The Moment She Stopped Being the Operator and Became the CEO | Kris Klein, CEO Pollen Sense
Download MP3There's a moment every founder hits — the moment you realize you're not actually running a business. You ARE the business. Every decision, every client, every fire goes through you. Revenue can't grow because YOU can't grow.
In this episode of Wall Street To Y'all Street, we sit down with a founder who was trapped as the operator — working in the business 80 hours a week, stuck at the same revenue for years. Then something shifted. She stopped being the doer and became the CEO. Revenue doubled. New markets opened. And for the first time, the business could run without her in the room.
This isn't a motivational pep talk about "working ON the business." It's the tactical, step-by-step playbook of how one founder rewired her role, rebuilt his team, and unlocked growth she couldn't access while he was buried in operations.
Whether you're a founder still doing everything yourself, a CEO struggling to delegate, or a business owner who knows they need to change but doesn't know how — this episode is the blueprint.
🔑 In this episode:
• The identity crisis every founder faces when they stop being the operator
• The specific systems that allowed this founder to step back — without everything falling apart
• How delegating the right 3 things unlocked massive revenue growth
• The mindset shift from "nobody can do it like me" to building a team that exceeds you
• How she expanded into new markets once he stopped being the bottleneck
You can find Kris Klein on LinkedIn at https://www.linkedin.com/in/krisklein/
Learn more about Pollen Sense and its technology at https://pollensense.com/
🎙️ABOUT THE HOST: Joseph J. Raetzer, MBA, JD is Corporate, Mergers & Acquisitions (M&A) and Securities Lawyer (capital raising). He started his career over 20 years ago on Wall Street and he has done over $100+ billion in transactions. He is also a serial entrepreneur with a successful 7-figure exit in under 3 years, and founder of his corporate M&A and securities law firm Raetzer PLLC.
His podcast Wall Street to Y’all Street features real lessons from founders, operators, and executives who have built, scaled, lost, and rebuilt businesses. This is not legal advice - always consult with your attorney. Joseph J. Raetzer, MBA, JD is licensed in New York and Texas. 🎙️
CONNECT WITH JOE ON LINKEDIN AT https://www.linkedin.com/in/raetzer/
If you enjoy conversations with founders, CEOs, and entrepreneurs who have built companies from the ground up, subscribe to the channel for more interviews.
Timestamps
00:00 Intro
02:30 An unconventional background shapes a CEO
05:00 What matters more for a CEO: charisma, competence, or resilience?
06:00 What do people misunderstand about the CEO skill set?
06:40 How important is team building in scaling a company?
09:40 What are the industrial use cases for this technology?
13:10 How did Kris go from sales and strategy into the CEO seat?
14:20 How do you double revenue in a deep-tech company?
15:10 Why did global customers start finding them?
16:40 How do you sell across different countries and cultures?
17:30 What does Kris do to prepare for international negotiations?
18:40 How is she using AI personally to sharpen strategy and decision-making?
19:40 Why did Kris work for free before taking over as CEO?
21:10 What happened when she got in front of customers face-to-face?
22:10 What made the board realize she should be CEO?
24:10 What actually changed once she became CEO?
25:10 What are the hardest decisions she’s had to make as CEO?
26:00 Why did she push so hard to raise capital?
26:20 What is Health Wildcatters and how did it help?
27:20 What surprised her most about becoming CEO?
28:10 What does fundraising really feel like behind the scenes?
28:40 Why didn’t investors “get it” at first?
29:40 What advice does Kris have for founders about raising capital?
31:00 Why should founders start fundraising prep long before they need money?
32:00 How important are mentors during fundraising and scaling?
33:40 What are the toughest investor questions she gets?
34:30 Why financial fluency matters even for a sales-driven CEO
35:40 If this company disappeared tomorrow, what would Kris build next?
36:40 What is the next big challenge if she raises serious capital?
37:20 Is the long-term vision to bring this into consumers’ homes?
38:10 How could this eventually integrate into smart homes?
39:00 How do you shrink deep-tech hardware into a consumer product?
40:00 What happened with the family whose son had mast cell disease?
41:20 How did the sensor help uncover the real environmental trigger?
42:40 How can this technology change lives outside of enterprise use cases?
43:40 Why building meaningful technology changes the founder journey
44:20 What should founders remember when they hear “no”?
45:00 Why “no” often just means “not right now”
45:20 What daily habits keep Kris grounded as a leader?
In this episode of Wall Street To Y'all Street, we sit down with a founder who was trapped as the operator — working in the business 80 hours a week, stuck at the same revenue for years. Then something shifted. She stopped being the doer and became the CEO. Revenue doubled. New markets opened. And for the first time, the business could run without her in the room.
This isn't a motivational pep talk about "working ON the business." It's the tactical, step-by-step playbook of how one founder rewired her role, rebuilt his team, and unlocked growth she couldn't access while he was buried in operations.
Whether you're a founder still doing everything yourself, a CEO struggling to delegate, or a business owner who knows they need to change but doesn't know how — this episode is the blueprint.
🔑 In this episode:
• The identity crisis every founder faces when they stop being the operator
• The specific systems that allowed this founder to step back — without everything falling apart
• How delegating the right 3 things unlocked massive revenue growth
• The mindset shift from "nobody can do it like me" to building a team that exceeds you
• How she expanded into new markets once he stopped being the bottleneck
You can find Kris Klein on LinkedIn at https://www.linkedin.com/in/krisklein/
Learn more about Pollen Sense and its technology at https://pollensense.com/
🎙️ABOUT THE HOST: Joseph J. Raetzer, MBA, JD is Corporate, Mergers & Acquisitions (M&A) and Securities Lawyer (capital raising). He started his career over 20 years ago on Wall Street and he has done over $100+ billion in transactions. He is also a serial entrepreneur with a successful 7-figure exit in under 3 years, and founder of his corporate M&A and securities law firm Raetzer PLLC.
His podcast Wall Street to Y’all Street features real lessons from founders, operators, and executives who have built, scaled, lost, and rebuilt businesses. This is not legal advice - always consult with your attorney. Joseph J. Raetzer, MBA, JD is licensed in New York and Texas. 🎙️
CONNECT WITH JOE ON LINKEDIN AT https://www.linkedin.com/in/raetzer/
If you enjoy conversations with founders, CEOs, and entrepreneurs who have built companies from the ground up, subscribe to the channel for more interviews.
Timestamps
00:00 Intro
02:30 An unconventional background shapes a CEO
05:00 What matters more for a CEO: charisma, competence, or resilience?
06:00 What do people misunderstand about the CEO skill set?
06:40 How important is team building in scaling a company?
09:40 What are the industrial use cases for this technology?
13:10 How did Kris go from sales and strategy into the CEO seat?
14:20 How do you double revenue in a deep-tech company?
15:10 Why did global customers start finding them?
16:40 How do you sell across different countries and cultures?
17:30 What does Kris do to prepare for international negotiations?
18:40 How is she using AI personally to sharpen strategy and decision-making?
19:40 Why did Kris work for free before taking over as CEO?
21:10 What happened when she got in front of customers face-to-face?
22:10 What made the board realize she should be CEO?
24:10 What actually changed once she became CEO?
25:10 What are the hardest decisions she’s had to make as CEO?
26:00 Why did she push so hard to raise capital?
26:20 What is Health Wildcatters and how did it help?
27:20 What surprised her most about becoming CEO?
28:10 What does fundraising really feel like behind the scenes?
28:40 Why didn’t investors “get it” at first?
29:40 What advice does Kris have for founders about raising capital?
31:00 Why should founders start fundraising prep long before they need money?
32:00 How important are mentors during fundraising and scaling?
33:40 What are the toughest investor questions she gets?
34:30 Why financial fluency matters even for a sales-driven CEO
35:40 If this company disappeared tomorrow, what would Kris build next?
36:40 What is the next big challenge if she raises serious capital?
37:20 Is the long-term vision to bring this into consumers’ homes?
38:10 How could this eventually integrate into smart homes?
39:00 How do you shrink deep-tech hardware into a consumer product?
40:00 What happened with the family whose son had mast cell disease?
41:20 How did the sensor help uncover the real environmental trigger?
42:40 How can this technology change lives outside of enterprise use cases?
43:40 Why building meaningful technology changes the founder journey
44:20 What should founders remember when they hear “no”?
45:00 Why “no” often just means “not right now”
45:20 What daily habits keep Kris grounded as a leader?
Creators and Guests
Host
Joseph J. Raetzer, MBA, JD
Joseph J. Raetzer, MBA, JD is Corporate, Mergers & Acquisitions (M&A) and Securities Lawyer (capital raising). He started his career over 20 years ago on Wall Street and he has done over $100+ billion in transactions. He is also a serial entrepreneur with a successful 7-figure exit in under 3 years, which he rolled into a national retail chain and lost it all due to the pandemic. He's had highs, lows, and rebuilt from scratch. He is founder of his corporate M&A and securities law firm Raetzer PLLC. His podcast Wall Street to Y’all Street features real business lessons from seasoned founders, operators and executives.This is not legal advice - always consult with your attorney. Joseph J. Raetzer, MBA, JD is licensed in New York and Texas.
Guest
Kris Klein
CEO | Co-Founder | Pollen Sense Inc | Health Wildcatters Cohort 2025, Kinect Capital Alumni, Startup Grind Frisco Startup of the Year, Startup Mania Elite 8 (SXSW) *NOT Seeking Programmers or CPA/CFO Vendors*
