We ask founders the business questions you can't Google. Cubicle to CEO® brings you weekly "behind the business" case-study interviews with leading entrepreneurs and CEOs who share a specific growth strategy they've successfully tested, how they implemented it, and what the results (and revenue) were. Host Ellen Yin also shares transparent insights about her own journey bootstrapping a media company from a $300 freelance project into millions in revenue.
Aug 12, 2026
AI can write a hundred emails in a minute, and your audience will scroll past every one. Prerna Malik has spent 15 years writing words that make people buy—minus the sleaze, the fake countdowns, and the "only 2 spots left" theatrics. As the conversion strategist behind Profitably Yours (formerly Content Bistro), she blends buyer psychology with AI and has taught close to 1,000 business owners to sell more while working less.
In this bonus episode, Prerna breaks down why most AI-written copy is costing you sales, the buyer-brain test every piece should pass before you hit send, and how she turned that test into Copy Quality Guard, a free Claude Skill that runs the sales psychology for you. Faster copy isn’t the goal. Copy that converts is, and that comes from writing for the buyer's brain instead of an algorithm.
Connect with Prerna:
Website: https://profitablyyours.com/
Newsletter: https://profitablyyours.com/newsletter
Instagram: https://www.instagram.com/profitably_yours/
Grab Copy Quality Guard, Prerna's free AI Skill that catches the AI tells and weak spots costing you sales, so every email and sales page sounds human and actually converts: https://claudemadeeasy.com
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:30:39
Aug 10, 2026
This is a free preview of a paid episode (55 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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What happens to your IP when it’s published under someone else’s name? Adrienne Dorison built the operations frameworks behind Clockwork—a book that’s sold more than 300,000 copies—yet her name never made the cover. Then a solo seven-figure consultant when author and later business partner Mike Michalowicz began interviewing Adrienne for his book in 2016, their collaboration eventually turned into a years-long partnership and a multi-million dollar company and brand, Run Like Clockwork.
This case study explores the before, during, and after of a major business partnership involving shared IP. Adrienne gives us full transparency into the negotiation process and financial structure of how her and Mike shared the Clockwork IP, as well as the untangling of assets and IP after dissolving their partnership recently to launch her own brand, Level11 Leaders.
Connect with Adrienne:
Want to go out-of-office without anything in your business breaking? Book your FREE, 45 minute call with Adrienne to get clarity on your next move: level11leaders.com/bookacall
level11leaders.com/exit
level11leaders.com/podcast
@adriennedorison
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00:22:00
Aug 05, 2026
Ellen Mackenzie built a booked-out social media agency, then deliberately burned it down. The six-figure client roster she'd spent years filling had become the thing she wanted out of, so she dismantled it on purpose and rebuilt around a model where 1:1 client work is now optional.
Founder of Dishing Up Digital, Ellen runs a multi-six-figure business from Auckland, New Zealand, stacking digital products, a flagship coaching program, a small mastermind, and brand partnerships with Canva, Rella, and Logitech. That mix has grown to 1,300+ students, a 50,000+ subscriber YouTube channel, and an 11,000-person email list.
In this episode, Ellen breaks down what each income stream actually generates, why she'd rather run a hybrid business than a pure agency or a pure course model, and where a fully-booked service provider should start when their own success begins to feel like a trap.
Connect with Ellen:
Website: https://www.ellenmackenzie.com
Instagram: https://www.instagram.com/ellenmackenziee
YouTube: https://www.youtube.com/@UC8iN8jdZISR6W6gVOgcebPA
Dishing Up Digital Podcast: https://www.ellenmackenzie.com/podcasts/dishing-up-digital-with-ellen-mackenzie-social-media-management-strategy
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:38:32
Aug 03, 2026
This is a free preview of a paid episode (44 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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When a copycat company rips off your IP, sometimes the best course of action isn’t to challenge them, but rather to spotlight them. Sounds counterintuitive, but that’s exactly the approach that created an explosive marketing campaign for Ceres Chill, the original breastmilk chiller.
In today's case study, founder and inventor Lisa Myers breaks down Ceres Chill's Dupe Drop: a campaign inviting customers to trade in knockoff chillers for the real thing. The results speak for themselves: the campaign reached 72,000 people (75% of them brand new to Ceres Chill), over 900 dupes were traded in, and Ceres Chill saw an 80% jump in orders — all accomplished organically.
Lisa didn't out-lawyer her competitors. She out-marketed them, and let their own knockoffs do her selling for her. To continue our series on leveraging IP in your business, this episode is a reminder that your IP isn’t just a legal shield, it's a growth lever.
Connect with Lisa:
Cereschill.com
IG: @cereschill
Look at Lisa's patent drawings: https://www.cereschill.com/pages/patent-info
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00:21:04
Jul 29, 2026
A former architect turned marketing strategist, Hope Trory swapped blueprints for business systems, but her collaborative thinking stayed the same. As founder of HOPEWORKSDESIGN, she built her signature ACE Framework around a simple bet: social media hustle isn't the only path to visibility. Instead, she leans into podcast guesting, workshops, and what she calls "collaboration stacking."
That approach helped one architecture client generate more than $800K in new revenue opportunities without a single ad campaign. In this episode, Hope breaks down what collaboration stacking actually looks like, why it beats treating partnerships as one-off wins, and the alternative visibility strategies available to anyone exhausted by constant content creation.
Connect with Hope:
https://hopeworksdesign.com
www.linkedin.com/in/hopetrory
https://summit.hopeworksdesign.com/collab-map
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:36:36
Jul 27, 2026
This is a free preview of a paid episode (38 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Lyrik Fryer once got a licensing check so large her bank had to split it into three payments — proof your IP can be packaged up as a lucrative asset other businesses will pay to use.
Lyrik is the co-founder and CEO of WorkPlay Branding, whose flagship $497/month content system sold directly to clients is also licensed out to agencies and authors. Through this, she has figured out how to sell her IP at full price while also turning it into a branding and major distribution play.
In our full-length interview available exclusively to our premium subscribers (click here to join for only $17/month), Lyrik breaks down her most unexpected licensing deal yet: how author Selena Soo bundled a WorkPlay shoot into her book launch, turning her self-published book into a USA Today bestseller and generating $166K in total revenue.
Licensing isn't just an extra revenue stream, it's a distribution army you don't have to spend advertising dollars on.
Connect with Lyrik:
https://workplaybranding.com/
IG: @workplaybranding
IG: @lyrik.fryer
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00:20:33
Jul 22, 2026
Emily Kim moved to Boston knowing no one. A single thoughtful post in a local Facebook group of 40,000 members led to 22 coffee chats and $10,000+ in closed business later, in-person networking is still her go-to growth strategy for local service providers.
A former Apple software engineer, Emily left tech to build two in-person businesses from scratch, including a brand photography business with 300+ clients. Now a business and marketing strategist, she teaches service providers how to get known and hired locally instead of chasing content creation.
In this episode, Emily breaks down what made that first post work, how her coffee-chat network still sends her referrals from a city she no longer lives in, and why leaving the house to talk to people beats posting online for highest-ROI marketing.
Connect with Emily:
Freebie mentioned: Local Networking Guide: https://go.emilykim.co/ceo
Website: www.emilykim.co
Instagram: https://www.instagram.com/emilykim.co
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:36:17
Jul 20, 2026
This is a free preview of a paid episode (45 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Léa Jeanmougin licensed someone else's proven course instead of building her own and turned it into $80,378.90 in year-one revenue. Kicking off our new series on intellectual property (IP), Léa opens up about what it looks like to bet on someone else's proven offer instead of creating your own.
With zero money down and a royalty rate that started at 20% and eased down to 16% as her revenue climbed, Léa leaned on partner campaigns to grow her monthly recurring revenue from $2,868 to $10,563. That income became her launchpad into brick and mortar, funding a rent-to-own deal on a 14-room inn in Quebec — also without a traditional down payment.
Léa proves that the fastest way to revenue isn't always building from scratch.
Connect with Léa:
Listen to Léa's last episode: https://open.spotify.com/episode/5a3OODb45NJ1y3cIlFlpXy?si=fOkdQV7CQeqwF8ho8aaw1A
https://www.agencia-atlantica.com/en
https://www.instagram.com/lea.jeanmougin
https://www.linkedin.com/in/leajeanmougin/
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00:20:02
Jul 15, 2026
Most creators sharing AI tools with their audience are unaware they’re vulnerable to two big risks: giving unlimited access to anyone who wants it, and feeding their expertise into a learning model shared with millions of other users. Kelly Sinclair is on a mission to fix both problems.
Kelly Sinclair is a brand and marketing strategist turned "accidental" AI tech co-founder of wAIv by Gravia Studio, a platform for expertise-based creators who want to build and share AI tools while protecting the IP they took years to build.
In this episode, Kelly unpacks what's actually happening when creators unknowingly expose their IP through popular AI-building tools, why she builds "bot squads" instead of one all-purpose bot, and how creators with existing Custom GPTs can migrate them to something more secure without starting from scratch.
Connect with Kelly:
Special gift for Cubicle to CEO listeners! Download the AI Product Playbook for FREE: https://graviastudio.com/ceo. The AI Product Playbook walks you through designing your first expert-backed AI product in about 20 minutes. Built on your methodology. Ready to gate and sell.
https://waiv-ai.com
https://instagram.com/kelly_makes_waiv
https://instagram.com/joinwaiv
https://www.youtube.com/@waiv-ai
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:39:26
Jul 13, 2026
This is a free preview of a paid episode (43 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Industrial real estate investing without the tenants or toilets? That's the wealth vehicle private money lending offers, and it's how Yasha Wells, co-founder and General Partner at Blueprint Industrial Capital, puts her business profits to work without running a second business.
Wrapping up our series on Revenue → Returns (How My Money Makes Me Money), Yasha breaks down this money multiplier and how she lends directly to real estate operators for double digit returns while someone else does the work.
She walks us through how to vet an operator's track record, the one non-negotiable that protects her money if a deal goes south, and the red flags that make her walk away from an opportunity.
Connect with Yasha:
Get Your Free Copy of 'If I Had $50K to Invest… Here’s Exactly Where I’d Put It': https://blueprintindustrialcapital.myflodesk.com/cubical-to-ceo
https://blueprintindustrialcapital.com/yashalinks/
https://blueprintindustrialcapital.com/
IG: @yashawells
YT: https://www.youtube.com/@YashaWells
LinkedIn: https://www.linkedin.com/in/yashawells/
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00:18:26
Jul 06, 2026
This is a free preview of a paid episode (57 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Reinvesting all your profits back into your own business can feel like the safest bet, but Nat Bullen offers a different perspective on why owning shares of other companies via the stock market is actually a more reliable investment.
Nat is a coach, investor, and owner of Unapologetic Wealth, where she helps women in business make more money in their business and build wealth outside of it.
Continuing our series on Revenue → Returns (How My Business Money Makes Me Money), Nat lays out her simple stock market playbook: a SEP IRA, a Roth IRA, and one brokerage account, funded on a regular basis instead of trying to time the market. Her argument is simple — the business you're pouring everything into can't be the only plan. At some point, your money needs to start working without you.
Connect with Nat:
Stock Market 101 Masterclass: http://unapologeticwealth.thrivecart.com/
http://www.unapologeticwealth.com
Facebook: https://www.facebook.com/Ladylyricist06/
Birthright Podcast: https://unapologeticwealth.thrivecart.com/birthright-private-podcast/
IG: @unapologeticwealth
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00:21:35
Jun 29, 2026
This is a free preview of a paid episode (47 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Before a single guest checked in, they'd already generated six figures on their most recent real estate investment.
Sarah Karakaian and Annette Grant are the co-founders of Thanks for Visiting, podcast hosts with 3M+ downloads, and the creators of Strategic Host, a coaching program with 1,000+ members collectively generating $4M+ in monthly short-term rental revenue.
Continuing our series on Revenue → Returns (How My Business Money Makes Me Money), we’re exploring real estate as a money multiplier outside of your business. In this week’s case study, Sarah and Annette pull back the curtain on Rich Hollow Retreat: a 134-acre glamping destination in Ohio's Hocking Hills they're developing using TFV’s business profits.
They walk us through how they structured this real estate deal and found the capital for the down payment, the creative way they generated six figures in revenue before welcoming a single guest, and the strategic moves that increased this $1.5M investment to a valuation of $2.5M while still in development.
Listen to our last episode with Sarah and Annette: https://open.spotify.com/episode/0noGe3GlDDhLf5ZkDBaZKx?si=IvSewakkTCqpQdsoZjLpDg
Connect with Thanks For Visiting:
https://thanksforvisiting.com
https://www.youtube.com/@ThanksForVisiting
IG: @thanksforvisiting_
IG: @richhallowretreat
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00:20:30
Jun 24, 2026
Feeling lost in the noise of social media and AI slop? What if the answer to reliable visibility was proximity via partnerships, not posting?
Casey Lightbody, founder of The Quiet Collective, helps quietly powerful women coaches and consultants grow consistent, fully booked businesses through strategic partnerships and relationship-led marketing, without relying on social media to be seen or successful. After burning her first six-figure business to the ground when she realized the model didn't fit her introverted, highly sensitive nature, she rebuilt everything differently, creating $166K in the first five months with zero social media posts.
Casey walks us through her exact game plan for borrowing other people's audiences, the mistakes that kill most partnership attempts before they start, and why this approach to growth is actually working better now than ever.
Connect with Casey:
https://quietcollective.com.au
https://www.instagram.com/caseylightbody.biz/
https://resources.quietcollective.com.au/marketingguide
https://www.linkedin.com/in/caseylightbody/
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:31:05
Jun 22, 2026
This is a free preview of a paid episode (43 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Continuing our series on “Revenue → Returns (How My Money Makes Me Money),” today we’re giving you the detailed low-down on angel investments as a money multiplier.
Returning to our show to transparently dissect her own angel portfolio is Jaclyn Johnson.
Jaclyn is a 2X exited entrepreneur (selling her previous companies for over $23M) and prolific angel investor creating real impact for underrepresented founders through both financial and relationship capital. She's the founder of Create & Cultivate, the largest media and events company for ambitious women, the current CEO and co-founder of Cherub, a platform connecting entrepreneurs and angel investors, and runs Receipts VC, her umbrella for 20+ portfolio investments spanning beauty to tech.
Jaclyn walks us through her investing thesis and recent deals, what she looks for before writing a check, how much of her business profits she allocates annually toward angel investments, and her early-stage investment in luggage company Away that turned a $10K bet into $1.2 million.
Listen to our last episode with Jaclyn: https://open.spotify.com/episode/76d1DtICFUJagqWxExM5fq?si=s9UTTRWnTvK1-bjt64Ez5A
Connect with Jaclyn:
Apply to attend Cherub's Creator Summit: https://creatorsummit.investwithcherub.com/
Take a look at Jaclyn’s private room: https://receiptsvc.investwithcherub.com/#/join
www.receiptsvc.com
www.createcultivate.com
www.investwithcherub.com
IG: @jaclynrjohnson
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00:19:42
Jun 17, 2026
Many coaches overcomplicate their group program launches, and it's costing them clients. Steph Crowder, former sales training director in tech turned business coach, has spent 10 years helping thousands of entrepreneurs sell out their offers without feeling pushy or manipulative.
In this episode, she breaks down exactly what it takes to fill a group program in 5 weeks, why so many service providers stay stuck before they even launch, and the moves that lead to doubled, tripled, or even 5x'd enrollments.
Connect with Steph:
https://stephcrowder.com/secret
https://stephcrowder.com/plan
https://stephcrowder.com/year-on-the-wall
https://www.instagram.com/heystephcrowder/
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:28:45
Jun 15, 2026
This is a free preview of a paid episode (59 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Introducing “Revenue → Returns (How My Money Makes Me Money)”: our next case study series where we interview entrepreneurs on how they’re investing the money their business makes in ventures outside of their main business to grow their wealth.
Kicking off the series with a highly requested discussion on using your business profits to buy another existing business, our founder Ellen Yin debriefs her recent acquisition of Runway Fashion Exchange, a brick and mortar resale store in a college town in Oregon.
With details on deal structure, due diligence process, and what returns the store is generating, this is an honest account of what buying a business is actually like — from the first conversation with the seller to now four months in operation as the new owner.
Links mentioned in today's episode:
Codie Sanchez's episode: https://open.spotify.com/episode/4T1AQVVwDENbIklsKUFTme?si=74b67d89ee9e4123
https://www.bizbuysell.com/
https://flippa.com
https://empirebuilders.com
https://bizscout.com
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00:17:03
Jun 10, 2026
What’s the most effective way to raise entrepreneurial kids who are confident with money and financially literate? Most parents wait until their kids are teenagers to start talking about money, but studies show age 7-9 is actually the most important window for building financial confidence in children.
Joining us to share the why and how is a parent with first-hand experience in raising money-smart kids, Mara Williams. Mara is a business coach, author of The Little Books of Big Business series, and creator of Let's Play Money, a playful, practical approach to raising financially literate kids through stories, simple activities, and early entrepreneurship.
In this episode, she shares how to incorporate simple, everyday experiences to teach entrepreneurship to the kids in your life starting with what you already know and have in front of you.
Connect with Mara:
Website (download the free zine & book here): https://www.thelittlebooksofbigbusiness.com
Instagram: https://www.instagram.com/thelittlebooksofbigbusiness
Facebook: https://www.facebook.com/thelittlebooksofbigbusiness
YouTube (Parent Channel): https://www.youtube.com/@thelittlebooksofbigbusiness
YouTube (Kids Channel): https://www.youtube.com/@letsplaymoney
Loving our bonus content and want more Cubicle to CEO in your ears? Join us every Monday on our subscriber-only premium feed for case study–style interviews with successful entrepreneurs debriefing their real-time growth experiments and results. Subscribe to get insider access to what's actually been working for businesses in the last 3-18 months: cubicletoceo.co/podcast
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00:36:09
Jun 08, 2026
This is a free preview of a paid episode (46 min), exclusively available on our subscriber-only premium feed. Become a premium subscriber to tune into the full episode: https://cubicletoceo.co/podcast
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Sponsorships aren't just for big conferences with hundreds or thousands of attendees. In this solo episode, Ellen answers subscriber-submitted questions about all things event sponsorships, from local and national sponsorship deals to in-kind partnerships. No matter the size of your event, you can use these creative insider tips to land sponsorships and host more profitable events.
To get YOUR questions answered about ALL things sponsorships & brand deals (beyond just events), join Ellen’s pop-up sponsorships group chat by June 22.
Join our sponsorships group chat kicking off June 22: https://www.cubicletoceo.co/offers/xQHiPVm8/checkout
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00:19:53
Jun 03, 2026
Is your next business expense an investment or a mistake? The answer is always nuanced, but the right questions can help you make wiser spending decisions that actually align with your ROI expectations and overarching business goals.
With nearly 20 years of experience across multiple sectors of the financial industry (banking, lending, and now financial planning and investment/wealth management), founder of independent adviser Divergent Financial Advisory Services, Alicia Martinez knows exactly how to navigate those tough spending decisions that move your business forward while protecting your budget.
Back as a returning guest on our show, she goes meta in today’s episode by walking us through her own decision tree and how she evaluated a recent marketing expense of her own (our offer, Instant Influence).
What questions did she ask in the consideration process? How is she defining and tracking success? How can business owners effectively evaluate a financial commitment when the outcome isn't guaranteed?
This is the episode to tune into before you make your next big purchase for your business.
Connect with Alicia:
https://difiadvisory.com
https://www.instagram.com/difiadvisory
https://www.facebook.com/DiFiAdvisory/
https://www.linkedin.com/company/difiadvisory/
Check out our 2026 Freebie Fest: https://ckarchive.com/b/75u7h8h6q2r83s6rgg7rlawropdprunh5z852
Our last episode with Alicia:
Apple Podcasts: https://podcasts.apple.com/us/podcast/cubicle-to-ceo/id1470966370?i=1000712399762
Spotify: https://open.spotify.com/episode/44nj7IVLPBcz3eTIXdqGPZ?si=wAu98ZqyRtWywBXSzkF7ag
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00:40:48
Jun 01, 2026
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This week, Ellen gets behind the mic for a solo episode sharing 6 of her best time-saving boundaries she’s implemented in her business in recent years (plus a bonus boundary contributed by a premium subscriber!)
Borrow these tips, scripts, and practices for your own business!
Bonus tip contributed by Chandani Patel of Clarity Print Co.
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Post a screenshot & key takeaway on your IG story and tag us @cubicletoceo so we can repost you.
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00:07:07
