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Money & Mental Health in the Adult Industry

A virtual event by Pineapple Support | Hosted by Char Borley

Financial security and mental wellbeing are deeply connected, but in the adult industry, this relationship can be especially complex. From income instability, banking discrimination and financial exploitation to the emotional toll of hustle culture and sudden success, creators and industry professionals face unique financial pressures that often go unseen and unsupported.

Join us for an honest, compassionate, and empowering exploration of the intersection between money and mental health.

Whether you’re a content creator, studio professional, platform owner, or ally, this event offers insight, support, and community, because financial health is mental health.

Char Borley

Char Borley has been a part of the adult industry since 2001 and is now one of its most respected mentors. With over two decades of experience, she helps creators build profitable, sustainable brands—many earning five to six figures monthly. Her coaching spans branding, content, marketing, and financial strategy, while also focusing on rights, safety, contracts, and long-term success.

A serial entrepreneur, model, and digital creator, Char has built a global presence across tech, media, and entertainment. She’s also a trusted advisor to Hollywood talent and media figures, with features on BBC, ITV, Sky TV, Playboy, and Maxim.

As a Pineapple Support ambassador, Char brings deep industry insight and lived experience to her advocacy. She understands the mental health challenges faced in high-pressure, high-visibility spaces and is passionate about fostering community, resilience, and financial empowerment.

Naked Truth About Wealth: From Content Creation to Retirement with Nate Mallory & Mia Lee

Ready to make your financial future as hot as your career? Then this is the seminar you don’t want to miss!  This seminar offers savvy adult industry professionals the insider knowledge to transform today’s success into tomorrow’s security. This seminar will guide you through industry-specific hurdles to retirement, investment strategies, and financial planning tailored for content creators and sex workers.

 

Nate Mallory

Nate is a licensed tax attorney and is the founder of Only Tax Deductions Law Firm. Featured in numerous industry podcasts and articles as well as legal publications, Nate is recognized as an expert in tax law and entrepreneur tax strategies. Nate’s law firm provides legal and advising services to sex workers and their businesses, as well as provides services such as tax return preparation and filing, bookkeeping, and payroll. Nate holds a Juris Doctorate with concentrations in Business Law & Tax Law; Masters of Law in Wealth Management; Masters of Law in Taxation), and is an Accredited Financial Counselor and Certified Financial Therapist.

Mia Lee

Mia is an adult content creator, founder of Mia Lee Financial, a registered investment adviser, and corporate partnership advisor to New Moon, a sex worker advocacy non-profit. Mia has been in the adult industry since 2018, with experience across different types of SW ranging from FS to dancing, cam modeling and most recently porn. She has also been doing pro-bono financial literacy education for adult industry professionals since 2019. Prior to working in the adult industry, Mia was a forensic accountant at some of the top global consulting and asset management firms based in New York. Her company, Mia Lee Financial, does investment management and financial planning for adult industry professionals. Mia holds a B.S. in Accounting, a Certified Public Accountancy (CPA) license and a registered investment advisory license (series 65).

The Price of Success: Money & Mental Health in the Adult Industry
Hosted by Tess Kilwein with Austin Fiascone, Austin Ponce & Kyile Marco

Money in the adult industry isn’t just about what you earn, it’s about what it costs emotionally, mentally, and relationally. From unpredictable income and financial stigma to burnout and challenges to self-worth, this panel explores the complex relationship between money and mental health for adult industry professionals. A panel of therapists, financial educators, and performers will dive into the emotional rollercoaster of feast-or-famine pay cycles, the pressure to monetize every moment, and how to cope when income becomes tied to identity. Expect real talk, evidence-informed strategies, and a judgment-free space to unpack shame, build financial resilience, and protect your peace while pursuing success. Whether you’re navigating inconsistent income, setting boundaries with fans, or simply trying to find balance between the hustle and your health, this session offers tools and community to support your financial and emotional well-being.

Tess Killwein

Dr. Tess Kilwein (she/they) is a board-certified clinical, health, and sport psychologist specializing in trauma, sexual health, substance use, and mental performance. They provide affirming, trauma-informed care to LGBTQIA2S+ individuals, adult industry performers, and individuals navigating non-traditional relationship structures. Through Pineapple Support, Dr. Kilwein offers therapy, trainings, and on-site support at EXXXOTICA. As founder of Unapologetic Psychology PLLC and a Certified Mental Performance Consultant®, they integrate harm reduction, systemic sex therapy, and gender-affirming care to support the emotional and performance needs of high-demand professionals navigating stigma, identity, and relationships.
Register Now

Beyond the Hustle: Burnout, Boundaries & Mental Health in the Adult Industry with Nicki Line

In an industry that often glorifies constant hustle, it can be difficult to recognize when ambition crosses into exhaustion. Burnout isn’t just about being tired—it’s about emotional depletion, disconnection, and a loss of purpose. This webinar offers a supportive space to unpack the pressure to always be “on,” and to explore how hustle culture uniquely impacts adult industry professionals.

Led by Melia Scott, a mental health advocate with deep experience supporting adult industry workers, this session will explore how to set healthy boundaries, recognize the early signs of burnout, and build sustainable work practices that protect your mental and emotional wellbeing.

Whether you’re feeling overwhelmed or want to stay ahead of burnout, join us for an honest conversation about rest, resilience, and redefining success on your own terms.

Nicki Line

Wendi “Nicki” Line is a licensed mental health counselor with extensive training in clinical sexology and addiction combined with experience counseling in the inpatient and private practice settings. She is Kink Aware, Poly Friendly, and works with the LGBTQ+ communities.

Nicki is the Vice President of the Sanctuary Center and an instructor at the International Academy of Collaborative Counseling and Coaching Education (IACCCE), in Tampa, Florida.

Adulting 101: A Tax and Finance Workshop for the Working Adult Unlock the tax-saving potential of your adult working life! with Duke

This comprehensive workshop guides you through the essentials of business structure, tax fundamentals, and maximizing deductions.
Learn how to set up an LLC, manage your finances, and identify lucrative write-offs for home office, professional development, and more.
Walk away empowered to optimize your earnings and position your adult venture for long-term success.

Duke Tax

Duke Tax is a membership based tax and accounting concierge business that specializes in helping creators, and entrepreneurs alleviate stress around taxes by providing tax, formations, bookkeeping, and audit protection services. 

Duke Tax was founded by entrepreneur and content creator, Duke Alexander Moore EA who has amassed more than 4 million followers and 1 billion views across his social platforms. Duke gained popularity on social media by changing the narrative around personal finance by making it fun and engaging and providing easy-to-understand tax education. 

Duke Tax has been featured on Good Morning Amercia, CNN, Forbes, Entrepreneur, Bloomberg, Business Insider, and more. Today, Duke Tax helps thousands of people navigate complex tax situations so they may be free to do what they really love — create! 

Featuring:

Red Evie sharing how implementing the practical financial advice from Duke’s Adulting 101” session transformed her relationship with money and her future.

She is a Licensed Professional Counselor Associate supervised by Dr. Nicole Black, PhD, LPC-S, LCDC, RPT and is working toward full licensure in Texas.

How to Participate:

You can participate by registering your information at the link below.

Register Now

If you would like to sponsor a Pineapple Support event please email contact@pineapplesupport.org

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