your FREE visual guide to tax deductions

    Order my book: Taxes for Humans: Simplify Your Taxes and Change the World When You’re Self-Employed



    Get full access to Taxes For Humans at sunlighttax.substack.com/subscribe
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    17 mins
  • Wisdom for a Fluid Career: Coach Melissa Wong

    Wisdom for a Fluid Career: Coach Melissa Wong
    Sep 15 2026
    “The question is, how do you… retain a sense of core self? What are the immutable qualities about yourself… that are going to stabilize you throughout all of the motion and the change?” - Melissa WongThis week on the Sunlight Tax Podcast, I’m joined by Melissa Wong, career coach and author of The Fluid Career, to explore how creatives, freelancers, and knowledge workers can navigate today’s changing world of work. We talk about building a fluid career, transitioning to self-employment, managing multiple income streams, and creating a career that can adapt as your life and priorities change.If you’re considering self-employment, balancing multiple types of work, or looking for a more intentional approach to your career, Melissa shares practical insights for building a flexible career path without feeling like you have to choose just one thing.Also mentioned in today’s episode:00:02 Introduction to Melissa Wong and her work02:04 Challenges of transitioning from employment to self-employment04:11 Strategies for starting a self-employed career without data08:00 The importance of articulating your unique offer15:08 Practical steps for operational setup and legal considerations23:00 Evolving passive income streams in the AI era28:01 Building relationships and trust in a self-employed ecosystem32:57 Managing multiple income streams and risk tolerance39:53 Emotional and mental aspects of financial management43:50 The core message of Melissa’s book and its impact44:59 Closing thoughts and how to connect with MelissaIf you enjoyed this episode, please rate, review and share it! Every review makes a difference by telling Apple or Spotify to show the Sunlight Tax podcast to new audiences.About Melissa WongMelissa Wong is a writer, thinker, and coach for creatives. At Coherence Studio she offers 1:1 coaching, group programs, and podcast conversations designed to help multi-talented creatives identify their unique worth and get into a place of intentional action.For the first decade of her career, she worried about how her many roles and interests would ever coalesce into an intelligible, unified place. Now she helps creatives and knowledge workers articulate and share a coherent story of their work and design their career into an integrated multi-income system.The Fluid Career synthesizes insights, stories, and tactics drawn from thousands of client sessions, offering a practical framework for designing modern careers to meet this moment of heightened complexity.Melissa lives with her family in Portland, Oregon where you can likely find her attending or hosting some kind of event or elbow deep in her latest creative project.Check Out Melissa Wong’s work:The Fluid Career BookGet a FREE download of The Fluid Career book introduction here⁠Website: Coherence StudioInstagram: @coherencestudioEpisode Links:Learn more about the IntensiveLink to join the First Official Cohort (9/23 & 9/24). Investment is $1850Get my Tax Help on SubstackGet your FREE visual guide to tax deductionsOrder my book: Taxes for Humans: Simplify Your Taxes and Change the World When You’re Self-Employed Get full access to Taxes For Humans at sunlighttax.substack.com/subscribe
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    47 mins
  • Inside My New 2 Day Business Intensive (& Open House)

    Inside My New 2 Day Business Intensive (& Open House)
    Sep 8 2026

    This week on the Sunlight Tax Podcast, I talk about why expert guidance and community support can make it easier to navigate business structure, tax compliance, and the behind-the-scenes systems that keep a small business running smoothly.

    I’m also introducing my new business program designed to help self-employed business owners get the tax, bookkeeping, and legal side of their business properly set up. If you’re starting, growing, or tuning up a small business and want more clarity around your taxes, bookkeeping, and legal setup, this episode is for you.

    Also mentioned in today’s episode:

    00:10 Introduction to the new business program

    02:17 Details of the upcoming open house events

    04:00 Overview of the two-day intensive program

    05:17 Program benefits: legal, tax, and bookkeeping

    06:32 Beta cohort details and early access

    07:36 First official cohort schedule and content

    08:23 Value of expert guidance and personalized support

    09:45 One-on-one coaching and group community

    11:06 Building connections and support networks

    12:04 How to join and questions answered

    If you enjoyed this episode, please rate, review and share it! Every review makes a difference by telling Apple or Spotify to show the Sunlight Tax podcast to new audiences.

    Episode Links:

    Register to my Open Houses on 9/9:

    * Open House (AM) - 9:30am

    * Open House (PM) - 4:30pm

    Loom video walkthrough about the Intensive

    Learn more about the Intensive

    Link to join the program:

    * link to join the First Official Cohort (9/23 & 9/24). Investment is $1850

    * link to join the Beta Cohort (9/23 & 9/24). Investment is $1275

    Get my Tax Help on Substack



    Get full access to Taxes For Humans at sunlighttax.substack.com/subscribe
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    14 mins
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