The Daily Mastermind
The Guests

Conversations with the operators, founders, and storytellers worth your time.

Every guest on The Daily Mastermind has built something real — a business, a body of work, an audience, a body of evidence. We sit down for a long-form conversation, then publish the takeaways here so you can keep learning long after the episode ends.

Adrian Rosebrock
Adrian Rosebrock
CEO of Chief of AI, Founder of PyImageSearch
Computer vision PhD who built and sold PyImageSearch, now telling companies why a $20-a-month AI account is not a competitive advantage.
Sue Gilad
Sue Gilad
Broadway Producer, Co-Founder of In Fine Company
Broadway producer behind The Outsiders and Moulin Rouge! — 30 Tony Awards, a Grammy, and a working theory of how rejection math actually works.
Anthony Suppa
Anthony Suppa
Founder of Slice of Charity, Marine Corps Veteran
Marine Corps veteran who turned a restaurant toy drive into a 501(c)(3) — and built a company to fund it so he'd never have to ask for donations.
Spencer Carpenter
Spencer Carpenter
Founder of Outlier Audio, Podcast Booking Agency
Booked 3,500+ podcast interviews since 2020 — and argues 50 of the right listeners beat 100,000 of the wrong ones.
Nathan Winston
Nathan Winston
Founder of Next Level Mindset, Former Pro Baseball Player
Born with PFFD, amputated at four, told he would never play sports — he played basketball, football, and baseball, then baseball professionally.
Michele Morley
Michele Morley
Founder & Host of Yes Women's Network
Bought a women's network with her husband in 2020, then spent six months fighting pericarditis before deciding to build it anyway.
Curtis McCullom
Curtis McCullom
Founder of Bespoke Human Potential Coaching, Host of The Curtis McCullom Show
Coach and clinical hypnotherapist who works with the 95 percent of the mind that traditional coaching never reaches.
Rod Khleif
Rod Khleif
Multifamily Real Estate Investor, Bestselling Author & Podcast Host
Lost $50 million in the 2008 crash, then rebuilt — and now teaches students who own more than 260,000 apartment units.
Mark Silverman
Mark Silverman
Executive Coach, Author & Host of The Rising Leader Podcast
Leadership rarely fails for lack of knowledge. It fails when pressure outpaces the nervous system's capacity to stay steady.
Cory Procter
Cory Procter
Founder of ProCapital Wealth Management, Former NFL Player
Six NFL seasons on near-minimum salary — and a family bankruptcy before that — taught him to build a vault around everything he owned.
Brad Kugler
Brad Kugler
Founder of DirectMail2.0, Marketing Strategist
Watched a 23-year family business collapse with the CD, then built an AI-driven direct mail company on what that failure taught him.
Drea Lynn
Drea Lynn
Attorney, Former COO, Author of Smart Quit
Attorney and former COO who left the corner office, landed in six figures of debt, and rebuilt to half a million in revenue.
Anthony Perera
Anthony Perera
Managing Partner of Exuma Capital Partners
Built Air Pros USA from a single HVAC truck past $200 million in six years, and now buys founder-led companies and operates them himself.
BreeAnn Allred
BreeAnn Allred
Founder of Aylara Pelvic Health, Pelvic Floor PT
One of Utah's earliest pelvic floor physical therapists, with 20 years spent proving that a common symptom is not the same as a normal one.
Hugh Hornsby
Hugh Hornsby
Founder of Blue Collar Smart, "Voice of the Trades"
Told at 14 he wasn't smart enough for college. Spent the next 40 years scaling trades companies and mentoring 240 people.
Braeden Furgeson
Braeden Furgeson
Co-Founder of Venn Social, Founder of Smash It
Sold his house to bootstrap Venn Social — a platform that sorts people by life circumstance, not broad topic
Lane Martin
Lane Martin
Co-founder of Modern PURAIR, Franchise Operator
He turned duct cleaning into a 22-franchise system by learning one thing: people don't fail, systems do.
Jonathan Otto
Jonathan Otto
Founder of RedLife & Well Of Life, Documentary Filmmaker
Investigative journalist who beat Lyme disease and chronic fatigue, then built a career interviewing hundreds of doctors about what actually heals cells.
Ben Kjar
Ben Kjar
NCAA D1 All-American Wrestler, International Speaker
Born with Crouzon Syndrome — turned the bullying into a D1 wrestling career and a global speaking platform.
Stephen Kimball
Stephen Kimball
Direct Response Copywriter & Marketing Strategist
Twenty-five years writing direct response copy for Capital One, Walmart, and first-time founders — and diagnosing why offers don't convert.
Nicea DeGering
Nicea DeGering
Emmy-Winning TV Anchor, Good Things Utah
Emmy-winning Utah broadcaster on why connection — not polish — is what builds lasting authority.
Jed Morley
Jed Morley
CEO of PlatPay, Co-Founder of Payment Cowboy
FinTech operator on why execution and relationship capital outperform every shiny object in the market.
Anmol Singh
Anmol Singh
Founder of Live Traders; Trading Coach & Author
The trader who started in a college dorm — on why curiosity, integrity, and emotional control separate consistent winners from the rest.
Heather Valeri
Heather Valeri
Founder & CEO of Meridian Business Advisors, Award-Winning Business Broker
Award-winning business broker on why the inner game of the owner — not the strategy — decides who actually builds, scales, and sells.
Kasim Aslam
Kasim Aslam
Founder of Driven Mastermind, Author of You vs Google
Built the number one ranked Google Ads agency in the world without ever running a campaign himself, then sold it for eight figures.
Jay Conner
Jay Conner
Real Estate Investor, Private Money Authority & Author
The investor who lost his bank line overnight — and raised $2M in private money in 90 days by never asking anyone for a dime.
Jim Matuga
Jim Matuga
Founder of InnerAction Media; Author of "Humble Influence"
Media veteran who flips the leadership obsession on its head — arguing the real power in any organization is humble, intentional followership from the middle.
Ken Rusk
Ken Rusk
Bestselling Author, Founder of Rusk Industries
Built a nine-figure construction company from six employees to over 200, and replaced the word goal with something he calls a timed pathway.
Lisa Even
Lisa Even
Leadership Speaker, Culture and Joy Connoisseur
Leadership coach with a non-clinical healthcare background who builds cultures around one question: is this good ripple effect?
Donny Case
Donny Case
Founder & CEO of Air Scientist Solutions; HVAC Innovator
The Navy veteran and environmental scientist out to obsolete the thermostat — with a Wi-Fi smart unit that polices a billion-dollar HVAC industry.
Spencer Howard
Spencer Howard
Founder of Straight to the Points; Travel Rewards Expert
The points expert who turned six months of obsessive research into business-class travel for everyone — without spending a dollar more than you already do.
Simon Severino
Simon Severino
CEO of Strategy Sprints, Author & Sales Strategist
The strategist behind $2B in client sales on why the best closers talk less than a third of the time — and listen for the rest.
Rob Kalwarowsky
Rob Kalwarowsky
Executive Leadership Coach, TEDx Speaker & Author
The MIT engineer turned executive coach on why your emotions aren't problems to manage — they're signals pointing straight at the beliefs running your life.
Terry Rich
Terry Rich
CEO, Keynote Speaker & Fraud-Busting Innovator
The executive who cracked the largest lottery fraud in U.S. history — on why failure is the path to an epic life, not the price of one.
Mike Jesowshek
Mike Jesowshek
CPA, Founder & Host of the Small Business Tax Savings Podcast
The CPA-turned-entrepreneur on turning the spending you already do into legal, pre-tax deductions — and why planning beats prep every time.
Wayne Mullins
Wayne Mullins
Founder & CEO of Ugly Mug Marketing, Author of Full Circle Marketing
The "guru's guru" on why marketing's real job is to make the sale unnecessary — and how to turn customers into evangelists.
Dan Gomer
Dan Gomer
Real Estate Team Leader, Author & Burnout Coach
The former science teacher who burned out at the top of real estate — on why misalignment, not overwork, is the real culprit.
Douglas E. Noll
Douglas E. Noll
Attorney-Turned-Peacemaker, Mediator & Author
The trial lawyer turned peacemaker on the neuroscience-backed skill that calms any angry person in 90 seconds — no matter the language or culture.
Bronson Kaufusi
Bronson Kaufusi
Former NFL Tight End, Real Estate Investor & Mindset Coach
Former NFL tight end on why the mental work you do before adversity strikes is what determines whether you survive it.
Dr. Eric Holsapple
Dr. Eric Holsapple
Real Estate Developer, Author & Founder of Living in the Gap
The real estate developer with a PhD in economics on why presence — not more hours — is what actually moves the needle on profit.
Lane Kawaoka
Lane Kawaoka
Real Estate Investor, Author of The Wealth Elevator
A former civil engineer whose accidental Seattle rental grew into more than 10,000 units and over $2.1 billion in assets under management.
Kasey Anton
Kasey Anton
Founder of Spark Business Consulting, Author of Profit First for Restaurants
Former Boston restaurateur turned consultant on why the balance sheet — not passion — decides whether a restaurant survives.
Dr. Noah St John
Dr. Noah St John
Father of Afformations, CEO of SuccessClinic.com
The mindset mentor who replaced affirmations with questions — and showed entrepreneurs why the inner game runs the whole business.