A Podcast About Creativity
Hosted by professional photographer and content creator Matt Stagliano
Hear from the Best Photographers and Creators Working Today
About Generator
I’m Matt Stagliano, and I’ve been podcasting and hosting interviews in some form since 1999. I know what makes a conversation work, and I know when someone’s just performing for the mic.
I started Generator because working creatives needed a place to hear honest conversations about the parts of this work most people don’t talk about. The doubt. The comparison trap. The reality of doing everything yourself.
I run a portrait studio in Maine, so I live this too: the editing, the marketing, the constant grind of being a one-person operation competing against people with teams.
This show exists so you feel less alone in that struggle.
I’m not here to give you tactics or tell you how to grow faster. I’m here to have the conversations that remind you your humanity is sufficient, and that showing up imperfect is enough.
The mission:
Generator exists to remind working creatives that they’re allowed to show up imperfect. Every episode is a conversation about the parts of creative work most people don’t talk about: the doubt, the comparison trap, the financial reality, and what it actually takes to keep going when you’re doing this alone. We’re here so you feel less isolated in the struggle and more willing to keep showing up as yourself.
The vision:
I want Generator to become the place where working artists and creators can hear honest conversations that reflect their reality, not some polished version of success that only exists on social media. If this show helps people stop comparing themselves to creators with teams and resources, and instead focus on their own work and their own pace, then it’s doing what it was built to do. The vision is simple: more honesty, less performance, and a community that values output over optics.
The history:
Generator started because I couldn’t find the conversations I needed to hear. I’d been running my portrait studio for over a decade, editing my own work, doing my own marketing, handling everything myself, and I kept looking for podcasts that talked about what that actually feels like. The unglamorous, in-between moments where you’re wondering if you’re doing it right. I couldn’t find it, so I built it. The show launched as a way to have the conversations I wished existed, with working creatives who were willing to talk about the hard parts without dressing them up. It’s grown into something bigger than I expected, but the core has stayed the same: real people, real struggles, real conversations.
Recent Episodes

Join host and Maine portrait photographer Matt Stagliano while he has long, casual conversations with his guests about creativity in photography, art, business, and relationships.
Most of us got into creative work wanting to do everything, then spent years drowning in all of it. Sean McCormick did the opposite on purpose.
Sean spent years as a public school special education teacher before he walked away from the steady paycheck, with two young daughters at home, to bet on one narrow lane: executive function coaching. He built Executive Function Specialists, founded the Executive Function Coaching Academy to train other coaches, and co-founded a practice for adults. His newsletter reaches about 6,000 people who actually open it.
This one runs deep. Matt and Sean trace the whole road: a summer meditating at a remote fishing lodge in the Misty Fjords of Alaska, a failed run as a rapper, a stretch ghostwriting papers he wasn’t proud of, and the hard no from his school district that finally told him the system would never bend for the life he wanted.
What we get into:
– Finding the intersection of what you love, what you’re good at, and what people will pay for
– Why “think huge, act tiny” beats chasing the big swing
– The real reason people never reach their vision, and how task switching drains your resolve
– Protecting your floor and actually investing in yourself
– Flow state, craft, and what AI can and cannot do for a creator
– Getting small on purpose, and why Sean chases depth instead of reach
– The status game vs the wealth game
– Evicting the critical roommate in your head
– Five years sober, service, and not being the center of the universe
– His goal of training 10,000 coaches by 2032, and the educator poverty behind it
– The two beliefs that changed everything
CHAPTERS
00:00 Intro: the guy who got smaller on purpose
04:04 Alaska, the lodge, and learning to seek
07:40 The breaking point: a hard no in teaching
12:04 The kitchen table and the rapper years
16:02 Product-market fit and your “bang”
21:06 Explore, then exploit: finding your one thing
25:35 The exercise: what you love meets what pays
29:37 Why people never reach their vision
32:51 Protect your floor and invest in yourself
36:35 Flow state, craft, and what AI can’t do
39:53 Getting small: depth over reach
44:36 The status game vs the wealth game
46:06 What he wants his daughters to absorb
50:10 Removing what holds you back
53:15 Evicting the roommate in your head
55:46 Sobriety, service, and purpose
01:00:55 10,000 coaches, ADHD, and educator poverty
01:09:25 The two beliefs that changed everything
01:16:13 Where to find Sean
About Sean McCormick
Sean is a former special education teacher turned executive function coach and founder of the Executive Function Coaching Academy. He helps educators build small businesses that liberate them, and coaches creators and entrepreneurs on focus, self-direction, and purpose.
Find Sean
Executive Function Coaching Academy: https://www.executivefunctioncoachingacademy.com/Sean’s site: https://seanmccormick.meEmail Sean: support@seanmccormick.meSean’s book is free on Audible and YouTube, recorded in his own voice.
Generator Live is a show for working creatives who are building something and want to talk about what that actually looks like. No highlight reel. No tactics dressed up as wisdom. Just honest conversation about the doubt, the financial reality, the isolation, and the question every creative eventually asks themselves: is this worth it?
Some weeks we talk about the business side of creative work. Some weeks I just think out loud about whatever is on my mind, and you get to be there for it.
Come hang in the chat. This is a conversation, not a broadcast.
Connect with Generator
Website: https://generatorpodcast.com
Instagram / YouTube / Podcast: @generatorpodcast
Speak Less, Get More — My book on interview skills for podcast hosts, built around the PODS Framework.
Ebook: https://www.amazon.com/Speak-Less-Get-More-Conversations-ebook/dp/B0GX3CLQX5/
Paperback: https://www.amazon.com/Speak-Less-Get-More-Conversations/dp/B0GY2P2GRT/
Hardcover: https://www.amazon.com/Speak-Less-Get-More-Conversations/dp/B0GY2Z8GPL/
Getting Good at Claude — My setup system that gets Claude working the way you work, so it sounds like you and saves you hours.
Get it here: https://payhip.com/b/syOPk
Tools I Use and Recommend
Ecamm Live (live streaming and video, Mac only): https://www.ecamm.com/mac/ecammlive/?…
Captivate.fm (podcast hosting and distribution): https://www.captivate.fm/signup?ref=y…
17Hats (CRM for creative businesses, 50% off first year): https://referrals.17hats.com/card/sto…
BorisFX CrumplePop (audio cleanup): https://borisfx.com/?a_aid=68bb347aa27d1
WisprFlow (voice dictation): https://wisprflow.ai/r?MATT1716
Pixieset (client photo galleries, $20 off): https://pixieset.com/ref/djDARTY4pa
Cloudways (WordPress hosting): https://vrlps.co/f83e6os/cp
Fourthwall (branded merchandise): https://link.fourthwall.com/join/gene…
Full studio and gear list on Amazon: https://www.amazon.com/shop/stonetree…
Some links above are affiliate links that may pay me a commission at no cost to you. I only recommend things I actually use.

What the Listeners are Saying
“If you're tired of podcasts where everything is projected as being perfect then you will enjoy Matt's conversations with other artists. Here he discusses with other creatives the ups and downs of being an artist without any of the fluff”
“Always excited when the next episode pops up in my listening queue. Always real conversations on what it's like being a working creative and Matt as well as his guests make you feel like you're part of the conversation”
“I am loving the content on the last 3 podcasts from Matt. Listening to them feels like I've known his guests for years. They don't hold back and Matt's subtle guidance with his questioning pulls even more from them. Excited to catch up on older podcasts and can't wait for more to come. Keep it up!”