Dan Sachkowsky on Leading When Everything's Uncertain
Thu Feb 05 2026
In this episode of Going Public with Ross Mandell, host Ross Mandell sits down with Dan Sachkowsky (@_big_dan_official) — seasoned investor, entrepreneur, and strategic thinker — for an in-depth conversation about leadership under pressure, financial strategy, risk management, and building influence in rapidly shifting markets.
Dan shares his personal journey from early exposure to business and finance into becoming a highly sought-after advisor and strategist. Throughout this wide-ranging interview, Ross and Dan tackle the topics of decision-making at scale, creating strategic frameworks for sustainable growth, and how to navigate complex markets with discipline and clarity.
This episode breaks down:
What it really takes to lead in uncertain economic environments
How Dan evaluates risk and opportunity in business and finance
Why strategic confidence matters more than tactical knowledge alone
The role of influence, networking, and reputation in building durable advantage
Approaches to scaling teas, capital, and operations without losing agility
How personal discipline and mental models shape long-term performance
Dan also discusses how to think about capital allocation, building resilient organizations, and the psychology of high-stakes decision-making. Whether you’re an entrepreneur, investor, executive, or someone striving to lead with conviction, this episode delivers practical frameworks and perspectives you can use immediately.
🎙️ Going Public with Ross Mandell features conversations with thought leaders, executives, and rule-breakers who redefine how business, strategy, influence, and power intersect — and this episode with Dan Sachkowsky is no exception.
🔗 Links & Resources
📌 Get Intro to the Stock Market
👉 https://www.skool.com/going-public-with-ross-mandell-7131
📲 Follow Ross Mandell on Instagram
👉 https://www.instagram.com/rossmandell/
📲 Follow Dan on Instagram
https://www.instagram.com/_big_dan_official/
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In this episode of Going Public with Ross Mandell, host Ross Mandell sits down with Dan Sachkowsky (@_big_dan_official) — seasoned investor, entrepreneur, and strategic thinker — for an in-depth conversation about leadership under pressure, financial strategy, risk management, and building influence in rapidly shifting markets. Dan shares his personal journey from early exposure to business and finance into becoming a highly sought-after advisor and strategist. Throughout this wide-ranging interview, Ross and Dan tackle the topics of decision-making at scale, creating strategic frameworks for sustainable growth, and how to navigate complex markets with discipline and clarity. This episode breaks down: What it really takes to lead in uncertain economic environments How Dan evaluates risk and opportunity in business and finance Why strategic confidence matters more than tactical knowledge alone The role of influence, networking, and reputation in building durable advantage Approaches to scaling teas, capital, and operations without losing agility How personal discipline and mental models shape long-term performance Dan also discusses how to think about capital allocation, building resilient organizations, and the psychology of high-stakes decision-making. Whether you’re an entrepreneur, investor, executive, or someone striving to lead with conviction, this episode delivers practical frameworks and perspectives you can use immediately. 🎙️ Going Public with Ross Mandell features conversations with thought leaders, executives, and rule-breakers who redefine how business, strategy, influence, and power intersect — and this episode with Dan Sachkowsky is no exception. 🔗 Links & Resources 📌 Get Intro to the Stock Market 👉 https://www.skool.com/going-public-with-ross-mandell-7131 📲 Follow Ross Mandell on Instagram 👉 https://www.instagram.com/rossmandell/ 📲 Follow Dan on Instagram https://www.instagram.com/_big_dan_official/ Learn more about your ad choices. Visit megaphone.fm/adchoices