Raising money is not just about a pitch deck, it is about psychology, momentum, and strategy. In this episode, we break down what really happens during a fundraising round, from shifting your mindset to building FOMO and closing with urgency. We share tactical advice on structuring your 90-day raise, managing investor energy, and positioning yourself as the opportunity, not the beggar. If you are preparing to raise capital, this is the honest playbook founders rarely talk about.This Hot takes big stakes episode is sponsored by: dtcmvp, shopify's modern expert network. Qualified brand leaders can discover vetted tools, get compensated for their time, and give feedback to founders and avoid the traditional sales pitch. For vendors, it's a great way to meet brands where they are, get feedback on what youre building, and improve your company. From intro to insights, dtcmvp handles everything. Together - brands and saas startups can improve the industry faster.https://dtcmvp.com/ http://Hirodiapers.com/natalieMore Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/More on Natalie Holloway:Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/

Oli Walsh shares his journey from launching a fashion agency at 23 to scaling Aritzia from $250 million to $1 billion in revenue. He breaks down the real mechanics of brand turnarounds, including how Gap rebuilt cultural relevance through a full 360 transformation. This conversation dives into growth strategy, collaboration, leadership, and why most brands focus on the wrong things. If you want to understand modern brand building at scale, this episode is a masterclass.This Hot takes big stakes episode is sponsored by: dtcmvp, shopify's modern expert network. Qualified brand leaders can discover vetted tools, get compensated for their time, and give feedback to founders and avoid the traditional sales pitch. For vendors, it's a great way to meet brands where they are, get feedback on what youre building, and improve your company. From intro to insights, dtcmvp handles everything. Together - brands and saas startups can improve the industry faster.https://dtcmvp.com/ http://Hirodiapers.com/natalieMore Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/More on Oli Walshhttps://www.instagram.com/oliwalsh/https://www.linkedin.com/in/oliverwalshMore on Natalie Holloway:Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/

What does a life coach actually do, and how is it different from therapy or business coaching? In this episode, we break down the real-life impact of working with a life coach, from overcoming overwhelm to creating better systems at home and work. We share practical tools like time and energy audits, mantras, mindset shifts, and learning how to say no. If you are a founder, parent, or anyone feeling stretched too thin, this conversation is packed with actionable takeaways.This Hot takes big stakes episode is sponsored by: dtcmvp, shopify's modern expert network. Qualified brand leaders can discover vetted tools, get compensated for their time, and give feedback to founders and avoid the traditional sales pitch. For vendors, it's a great way to meet brands where they are, get feedback on what youre building, and improve your company. From intro to insights, dtcmvp handles everything. Together - brands and saas startups can improve the industry faster.https://dtcmvp.com/ http://Hirodiapers.com/natalieMore Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/More on Alex Taylorhttps://www.instagram.com/perelelhealth/https://perelelhealth.comMore on Natalie Holloway:Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/

Alex Taylor shares the raw, unfiltered journey of building a women’s health company from scratch. From burnout and an autoimmune diagnosis to bootstrapping through a pandemic while pregnant, she reveals what it really takes to launch in a crowded category and raise $27 million.

This episode dives into fundraising realities, subscription strategy, retail positioning, and the mindset required to win when the odds are stacked against you. A masterclass in grit, branding, and playing the long game.This Hot takes big stakes episode is sponsored by: dtcmvp, shopify's modern expert network. Qualified brand leaders can discover vetted tools, get compensated for their time, and give feedback to founders and avoid the traditional sales pitch. For vendors, it's a great way to meet brands where they are, get feedback on what youre building, and improve your company. From intro to insights, dtcmvp handles everything. Together - brands and saas startups can improve the industry faster.

https://dtcmvp.com

http://Hirodiapers.com/natalie

More Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/More on Alex Taylorhttps://www.instagram.com/perelelhealth/https://perelelhealth.comMore on Natalie Holloway:Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/

Founder compensation is one of the most asked and least discussed topics in startups. In this solo episode, I break down real 2025 salary data, what bootstrapped and VC backed founders actually pay themselves, and the formula I used at every stage of growth. I also share the uncomfortabletruth about the first three years and how to diversify your income without hurting your company. If you are building a startup and wondering what you should earn, this episode gives you clear benchmarks and actionable guidance.

More Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/

Michelle Wahler built Beyond Yoga from the ground up with no outside funding and a mission rooted in body positivity and inclusivity. What started as a wholesale activewear brand grew steadily and profitably for 16 years before Levi’s acquired it for over $400 million. In this episode, she shares the full story, from early design days and financial setbacks to negotiating the deal and navigating life after exit. If you are building a brand, thinking about selling, or dreaming of bootstrapping something meaningful, this conversation is packed with hard-earned lessons.Get your copy of Bootstrap Empire at http://bootstrap-empire.com This Hot takes big stakes episode is sponsored by: dtcmvp, shopify's modern expert network. Qualified brand leaders can discover vetted tools, get compensated for their time, and give feedback to founders and avoid the traditional sales pitch. For vendors, it's a great way to meet brands where they are, get feedback on what youre building, and improve your company. From intro to insights, dtcmvp handles everything. Together - brands and saas startups can improve the industry faster. https://dtcmvp.com/More on Michelle

https://www.instagram.com/michelle.wahler/

https://www.instagram.com/beyondyoga/

https://beyondyoga.comMore Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/More on Natalie Holloway:Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/

There are thousands of tools out there promising to grow your business, but most of them will drain your budget and lock you into contracts you regret. In this episode, we break down the tools we actually use across finance, ecommerce, social media, and wholesale. We share lessons from overspending, signing long contracts, and cleaning up a bloated tech stack. If you are starting or scaling a business, this will save you time and money.

More Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/More on Natalie Holloway:Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/

Allison McNamara, founder and CEO of Mara Beauty, shares how she transitioned from entertainment host to building an award-winning clean skincare brand powered by algae. She breaks down landing Sephora, scaling without traditional VC funding, influencer marketing strategies that actually convert, and what sustainability really means in beauty. This episode is packed with tactical advice for founders navigating retail, profitability, and growth. If you are building a brand or thinking about starting one, this conversation is a masterclass.

More Hot Takes Big StakesInstagram: www.instagram.com/hottakesbigstakes/TikTok: www.tiktok.com/@hottakesbigstakes/More on AllisonInstagram: https://www.instagram.com/themarabeauty/Website: https://themarabeauty.comMore on Natalie Holloway:Personal Instagram: www.instagram.com/natalieholloway/“Bala” Instagram: www.instagram.com/bala/“Balacize” Instagram: www.instagram.com/balacize/Substack,“Working Out in Heels”: natalieholloway.substack.comBook a 1-on-1 Call: intro.co/NatalieHollowayMore on Lana Elie-Meyers:Personal Instagram: www.instagram.com/lanaelie/LinkedIn: www.linkedin.com/in/lana-elie-875b383a/