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Explore every episode of the podcast Thinking Out Loud with Dean Jackson
Dive into the complete episode list for Thinking Out Loud with Dean Jackson. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.
| Title | Pub. Date | Duration | |
|---|---|---|---|
| Establishing a BRAND | 04 Mar 2021 | 00:08:12 | |
A brand is a buying reflex affecting now decisions. You don't have to beat Coca-Cola, you just have to win the individual moment someone chooses.
Show notes: https://deanjackson.com/podcasts/tol/014-establishing-a-brand/ | |||
| who not how zoom | 30 Oct 2020 | 00:00:51 | |
In under 90 minutes I'm live on Zoom with Dan Sullivan and Ben Hardy on their new book Who Not How. Join at ilovemarketingzoom.com.
Show notes: https://deanjackson.com/podcasts/tol/013-who-not-how-zoom/ | |||
| What's in a name | 18 Jan 2019 | 00:08:36 | |
Naming is everything. The closer a name gets to exactly what someone's looking for, the more it sells, even when the product inside doesn't change.
Show notes: https://deanjackson.com/podcasts/tol/004-what-s-in-a-name/ | |||
| Live referral field report | 11 Jan 2019 | 00:14:40 | |
A lunchtime sushi recommendation shows the referral formula in action, and why doing the whole thing for someone raises your status in the tribe.
Show notes: https://deanjackson.com/podcasts/tol/003-live-referral-field-report/ | |||
| Secret psychology of referrals | 10 Jan 2019 | 00:05:42 | |
Referrals happen in conversation. Instead of asking clients to spread the word, hand them the exact words to say the moment it comes up.
Show notes: https://deanjackson.com/podcasts/tol/002-secret-psychology-of-referrals/ | |||
| Thinking Out Loud Episode One | 09 Jan 2019 | 00:00:11 | |
The very first episode of Thinking Out Loud, recorded live from Genius Network.
Show notes: https://deanjackson.com/podcasts/tol/001-thinking-out-loud-episode-one/ | |||
| Lee Iacocca target market | 03 Jul 2019 | 00:06:53 | |
Lee Iacocca sold the Mustang to 18-year-old boomers, then the minivan to those same buyers at 38. Demography is an inevitability worth getting in front of.
Show notes: https://deanjackson.com/podcasts/tol/012-lee-iacocca-target-market/ | |||
| Ideas versus execution | 17 Jun 2019 | 00:03:37 | |
"Ideas without execution are worthless" misses the point. You can't execute nothing, and the only thing that beats flawless execution is a better idea.
Show notes: https://deanjackson.com/podcasts/tol/011-ideas-versus-execution/ | |||
| Love is pain | 04 Mar 2019 | 00:04:20 | |
To experience love you have to be willing to experience pain. The heart is a muscle, and heartbreak is how it grows stronger.
Show notes: https://deanjackson.com/podcasts/tol/010-love-is-pain/ | |||
| The tyranny of convenience | 24 Feb 2019 | 00:03:33 | |
Convenience is the most powerful, most underrated force shaping every decision we make. Make things effortless and people will flock to you.
Show notes: https://deanjackson.com/podcasts/tol/009-the-tyranny-of-convenience/ | |||
| Execution arbitrage | 31 Jan 2019 | 00:11:05 | |
There's never been a better time to be an idea person. Bundle up a high-value outcome, outsource the execution for a fraction, and pocket the difference.
Show notes: https://deanjackson.com/podcasts/tol/008-execution-arbitrage/ | |||
| Specialized data | 28 Jan 2019 | 00:07:55 | |
Richard Viguerie hand-wrote 12,000 donor names to own a list no one else had. In a world run by algorithms, the hard-to-gather data is the edge.
Show notes: https://deanjackson.com/podcasts/tol/007-specialized-data/ | |||
| Working backwards | 20 Jan 2019 | 00:09:30 | |
The man who ran the MGM Grand booked the gap between what he earned and what he could earn as a loss. That mindset changes everything.
Show notes: https://deanjackson.com/podcasts/tol/006-working-backwards/ | |||
| When is a diet pill worth $153 | 20 Jan 2019 | 00:11:40 | |
A $153 diet pill outsold the $19 ones by speaking to one exact frustration. The friction stopping people is where the opportunity is.
Show notes: https://deanjackson.com/podcasts/tol/005-when-is-a-diet-pill-worth-153/ | |||
| How to Use the "6 Weapons of Influence" to Sell Anything Fast | 16 Aug 2026 | 00:14:11 | |
A 1997 journal page that turned Cialdini's six weapons of influence into a worksheet, and the ad for six Muskoka lots that fired all six at once.
Show notes: https://deanjackson.com/podcasts/tol/074-how-to-use-the-6-weapons-of-influence-to-sell-anything-fast/ | |||
| How Taking Action On Your Intuition Actually Pays Off | 15 Aug 2026 | 00:09:54 | |
A page in Dean's 1997 journal, one phone call to the local cable company, and the $500 TV show that meant he never lost a listing on the nights it aired.
Show notes: https://deanjackson.com/podcasts/tol/073-how-taking-action-on-your-intuition-actually-pays-off/ | |||
| Structure Doesn't Slow You Down. It Lets You Fly. | 06 Aug 2026 | 00:13:09 | |
A 1997 journal spread, Jerry Ballinger's Ferrari Mind Tuneup, and why running your day like a slalom race beats wandering it like a toddler at a picnic.
Show notes: https://deanjackson.com/podcasts/tol/064-structure-doesnt-slow-you-down-it-lets-you-fly/ | |||
| How to Write Copy That Leads People to "Yes" | 05 Aug 2026 | 00:10:56 | |
Jeffrey Lant's egregious error number twelve, written on page 172 in 1997, and a recorded call where a prospect says your own ad copy back to you.
Show notes: https://deanjackson.com/podcasts/tol/063-how-to-write-copy-that-leads-people-to-yes/ | |||
| Creativity Isn't a Gift. It's a Formula. | 04 Aug 2026 | 00:10:25 | |
Still on journal four, 1997: why Max Martin's hit-song chassis and the 8 Profit Activators are the same trick, and the formula sitting underneath both.
Show notes: https://deanjackson.com/podcasts/tol/062-creativity-isnt-a-gift-its-a-formula/ | |||
| The Poolside Sketch That Still Runs My Whole Business | 03 Aug 2026 | 00:09:26 | |
1997, around a pool in Encinitas with Eben and Joe. The seven-step storyboard sketched that afternoon still runs my business, one profit activator heavier.
Show notes: https://deanjackson.com/podcasts/tol/061-the-poolside-sketch-that-still-runs-my-whole-business/ | |||
| You Can't Want What You Want Until You Know What You Want | 02 Aug 2026 | 00:11:13 | |
Yesterday, it's okay to want what you want. Today, how you work out what that is: Dan Sullivan's 25-year question, and a property improvement plan for life.
Show notes: https://deanjackson.com/podcasts/tol/060-you-cant-want-what-you-want-until-you-know-what-you-want/ | |||
| It's Ok To Want What You Want [Here's How To Get It] | 01 Aug 2026 | 00:11:48 | |
February 1997, a month into Florida, and the page where thirty-year-old me listed the day he actually wanted... plus why two hours a day makes you world class.
Show notes: https://deanjackson.com/podcasts/tol/059-its-ok-to-want-what-you-want-heres-how-to-get-it/ | |||
| How to Get Referrals While You're Still Doing the Work | 31 Jul 2026 | 00:16:16 | |
A 1997 page on turning one listing into more than one transaction: the weekly seller call, the one question at the end, and why customers notice for you.
Show notes: https://deanjackson.com/podcasts/tol/058-how-to-get-referrals-while-youre-still-doing-the-work/ | |||
| 9 Journal Prompts for Thinking Through Anything | 30 Jul 2026 | 00:14:04 | |
People keep asking what I do in my journal. Here are the nine prompts, off a page from 1997, that turn a blank notebook into where your ideas start.
Show notes: https://deanjackson.com/podcasts/tol/057-9-journal-prompts-for-thinking-through-anything/ | |||
| Think Big. Start Small. Keep Going. | 29 Jul 2026 | 00:12:10 | |
January 1997, journal four, a page listing every business under one category... plus what I'd tell my thirty-years-ago self about finishing just one of them.
Show notes: https://deanjackson.com/podcasts/tol/056-think-big-start-small-keep-going/ | |||
| 3 Things Your Future Self Will Thank You for Starting Today | 28 Jul 2026 | 00:12:11 | |
Forty days into reading my 1996 journals out loud: the three things that compounded for thirty years, and that your 2056 self will thank you for starting.
Show notes: https://deanjackson.com/podcasts/tol/055-3-things-your-future-self-will-thank-you-for-starting-today/ | |||
| How One Idea Turned a $4M/yr Restaurant Into $11M/yr | 14 Aug 2026 | 00:06:55 | |
Gamal Aziz looked at a perfectly good $4 million restaurant in the MGM Grand and asked how high is high. The answer took it to $11 million a year.
Show notes: https://deanjackson.com/podcasts/tol/072-how-one-idea-turned-a-4m-yr-restaurant-into-11m-yr/ | |||
| Do Old-School Free Recorded Messages Still Work Today? | 27 Jul 2026 | 00:15:14 | |
Free recorded messages were the highest-response thing we had in 1996, and the hiring system in my tickle trunk shows why the same idea works as video today.
Show notes: https://deanjackson.com/podcasts/tol/054-do-old-school-free-recorded-messages-still-work-today/ | |||
| Good Marketing Never Gets Old (Proof Inside) | 26 Jul 2026 | 00:14:45 | |
Straight out of my tickle trunk: the 1996 postcards and free recorded messages still pulling in 2026, and why the constraints made the copy so good.
Show notes: https://deanjackson.com/podcasts/tol/053-good-marketing-never-gets-old-proof-inside/ | |||
| How to Know What To Do When Something Goes Wrong With a Customer | 25 Jul 2026 | 00:08:56 | |
Three questions Steve Kross gave me thirty years ago for when something goes wrong with a customer, and the $5,000 mistake a KFC cashier made unknowingly.
Show notes: https://deanjackson.com/podcasts/tol/052-how-to-know-what-to-do-when-something-goes-wrong-with-a-customer/ | |||
| "WOW" Experiences Don't Happen By Accident | 24 Jul 2026 | 00:09:45 | |
Page 111 of journal three: the seven-phase buyer wow cycle. A wow never happens by accident. You storyboard the journey, then build one in on purpose.
Show notes: https://deanjackson.com/podcasts/tol/051-wow-experiences-dont-happen-by-accident/ | |||
| 9 Reasons “Time Management” Fails Your Entrepreneurial ADHD Brain | 23 Jul 2026 | 00:16:32 | |
Nine reasons time management never works, especially for the entrepreneurial ADHD brain. All nine on one page of journal three, and they still explain my week.
Show notes: https://deanjackson.com/podcasts/tol/050-9-reasons-time-management-fails-your-entrepreneurial-adhd-brain/ | |||
| The Most Underrated Day in Your Week | 22 Jul 2026 | 00:13:13 | |
Dan Sullivan gave me free days, focus days and buffer days in 1996. Thirty years on, it's the buffer day, the one everybody wastes, that's the power move.
Show notes: https://deanjackson.com/podcasts/tol/049-the-most-underrated-day-in-your-week/ | |||
| Some Ideas Are Worth Having Even If They Never Happen. | 21 Jul 2026 | 00:07:56 | |
I found a 1996 journal page titled “Eben’s brilliant idea number 1009”... and it’s a good reminder that the ideas you’ll never build are still worth having.
Show notes: https://deanjackson.com/podcasts/tol/048-some-ideas-are-worth-having-even-if-they-never-happen/ | |||
| Your Relationships Are Worth More Than Your Marketing | 20 Jul 2026 | 00:14:53 | |
A November 1996 page from the day Eben and I interviewed the authors of The One to One Future... and eight ideas from that book still run everything I do.
Show notes: https://deanjackson.com/podcasts/tol/047-your-relationships-are-worth-more-than-your-marketing/ | |||
| How I Get Ideas From My Head, to My Journal, to the World | 19 Jul 2026 | 00:07:56 | |
Journal number three, and a pattern is emerging: two tools I use to take an idea from a page in my journal and walk it, box by box, into the real world.
Show notes: https://deanjackson.com/podcasts/tol/046-how-i-get-ideas-from-my-head-to-my-journal-to-the-world/ | |||
| This Idea Cut Ad Spend By 87%... And Tripled The Response | 18 Jul 2026 | 00:12:12 | |
Page 8 of journal three: the dentist ad I shrank from a full page to a business card, and tripled the response by talking only to people who needed him now.
Show notes: https://deanjackson.com/podcasts/tol/045-this-idea-cut-ad-spend-by-87-and-tripled-the-response/ | |||
| How to Get New Customers in Any Market in 45 Days | 13 Aug 2026 | 00:12:31 | |
The 1997 Dan Kennedy keynote that laid out the right message, the right market and the right media, plus the three-step campaign Dean built from it.
Show notes: https://deanjackson.com/podcasts/tol/071-how-to-get-new-customers-in-any-market-in-45-days/ | |||
| What Happens When You Treat Every Lead Like You're Responsible for Helping Them | 17 Jul 2026 | 00:10:08 | |
One line I added to an old recorded message changed everything. Treat every lead like you're personally responsible for helping them get what they came for.
Show notes: https://deanjackson.com/podcasts/tol/044-what-happens-when-you-treat-every-lead-like-youre-responsible-for-helping-them/ | |||
| The More Helpful You Become, The Less You Have to Sell | 16 Jul 2026 | 00:12:02 | |
Page 170 of my 1996 journal, one idea I've never let go of: stop chasing the few people ready to buy, and appoint yourself advocate for your whole category.
Show notes: https://deanjackson.com/podcasts/tol/043-the-more-helpful-you-become-the-less-you-have-to-sell/ | |||
| How to Get 6 Months of Marketing Ideas for Your Business on One Page | 15 Jul 2026 | 00:13:06 | |
Page 179 of my 1996 journal held 26 marketing ideas, all from one question at the top. Pick one a week and a single page becomes six months of marketing.
Show notes: https://deanjackson.com/podcasts/tol/042-how-to-get-6-months-of-marketing-ideas-for-your-business-on-one-page/ | |||
| If My Life Depended on One Letter, Here's Exactly What I'd Send | 14 Jul 2026 | 00:12:41 | |
Gary Halbert's old provocation still runs everything I do: if your life depended on mailing one letter and getting a response, what would you actually do?
Show notes: https://deanjackson.com/podcasts/tol/041-if-my-life-depended-on-one-letter-heres-exactly-what-id-send/ | |||
| The More Routine My Life Gets, The More Freedom I Have | 13 Jul 2026 | 00:09:42 | |
Yesterday, driving variation out of your marketing. Today I went looking for it in my own days, and found five zones where less variety buys more freedom.
Show notes: https://deanjackson.com/podcasts/tol/040-the-more-routine-my-life-gets-the-more-freedom-i-have/ | |||
| How to Turn Your Advertising From a Slot Machine to a Vending Machine | 12 Jul 2026 | 00:13:38 | |
Deming taught me in 1996 that variation is in everything. Drive it out, and your advertising behaves like a vending machine instead of a slot machine.
Show notes: https://deanjackson.com/podcasts/tol/039-how-to-turn-your-advertising-from-a-slot-machine-to-a-vending-machine/ | |||
| (Great Lifestyle + Money) × Time to Enjoy It = True Success (to me..) | 11 Jul 2026 | 00:09:43 | |
Somewhere in my 1996 journal I wrote out my perfect lifestyle, and 30 years later I can't punch a single hole in it. Turns out these are the good old days.
Show notes: https://deanjackson.com/podcasts/tol/038-great-lifestyle-money-time-to-enjoy-it-true-success-to-me/ | |||
| Inside My 1996 Content Factory vs Today | 10 Jul 2026 | 00:11:20 | |
In 1996 it took $2,400 and weeks of work to build 24 marketing newsletters. Today that's done by lunchtime with AI, but the durable advantage hasn't changed.
Show notes: https://deanjackson.com/podcasts/tol/037-inside-my-1996-content-factory-vs-today/ | |||
| I Know Exactly What To Do... So Why Don't I Do It? | 09 Jul 2026 | 00:12:53 | |
Thirty years perfecting my schedule, and the one thing I still can't crack is doing the most important thing when there's no deadline holding me to it.
Show notes: https://deanjackson.com/podcasts/tol/036-i-know-exactly-what-to-do-so-why-dont-i-do-it/ | |||
| I Almost Can't Believe I've Gotten Away With This Daily Schedule Over 30 Years | 08 Jul 2026 | 00:13:47 | |
I found my daily schedule on page 31 of a 1996 journal, and thirty years later I'm still running the same rhythm. Same bands of time, same protected block.
Show notes: https://deanjackson.com/podcasts/tol/035-i-almost-cant-believe-ive-gotten-away-with-this-daily-schedule-over-30-years/ | |||
| How To Use Constraints as a Multiplier | 12 Aug 2026 | 00:15:43 | |
Ten rules from a 1997 journal page for who Dean would take on as a client, and why constraints on who you work with are a multiplier, not a limiter.
Show notes: https://deanjackson.com/podcasts/tol/070-how-to-use-constraints-as-a-multiplier/ | |||
| I Predict These 7 Business Categories Will Survive & Thrive In The NEXT 30 Years | 07 Jul 2026 | 00:11:42 | |
Page 20 of my 1996 journal listed the seven things people spend money on. Thirty years later, every one of them is still standing, and still wide open.
Show notes: https://deanjackson.com/podcasts/tol/034-i-predict-these-7-business-categories-will-survive-thrive-in-the-next-30-years/ | |||
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