Creative thought leader & cashflow expert Andrew Windham tells all on disrupting the college & career planning conversation. Focusing on empowering learners and families, he shares how to inspire and equip students to become critical thinking entrepreneurial leaders. Listen weekly as he shares how to intentionally use culture, capability and cashflow to create Educated Freedom today!

Educated Freedom
Claim This Podcastby Andrew Windham
Podcast Overview
Creative thought leader & cashflow expert Andrew Windham tells all on disrupting the college & career planning conversation. Focusing on empowering learners and families, he shares how to inspire and equip students to become critical thinking entrepreneurial leaders. Listen weekly as he shares how to intentionally use culture, capability and cashflow to create Educated Freedom today!
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Publishing Since
1/5/2021
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Recent Episodes

January 13, 2026
Inside the Buyer's Mind w/ Jason Sisneros
<div class="flex flex-col text-sm pb-25"> <article class= "text-token-text-primary w-full focus:outline-none [--shadow-height:45px] has-data-writing-block:pointer-events-none has-data-writing-block:-mt-(--shadow-height) has-data-writing-block:pt-(--shadow-height) [&:has([data-writing-block])>*]:pointer-events-auto [content-visibility:auto] supports-[content-visibility:auto]:[contain-intrinsic-size:auto_100lvh] scroll-mt-[calc(var(--header-height)+min(200px,max(70px,20svh)))]" dir="auto" tabindex="-1" data-turn-id= "ff6464b3-e039-4962-94cb-8288d59e76fc" data-testid= "conversation-turn-2" data-scroll-anchor="true" data-turn= "assistant"> <div class= "text-base my-auto mx-auto pb-10 [--thread-content-margin:--spacing(4)] @w-sm/main:[--thread-content-margin:--spacing(6)] @w-lg/main:[--thread-content-margin:--spacing(16)] px-(--thread-content-margin)"> <div class= "[--thread-content-max-width:40rem] @w-lg/main:[--thread-content-max-width:48rem] mx-auto max-w-(--thread-content-max-width) flex-1 group/turn-messages focus-visible:outline-hidden relative flex w-full min-w-0 flex-col agent-turn" tabindex="-1"> <div class="flex max-w-full flex-col grow"> <div class= "min-h-8 text-message relative flex w-full flex-col items-end gap-2 text-start break-words whitespace-normal [.text-message+&]:mt-1" dir="auto" data-message-author-role="assistant" data-message-id= "e65a1b87-9dc4-4aa6-a47a-c504f4b6be47" data-message-model-slug= "gpt-5-2-thinking"> <div class= "flex w-full flex-col gap-1 empty:hidden first:pt-[1px]"> <div class= "markdown prose dark:prose-invert w-full break-words dark markdown-new-styling"> <p data-start="142" data-end="671">In this episode, host <strong data-start="164" data-end="182">Andrew Windham</strong> sits down with <strong data-start="198" data-end="216">Jason Sisneros</strong>, founder of <strong data-start="229" data-end= "246">Built to Exit</strong>, for an unfiltered conversation about leadership, faith, and what it actually takes to achieve freedom as a business owner.</p> <p data-start="673" data-end="707">Together, Andrew and Jason unpack:</p> <ul data-start="708" data-end="1080"> <li data-start="708" data-end="787"> <p data-start="710" data-end="787">Why leadership starts with identity and self-work (before family or business)</p> </li> <li data-start="788" data-end="859"> <p data-start="790" data-end="859">The difference between <strong data-start="813" data-end="838">advice vs. experience</strong>—and why scars matter</p> </li> <li data-start="860" data-end="930"> <p data-start="862" data-end="930">How owners get "kicked in the teeth" at exit without proper advocacy</p> </li> <li data-start="931" data-end="992"> <p data-start="933" data-end="992">The biblical backbone of ethical capitalism and stewardship</p> </li> <li data-start="993" data-end="1080"> <p data-start="995" data-end="1080">Accountability, brotherhood, and building a life that doesn't collapse after the sale</p> </li> </ul> <p data-start="1082" data-end="1222" data-is-last-node="" data-is-only-node="">If you're building a company, chasing freedom, or trying to lead at a higher level—this is the podcast that brings the heat and the depth.</p> </div> </div> </div> </div> <div class="z-0 flex min-h-[46px] justify-start"> </div> <div class="mt-3 w-full empty:hidden"> <div class="text-center"> </div> </div> </div> </div> </article> </div> <div class="pointer-events-none h-px w-px absolute bottom-0" aria-hidden="true" data-edge="true">Socials and other links for more content:</div> <div class="pointer-events-none h-px w-px absolute bottom-0" aria-hidden="true" data-edge="true"> https://linktr.ee/educatedfreedom</div>

July 27, 2021
College List 102: Begin with the End in Mind
<p>2nd Discussion in series on College Lists. Andrew Outlined Approach & perspectives, he talks about 80% Approach Early to avoid perfection/procrastination, Identifying what matters, Focus on the 3 C's, and Action Steps along with a cash flow tip.</p> <p><strong><br /> <br /> Highlights</strong></p> <ul> <li>Focusing on the end mind first - 0:51</li> <li>Approach and perspective and why they matter - 1:59</li> <li>What does he mean by “the seller” - 4:51</li> <li>Being “relationship focused” - 5:55</li> <li>Helping you understand what it means to be the buyer in a college process - 7:13</li> <li>Eliminating the procrastination - 10:12</li> <li>Decide what matters to you - 11:12</li> <li>Think about graduation - 14:02</li> <li>A cash flow tip for you - 17:15</li> <li>The three C’s - 20:31</li> </ul> <p><strong><br /> Episode Resources</strong></p> <ul> <li>Connect with Andrew Windham</li> <li><a href= "https://www.linkedin.com/in/andrewwindham">https://www.linkedin.com/in/andrewwindham</a></li> <li><a href= "https://twitter.com/andrewwindham?lang=en">https://twitter.com/andrewwindham?lang=en</a></li> <li><a href= "mailto:AWindham@CollegePlanningInstitute.com">AWindham@CollegePlanningInstitute.com</a></li> <li>Complimentary Coffee & Cash Flow Session: <a href= "https://calendly.com/college_planning_institute/coffeecashflowconversation"> https://calendly.com/college_planning_institute/coffeecashflowconversation</a></li> <li>College Success Consultation: <a href= "https://calendly.com/college_planning_institute/college-success-consultation"> https://calendly.com/college_planning_institute/college-success-consultation</a></li> <li>Winning the College Game Masterclass: <a href= "https://collegeplanninginstitute.com/Winning-the-College-Game/">https://collegeplanninginstitute.com/Winning-the-College-Game/</a> </li> </ul>

July 20, 2021
College List 101: Simply Start with Exposure
<p>Andrew began a new series on College Lists, Starting with Exposure, he also discusses the question of "Is College Worth It?", When to toe the Starting Line, Getting Experience & Exposure, C's of Capture, Compare, Create along with Takeaways & Action Steps Plus Cash Flow tip.</p> <p><strong><br /> <br /> Highlights</strong></p> <ul> <li>The importance of making college lists - 1:13</li> <li>Is college for everyone? - 3:25</li> <li>Having a solid financial living - 5:23</li> <li>Who is supposed to pay for college? - 5:56</li> <li>Getting experience and exposure - 9:48</li> <li>Visit college websites - 10:15</li> <li>The three C’s - 12:25</li> <li>Today’s cash flow tip - 17:16<br /> <br /> <br /> <strong>Episode Resources</strong></li> <li>Connect with Andrew Windham</li> <li><a href= "https://www.linkedin.com/in/andrewwindham">https://www.linkedin.com/in/andrewwindham</a></li> <li><a href= "https://twitter.com/andrewwindham?lang=en">https://twitter.com/andrewwindham?lang=en</a></li> <li><a href= "mailto:AWindham@CollegePlanningInstitute.com">AWindham@CollegePlanningInstitute.com</a></li> <li>Cashflow Tip: Lifetime Learning Tax Credit: <a href= "https://www.irs.gov/credits-deductions/individuals/llc">https://www.irs.gov/credits-deductions/individuals/llc</a></li> <li>College Success Consultation: <a href= "https://calendly.com/college_planning_institute/college-success-consultation"> https://calendly.com/college_planning_institute/college-success-consultation</a></li> <li>Winning The College Game Master: <a href= "https://CollegePlanningInstitute.com/Winning-the-College-Game">https://CollegePlanningInstitute.com/Winning-the-College-Game</a></li> <li>Other Resources for College Visits, Tours etc: College Express <a href= "https://www.collegexpress.com/">https://www.collegexpress.com/</a></li> <li>College Navigator - <a href= "https://nces.ed.gov/collegenavigator/">https://nces.ed.gov/collegenavigator/</a></li> <li>You Visit - <a href= "https://www.youvisit.com/collegesearch">https://www.youvisit.com/collegesearch</a></li> <li>Campus Tours - <a href= "https://campustours.com/">https://campustours.com/</a></li> <li>You University TV <a href= "https://www.youniversitytv.com/category/college/">https://www.youniversitytv.com/category/college/</a></li> <li><a href= "http://www.ecampustours.com/">http://www.ecampustours.com/</a></li> <li>Go See Campus - <a href= "https://goseecampus.com/">https://goseecampus.com/</a> (Free tool to research/plan college visits) </li> </ul>
36 total episodes available
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Frequently asked questions
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- What is Educated Freedom?
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This podcast updates daily.
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This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
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Yes, this podcast regularly features guests.
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