Windowsill Chats

Margo is joined by friend of the Windowsill, Emily McDowell. As an advisor, thought partner, and coach, Emily McDowell helps save creative entrepreneurs’ time, money, and sanity, and helps product-based brands succeed. As founder of the stationery brand Em & Friends, she created Empathy Cards, a more honest and supportive alternative to traditional sympathy cards, which drew organic coverage by hundreds of major media outlets in 22 countries and inspired a sea change to the industry. As a writer and illustrator, her work has gone viral countless times, and for over a decade, she’s been known for creating products that make people wonder if she’s been reading their diaries. Emily is also the co-author and illustrator of There Is No Good Card for This: What to Say and Do When Life Gets Scary, Awful, and Unfair to People You Love, and offers unsolicited advice, cautionary tales, and missives from the great adventure of midlife in her Substack newsletter, Unqualified.

Margo and Emily discuss:

• Her experiences in going viral unexpectedly

• the mental shift from creating for joy to creating for profit and how it affects the process and output

• The transition from owning a stationary company to creative coaching

• Challenges and revelations in manufacturing

• Keeping creativity alive amidst business endeavors

• Inclusivity and diversity in creative communities

• The psychological and creative benefits of engaging in non-monetizable creative activities

• Her experience in exiting/selling a business and having a non-compete agreement

• Licensing creative work

Connect with Emily:

www.withemilymcdowell.com

www.thegreatergoodsalliance.com

www.emilymcdowell.substack.com

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

Margo is joined again by tax expert for creatives, Hannah Cole. Hannah specializes in working with creative businesses and mission-driven solopreneurs. A long-time working artist herself, she’s helped tens of thousands of self-employed people skill up with accessible tax and money education, through her Money Bootcamp program, speaking engagements, and through her podcast. Margo and Hannah unpack the complex world of finances, exploring the impactful financial habits that can safeguard your future, the emotional hurdles around financial literacy, and how shifts in mindset can lead to financial empowerment. They also dive into the importance of IRA contributions and the significant tax advantages they offer, the impact of non-compete laws on wages and even some antitrust law news.

Margo and Hannah discuss:

• Why understanding and managing finances can feel particularly hard for creative businesses

• Some of the mental shifts necessary for artists to tackle financial understanding and planning effectively

• Non-compete agreements

• Antitrust laws and how small businesses are currently being impacted

• Understanding state business licensing and quarterly taxes for freelancers

• Daily investment tips to potentially reach a million-dollar retirement fund

• Hannah’s advocacy for basic, proven investment methods over complex strategies

• Why you should focus on minimizing fees and long-term wealth building

Sign up for Money Bootcamp with Hannah and receive $100 off by using code WINDOWSILL at checkout!

Connect with Hannah:

https://www.sunlighttax.com/

https://www.sunlighttax.com/podcast

https://www.sunlighttax.com/deductionsguide

Free class on-demand: go.sunlighttax.com/register

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

Margo is joined by the incredibly talented Leigh Standley, founder of Curly Girl Design. Lee has been making waves in the greeting card industry since 2003, creating beautifully crafted cards that resonate deeply. In this episode, Leigh opens up about the evolution of her business through the seismic shifts in technology and consumer behaviors over the past two decades. From the early days of e-commerce to dealing with the challenges brought on by the pandemic that forced a business model shift from wholesale to direct sales, Leigh shares her journey of adaptability, passion, and persistence. She also shares her thoughtful approach to business, emphasizing personal values, the importance of meaningful connections, and why she remains committed to crafting products that genuinely speak to the heart.

Margo and Leigh discuss:

• The history of Curly Girl Design since its inception in 2003

• How her personal values have influenced the decision-making process in her business

• Why she pivoted from wholesale to direct sales and challenges that arose during the shift

• Advice for creative entrepreneurs and the importance to think beyond the “just start” phase

• The evergreen business model

• Selling meaningful, consumable items that you’re proud of as a creative

• The importance of interacting directly with your customers

• Business success beyond the financial aspect

• Her new mystery box product offering

• And more!

Connect with Leigh:

https://www.curlygirldesign.com/

https://www.instagram.com/curlygirldesign

https://www.instagram.com/leigh.standley/

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

Margo is joined by Aussie Surface Pattern Designer Rachael King. Obsessed with pattern from an early age, Rachael King grew up watching her talented mother making clothes not only for her and her siblings but for bridal and formal events too. While working in her mom's fabric shop, she mused over how the pattern repeated over the fabric and wondered how fabric was printed and wouldn't it be wonderful to design fabric too? It took another 23 years before Rachael was able to start a diploma in graphic design that would then lead into her dream of becoming a surface pattern designer. Represented by Nerida Hansen at Surtex in 2017 led to her first licensed collection with Spotlight stores and since then she has worked with fashion, homewares and greeting card companies, been a part owner in a print-on-demand fabric business, self-published two books, and is now teaching and mentoring in her much-loved industry. Rachael adores the connection she makes with fellow designers through her various touchpoints and feels very privileged to be able to inspire and nurture emerging surface designers.

Margo and Rachael discuss:

• Rachael’s creative path and how her mom instilled a love for creativity in her

• Self-publishing her book, Pattern Pulse, after initial rejection

• Elizabeth Gilbert's book, Big Magic, and how it catalyzed her creative endeavors

• Tribulations and triumphs of women in the creative business landscape: asserting value, advocating for fair compensation, and having a network of peers and mentors

• The importance of physical art in a digital age

• Why individuality and authenticity are crucial to the art industry

• How artists can stay true to their unique style while also being commercially viable

• Challenges of building a creative community in Australia

• The influence and support that often comes from maternal figures in fostering creativity

• Thoughts and tips for artists facing low payment offers

Connect with Rachael:

www.rachaelking.com.au

www.patternpulse.com.au

www.instagram.com/rachaeldoesdesign

www.instagram.com/australiansurfacedesigners

www.facebook.com/rachaelkingdesignsbrisbane

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

In this part 2 of 2 episode, Margo is joined by founder of Lonesome Pictopia, Melanie Nead. Rooted in American tattooing, the wild spaces of the Pacific Northwest, and the belief that all work should be a force for good, Lonesome Pictopia is a woman-owned design collective creating magical worlds with original wallpapers, textiles, and murals. After fifteen years as a custom tattoo artist, Melanie turned her love of plants and pattern to creating one-of-a-kind, hand-painted murals, with an eye on releasing a house line in the spirit of historic wallcoverings. Their deeply designed wallpapers are traditionally printed in the UK by a sustainable manufacturer of some of the finest wallpapers in the world. Her work has appeared in Architectural Digest, Luxe Magazine, Casa Vogue Brazil, and the Business of Home podcast, among many others.

Margo and Melanie discuss:

• How to manage project expectations, setting clear boundaries and communication with clients

• The power in systems in order to save time and costs

• How building in a margin of error to the cost of projects has helped her team

• Infusing personal values and making a social impact into her work

• Math and knowing your numbers as a creative business owner

• Positioning yourself and how it can build confidence

• And more!

Connect with Melanie:

www.lonesomepictopia.com

www.instagram.com/lonesomepictopia

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon/inthewindowsill

Margo is joined by founder of Lonesome Pictopia, Melanie Nead. Rooted in American tattooing, the wild spaces of the Pacific Northwest, and the belief that all work should be a force for good, Lonesome Pictopia is a woman-owned design collective creating magical worlds with original wallpapers, textiles, and murals. After fifteen years as a custom tattoo artist, Melanie turned her love of plants and pattern to creating one-of-a-kind, hand-painted murals, with an eye on releasing a house line in the spirit of historic wallcoverings. Their deeply designed wallpapers are traditionally printed in the UK by a sustainable manufacturer of some of the finest wallpapers in the world. Her work has appeared in Architectural Digest, Luxe Magazine, Casa Vogue Brazil, and the Business of Home podcast, among many others.

Margo and Melanie discuss:

• Her creative path and the transition from tattoo artist to surface pattern designer

• navigating the balance between tradition and innovation within her art

• How to manage project expectations, setting clear boundaries and communication with clients

• Infusing personal values and making a social impact into her work

• The difficulty that comes with shifting career paths

• Discovering a passion for design after tattooing

• The impact of design and creativity on mental health

• The magic that comes from authenticity and experimental drive

• Business systems for creative entrepreneurship and how platforms like Instagram can still be a powerhouse for business growth

• Balancing the need for creative mental space with the business demands of schedules and deadlines

• Maintaining and revitalizing historic crafts and artistic expressions

• Cinema as a design inspiration

Connect with Melanie:

www.lonesomepictopia.com

www.instagram.com/lonesomepictopia

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon/inthewindowsill

Margo is joined once again by surface pattern designer, intuitive art maker, and course creator Jessica Swift. As a child, Jessica sported a nearly-permanent Crayola marker stain on her left arm, from pinky to elbows so, naturally, she became an artist. She creates colorful, uplifting artwork and manufactures her own products in her studio in Portland, Oregon. She also collaborates with inspiring companies and publishers to create branded products such as fabric, stationery, puzzles, books, and more. She's the author of 3 books and teaches online classes on topics including pattern design, color, and intuitive art-making.

Margo and Jessica discuss:

• The pivotal moment that changed the trajectory of Jessica’s career as an artist

• How she combines outer art mediums with an inner focus for healing

• Using art making as a portal for personal discovery and self expression

• How to tune out external noise in order to trust your inner voice better

• How engaging with art can impact decision-making

• Jessica’s approach in how she uses art as a vehicle for personal growth and insight rather than just an aesthetic outcome

• Authentic expression online

• Her upcoming course, Unleashed: A Creative Journey to Inner Freedom

Connect with Jessica:

www.jessicaswift.com

www.instagram.com/jessicaswift

https://www.artforselfcare.com/unleashed

Windowsill Chats Episode 105

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

Margo is joined once again by artist, metalsmith, teacher, creative business coach, writer, and entrepreneur Megan Aumen. Megan has built a multi-faceted business around her passion for art, design, and creativity. In addition to her eponymous jewelry line and various other creative pursuits (including textile design, painting, and sculpture), she runs Designing an MBA, where she talks and teaches about the intersection of art and business, and Artists and Profit Makers, an online mentorship program for creative business owners. She is the author of four books, including Try It & See and Permission to Be an Artist.

Margo and Megan discuss:

• The importance of experiential art

• Understanding the seasonality of a business and why it’s important

• Her journey with both self-doubt and self-empowerment when it comes to valuing creative work

• Rest and relaxation for creatives and how she integrates principles into her own life to maintain a healthy creative process

• Traditional advice that’s often given to artists regarding problem-solving and how it can limit their creative expression and the impact of their work

• Generative AI: ethical considerations and its impact on creative workers

Connect with Megan:

shop.meganauman.com

instagram.com/meganauman

youtube.com/meganauman

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

Margo is joined by book-loving, notebook-hoarding literacy teacher educator who is on a mission to change lives one book and one notebook at a time, Stephanie Affinito. Stephanie blogs about the power of leading literate lives and podcasts weekly on books and reading, writing and notebooks and everything in between. Stephanie shares about the transformative power of reading and writing and how her own personal journey of rediscovering creativity through self-expression and the joy of literature.

Margo and Stephanie discuss:

• Reading and writing as a form of therapy

• Understanding restorative reading practices

• The science behind reading for mental and physical health

• The connection between literacy and emotional well-being

• Encouraging joyful reading habits

• Building a book apothecary

• The importance of starting with achievable goals

• Establishing rituals around reading

• And so much more

Connect with Stephanie:

www.alitlife.com

www.instagram.com/AffinitoLit

www.facebook.com/AffinitoLit

www.twitter.com/AffinitoLit

www.threads.net/@affinitolit

www.getliterate.co

stephanie-affinito-0cab.mykajabi.com/envelopesofliteratelove

stephanie-affinito-0cab.mykajabi.com/workwithstephanie

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill

The one and only Lisa Congdon is back in the windowsill for an honest conversation on work life balance, creating harmony and ease in life, and what she’s given up in order to have more of what she wants. Illustrator and author Lisa Congdon is best known for her colorful, graphic drawings and hand lettering. She works for clients around the world including Comme des Garçons, Crate and Barrel, Facebook, MoMA, REI, and Harvard University among many others. She is the author of ten books, including the starving-artist-myth-smashing Art Inc: The Essential Guide to Building Your Career as an Artist and her latest book Find Your Artistic Voice: The Essential Guide to Working Your Creative Magic.

Margo and Lisa discuss:

• The notion of work life balance and Lisa’s current take on it

• The process of engangling herself from being a workaholic

• Creating a self care and wellness practice

• The importance of non-monetized hobbies

• The learning lessons that come from decision making

• Why she always says “every mistake is progress”

• The 80/20 rule when it comes to business income

• Print on demand

• How being disciplined has allowed her more freedom in her life

Connect with Lisa:

https://lisacongdon.com/

https://www.instagram.com/lisacongdon/

Art Inc. by Lisa Congdon

Connect with Margo:

www.windowsillchats.com

www.instagram.com/windowsillchats

www.patreon.com/inthewindowsill