In this episode, I sit down with Adam Boggs, CEO & Co-Founder of Meahana, for an exclusive live product demo and walkthrough. We dive into how Meahana is transforming collaboration in real-time, explore its standout features, and discuss the vision behind the platform. Whether you’re an entrepreneur, operator, or tech enthusiast, you won’t want to miss this firsthand look at how Meahana works and what makes it a game-changer. Tune in and see it in action! 🚀

In this conversation, Sanjit Singh, a 5x Founder (3x successful exits), angel investor, and Fractional Chief Revenue Officer, shares his expertise on scaling sales and marketing in a startup environment. We’ll explore the key differences between “hunting” for new customers and “farming” existing relationships, with a focus on the skill sets required for each. Sanjit will also address the gap that founders, especially those from large corporate backgrounds like FAANG, often face when transitioning into startup life, and how they can bridge that gap to thrive in the startup grind.

Founders and executives tuning in will walk away with actionable advice on how to balance acquiring new customers with nurturing and retaining their existing base—vital for sustainable growth. Sanjit will share real-world examples of how to prioritize customer relationships, avoid the common pitfall of neglecting early supporters, and how treating every customer as your first or last can change your approach to sales and retention.

We’ll also dive into the challenges of pivoting in the startup world—how to make quick but impactful decisions, the risks of failing fast without adequate planning, and how to turn crises into opportunities for innovation. Sanjit and I will discuss how founders can avoid chasing after shiny new deals while neglecting the loyal customers who believed in them from the beginning—those who help keep the lights on.

Ultimately, the goal of our 30-minute conversation is to provide insights on how to lead with accountability, adapt to a mindset of rapid execution, and turn challenges into growth opportunities.

OUR CHAT GOALS 💬👇

1. Hunting vs. Farming (CAC Skill Diff):How founders can balance acquiring new customers with retaining existing ones, and the real cost of neglecting early supporters.
2. Cut-Throat Pivoting to Fail Fast:How to differentiate between stagnation and the calm before the storm, and turning crises into opportunities for growth rather than reacting and spiraling, which are hidden daily costs.
3. Founder Ownership & Accountability: The importance of taking full ownership of outcomes and transitioning from a corporate mindset to an execution-driven, experimental approach in a zero-to-one startup environment.

Want to learn howTodd Dekkinga, a seasoned 3X CISO, advisor, and angel investor in startups, navigates the world of cybersecurity and strategic decision-making? Join us! 👋

Our chat goals👇

1. Risk, Board & Startup Advisory:How CISOs help guide the C-suite in making proactive decisions that protect the organization and boost growth.

2. Proactive Data Protection & PII: Why securing sensitive data is everyone’s responsibility and how to move from a reactive to a proactive security posture.

3. Vendor 360 Evaluation:What enterprise buyers really look for in security vendors and how startups can build trust and meet industry standards.

In this conversation, Todd shares his expertise as a CISO, advisor, and angel investor in security startups. We’ll discuss how CISOs bridge the gap between cybersecurity and business strategy, demonstrating the critical role they play in helping startups and enterprises navigate risk and security challenges. Todd will share his journey from building security solutions to advising both startups and C-suite executives on protecting sensitive data, managing vendor risks, and fostering a proactive security culture.

Through this discussion, industry professionals will gain valuable insights into the key responsibilities of a CISO and why security should be everyone’s job—whether you’re in tech, customer service, or leadership. Todd will provide actionable advice on how organizations can avoid costly security breaches and safeguard their most valuable assets, from PII to vendor relationships.

This conversation will also offer a deeper look into how Todd’s role as an investor in security startups influences his approach to both evaluating vendors and advising executives. By sharing examples of real-world security decisions and their impact, Todd will position himself not only as a strategic CISO but also as a trusted advisor who helps organizations build security into their growth strategy.

Ultimately, the goal is to inspire business leaders and tech founders to prioritize security and embrace a proactive, informed approach to safeguarding their organization’s future.

Safety & security is my #1 priority to show up best to the people who I love, respect and collaborate on work I am proud of to bring into the world. Join Esther Loopstra and I on how to unlock self as a leader to solve problems in the day-to-day:

• Psychology of high-performers
• Curating a thriving mental room
• Neuroscience & decision-making

Aaron Huslage, co-founder & CEO of Celestic, is a global security leader who not only masters DevOps, infosec, and infrastructure management—he knows how to communicate that expertise to the public with clarity and impact. You’ve probably seen him on live TV news shows, expertly breaking down complex security topics for a nationwide audience.

Join us in our conversation about:

• Role of CEO & personal brand
• Storytelling in press articles
• Speaking in live TV news shows

Want to learn howDaniel Grzelak (ex-Linktree & Atlassian), Chief Innovation Officer at Plerion, Security Leader/Advisor to many founders, leverages his startup-to-enterprise #security expertise in the boardroom? Join us! 👋 Our chat goals 💬👇 1. Startup Advisory & Cloud Security2. Navigating Enterprise Sales Cycles3. Qualifying Vendor RelationshipsIn this conversation, Daniel Grzelak will showcase how his experience advising startups, coupled with his role as CISO at large-scale enterprises, has shaped his approach to cloud security and strategic decision-making.Daniel will provide actionable insights into navigating complex enterprise sales cycles, from understanding client needs to effectively positioning solutions. He’ll discuss how he helps founders and security teams qualify vendor relationships to ensure lasting, value-driven partnerships.This session will also highlight Daniel’s broader work as a security advisor and his role in advising leading startups. He’ll offer real-world examples of how strategic security leadership has led to measurable business success, strengthening his reputation as a trusted advisor and security leader.The goal of this conversation is to provide practical lessons on security leadership, sales cycle navigation, and vendor relationship management, empowering founders to integrate these principles for scalable growth and long-term success in their ventures.

Join me in a 30 min chat about a healthy P&L with serial entrepreneur Sanjit Singh, founder of 5 companies with 3 successful exits, angel investor, and a sales/marketing expert in F500. Talking points below 👇

• Bridging B2B sales & marketing
• Lead effective customer interviews
• Convert sales calls to marketing gold

Don’t you hate it when you attend something and don’t know how to apply it right away? Yeah, we’ve been there too. Can't buy back time!! So, roll up your sleeves, blink twice, and actively listen. The next customer call you’re on and the next website update you’re shipping (tomorrow I hope)—be proud of doing better, even 1%. After all, you’re only as good as your last deal. We want you to win and stay in the game, let's go!!

Learn how Travis McPeak (ex-Netflix & Databricks), a founder/CEO & investor/advisor/engineer/dad, shows up online and offline in security. Travis is a tech executive I’ve come to truly appreciate for his mastery in marketing himself and his many startup ventures with consistency, simplicity, frequency, and capacity through personal branding. When engineers and founders in my network ask for a real-life example of someone who successfully juggles the demands of being both a CEO and a founder, I’m proud to champion Travis.