In Episode 130, Drewbie sits down with Miriam Schulman—artist, entrepreneur, and sales strategist for creatives—to break down one of the hardest sales challenges out there: selling your creativity without losing your confidence or your integrity.
Miriam shares her unconventional journey from Wall Street to full-time artist, and how learning to sell personal training packages gave her the exact skills she needed to finally make a living from her art. Together, Drewbie and Miriam unpack why creatives struggle so much with pricing, confidence, and marketing—and how those struggles mirror challenges faced by sales professionals in every industry.
From luxury pricing psychology and the danger of undercharging, to the overlooked belief that truly closes deals—believing in your customer—this episode is packed with mindset shifts and tactical insights that apply whether you're selling paintings, coaching, real estate, or high-ticket services.
If you've ever doubted your price, felt uncomfortable "selling," or wondered how to generate leads without selling your soul, this episode will completely reframe how you think about sales.
Why art is one of the hardest things in the world to sell
Miriam's transition from Wall Street to full-time artist
How selling Pilates training taught Miriam how to sell art
The biggest pricing mistake creatives and entrepreneurs make
Why charging less actually hurts your credibility
"Reassuringly expensive" pricing and luxury buyer psychology
Why people buy status, identity, and meaning—not products
The Rolex and Chanel examples every salesperson should understand
The third belief most sales professionals miss
Why believing in your customer closes more deals than believing in yourself
The "Pretty Woman" sales lesson most people get wrong
How self-doubt silently sabotages sales conversations
Why offering cheaper options can be disrespectful to your buyer
The myth of needing a massive Instagram following
Shocking Instagram engagement stats vs. email marketing
Why email marketing is far from dead
How creatives should think about lead generation
Treating marketing as a creative act—not a chore
Why sales is an art form (and always has been)
Pricing communicates value.
Low prices don't feel generous—they feel suspicious.
Luxury buyers want reassurance, not discounts.
People paying premium prices want exclusivity, not bargains.
Believe in your customer.
Sales close when you believe they deserve what you're offering.
Self-doubt is felt, not heard.
Prospects can sense uncertainty even if you never say it.
Don't pre-qualify people out of your best offer.
Offering cheaper options too soon kills trust and confidence.
Art, sales, and creativity are inseparable.
Selling is simply another form of creative expression.
Instagram doesn't build businesses—relationships do.
A small email list beats a large disengaged audience every time.
Email marketing still wins.
It remains one of the highest-leverage tools available.
Marketing should feel playful, not painful.
Creativity belongs in promotion just as much as production.
Sales is about identity, not transactions.
People buy what reinforces who they believe they are.
📘 Book: Artpreneur (HarperCollins)
📖 LinkedIn: https://www.linkedin.com/in/schulmanart/
🎙️ Podcast: The Inspiration Place Podcast
🌐 Website: https://www.schulmanart.com/
Miriam helps artists and creative entrepreneurs build profitable businesses without sacrificing their values, confidence, or creativity.
Call The Damn Leads
"By sales professionals, for sales professionals – Tales of your wildest sales stories and tactics to succeed in your sales career across various industries."
Join Drewbie Wilson, a sales veteran with over 20 years of experience, as he brings you insider stories, humor, and actionable strategies to excel in your sales journey.
Your weekly dose of:
Wild Sales Stories – Real-life experiences from the field
Proven Tactics – Practical strategies you can use immediately
Humor – Because sales should be fun
Expert Insights – Lessons from top performers across industries
Sales professionals, entrepreneurs, and creatives looking to grow revenue, confidence, and freedom—this show is for you.
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