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Episode Title: How I Built This with Alan Shapiro
Guest: Alan Shapiro, Food, Portrait & Macro Photographer, New York
We Discuss:
Alan’s origin story from lifelong storyteller to advertising executive to full-time photographer
How burnout in a high-pressure creative career led him back to joy through daily photography
The role of storytelling, transparency, and consistency in building visibility and trust
Why his most impactful opportunities didn’t come from SEO or email lists, but from showing up in real communities
The power of documenting what you care about before anyone is paying you
Working with agencies vs direct clients and how discovery actually happens in 2025
Pricing with flexibility and integrity instead of rigid formulas
Why underpricing is almost universal and how Alan navigates it in practice
The long-term value of relationships over short-term ROI
Bartering, community support, and “Main Street” marketing as legitimate business strategies
Imposter syndrome, perfection paralysis, and embracing “perfectly imperfect” work
Choosing variety over specialization and the tradeoffs that come with that decision
Why photographers need to stop waiting until they feel “ready” to put work into the world
Teaching, mentoring, and staying curious as a way to keep growing creatively and professionally
TLDR:
Alan didn’t build his career by chasing clients. He built it by telling stories consistently and caring deeply about the people and subjects in front of him.
Visibility came from community, not algorithms.
Pricing is contextual, relationship-driven, and tied to opportunity, not hours alone.
Imposter syndrome never fully goes away, but humility and enthusiasm can be strengths.
Helping others, bartering, and showing up locally still work and often work best.
Resources:
Website: https://www.alanshapiropho
By Jill Smith5
22 ratings
Episode Title: How I Built This with Alan Shapiro
Guest: Alan Shapiro, Food, Portrait & Macro Photographer, New York
We Discuss:
Alan’s origin story from lifelong storyteller to advertising executive to full-time photographer
How burnout in a high-pressure creative career led him back to joy through daily photography
The role of storytelling, transparency, and consistency in building visibility and trust
Why his most impactful opportunities didn’t come from SEO or email lists, but from showing up in real communities
The power of documenting what you care about before anyone is paying you
Working with agencies vs direct clients and how discovery actually happens in 2025
Pricing with flexibility and integrity instead of rigid formulas
Why underpricing is almost universal and how Alan navigates it in practice
The long-term value of relationships over short-term ROI
Bartering, community support, and “Main Street” marketing as legitimate business strategies
Imposter syndrome, perfection paralysis, and embracing “perfectly imperfect” work
Choosing variety over specialization and the tradeoffs that come with that decision
Why photographers need to stop waiting until they feel “ready” to put work into the world
Teaching, mentoring, and staying curious as a way to keep growing creatively and professionally
TLDR:
Alan didn’t build his career by chasing clients. He built it by telling stories consistently and caring deeply about the people and subjects in front of him.
Visibility came from community, not algorithms.
Pricing is contextual, relationship-driven, and tied to opportunity, not hours alone.
Imposter syndrome never fully goes away, but humility and enthusiasm can be strengths.
Helping others, bartering, and showing up locally still work and often work best.
Resources:
Website: https://www.alanshapiropho

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