Scale Your Insurance Agency | Hosted by Mike Stromsoe

40 Episodes
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By: Mike Stromsoe

Scale Your Insurance Agency Podcast is the executive-level show for independent insurance agency owners who are done with fragmented systems, inconsistent producer performance, and being the “glue” holding everything together. Each episode delivers straight, operator-grade insight on how top agencies create predictable growth by installing a unified operating system across leadership, sales, and automation—so the agency runs without constant owner rescue. Hosted by Mike Stromsoe and built for the ELITE operator, we focus on the real levers that move an agency from “successful but maxed out” to strategically led, system-driven, and scalable—including the Time Dividend (10–15 hours recovered), Private Profit Dashboard...

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Episode 338: Retention Is Won Before The Renewal
#338
Yesterday at 11:00 AM

Client retention is not a renewal-season activity. It is the result of the relationship an agency builds throughout the entire year. Mike Stromsoe explains why waiting until a policy is about to renew is already too late, and why the greatest value in an agency often sits inside the existing client base. He shares how proactive communication, account reviews, relationship-building touchpoints, and consistent value creation can strengthen loyalty long before price or coverage changes become part of the conversation.

Key Topics:

 Why retention should begin the day the client relationship starts  How emotional bank dep...


Episode 337: Busy Is Not A Strategy
#337
09/12/2026

Working harder is not always what moves an insurance agency forward. Mike Stromsoe explores why agency owners can stay incredibly busy while making very little strategic progress, and why disciplined focus is one of the most important leadership skills for sustainable growth. He breaks down how too many priorities drain organizational capacity, how urgent work can crowd out the work that actually builds the future agency, and why leaders need to measure results instead of activity. From quarterly goals and time blocking to identifying constraints and building 30, 60, and 90-day execution plans, Mike shares a practical framework for turning strategy...


Episode 336: You Can't Be Everything To Everyone
09/05/2026

Trying to serve everyone can quietly work against the profitability and long-term value of an independent insurance agency. Mike Stromsoe explains why clarity around who your agency is built to serve can improve marketing, sales conversations, team efficiency, and agency growth. Drawing from more than four decades in insurance, he shares how niche expertise, meaningful differentiation, consistent execution, and measurable marketing helped him move away from trying to insure anyone and toward building a more focused, predictable business. 

Key Topics:

 How the Triple No Go helps agencies disqualify prospects who are not the right fi...


Episode 335: Get Obsessed With Your Clients
08/22/2026

Great client service is no longer enough. Today’s customers expect the speed and convenience they experience with companies like Amazon while still wanting the trust and personal connection of a hometown relationship. Mike Stromsoe explores what it means for an insurance agency to become truly obsessed with its clients and why the experience you create can become one of your greatest competitive advantages. From understanding how clients want to interact with your agency to creating a relationship that can last for decades, he challenges agency owners to look at every interaction through one simple question: How did we ma...


Episode 334: Automation Without Documentation Creates Chaos
#334
08/15/2026

Automation can create enormous capacity inside an insurance agency, but only when there is a clear operating system underneath it. Mike Stromsoe explains why agencies that depend on tribal knowledge often hit a wall as they grow and why adding AI or automation before documenting how work should actually happen can create even more chaos. He lays out a practical approach to building the processes, workflows, and accountability needed to move from growth mode into true scale, giving technology a strong foundation while allowing people to focus on the human work that matters most. 

Key Topics:


Episode 333: Who's Serving Your Clients
#333
08/08/2026

The future of client service will not be built around adding more people to handle every request. Daniel Metcalf and Mike Stromsoe examine how independent insurance agencies can combine human expertise, artificial intelligence, automation, and self-service technology to serve clients more efficiently. They challenge agency owners to identify which relationships require personalized attention and which routine requests can move through technology-driven workflows, creating more capacity for their highest-value team members and clients. 

Key Topics:
   • How client segmentation can expose the true value and profitability of an agency’s book
   • A simple policy-count method for dividin...


Episode 332: Your Leadership Team Isn't Aligned - It's Co-Existing
#332
08/01/2026

A leadership team can share the same office, attend the same meetings, and still pull the agency in different directions. Daniel Metcalf and Mike Stromsoe explore how quiet misalignment limits scalability, weakens execution, and prevents an agency operating system from taking hold. They reveal why agreement in the room is not enough and how shared standards, consistent behavior, and a clearly defined destination create the trust and momentum needed to build an agency that can grow beyond its owner.

Key Topics:
  • The difference between leadership alignment and simply getting along
  • How departmental thinking creates friction for em...


Episode 331: The Hidden Formula Behind Every Scaling Agency
#331
07/25/2026

Scaling an insurance agency requires more than adding people, adopting new technology, or working longer hours. Mike Stromsoe and Daniel Metcalf reveal the two-sided formula that allows owners to move beyond the next revenue plateau: shifting their time from operating the business to leading its future while using AI and automation to reshape how work gets done. They explore the mindset, leadership structure, and intentional revenue design needed to create an agency that can grow without remaining dependent on its owner. 

Key Topics:

 The difference between operator hours and CEO hours  Why recurring decisions keep...


Episode 330: You Don't Have A Marketing Problem - You Have A Conversion Problem
#330
07/18/2026

More leads will not solve the revenue leaks already hiding inside your agency. Daniel Metcalf and Mike Stromsoe reveal how inconsistent follow-up, slow response times, and disconnected workflows prevent agencies from converting the opportunities already within their reach. They explore how AI, automation, and a complete agency operating system can help teams respond faster, strengthen relationships, and generate more revenue from inbound inquiries, cross-sells, renewals, and producer prospecting without immediately increasing headcount. 

Key Topics:

 The four distinct lead categories agencies should measure separately  How delays and repeated information requests cause prospects to disengage  Why every customer intera...


Episode 329: The Ceiling Isn't Motivation, It's Math
#329
07/11/2026

Most insurance agencies don't stop growing because owners lose motivation. They plateau because the systems, workflows, and operating model that got them to one level can't support the next. Daniel Metcalf and Mike Stromsoe unpack why growth ceilings are mathematical, not motivational, and explore the operational constraints that prevent agencies from scaling. From owner bottlenecks and undocumented tribal knowledge to inconsistent follow-up and retention leaks, they share practical strategies for redesigning agency systems, using data to drive decisions, and building a business that can grow without depending on the owner for every step.

Key Topics:<...


Episode 328: Is Your Agency AI Ready
07/04/2026

Artificial intelligence is rapidly changing the insurance industry, but technology alone will not determine which agencies succeed. Daniel Metcalf and Mike Stromsoe explore what agency owners should really be focused on as AI becomes a competitive advantage across sales, service, and operations. Rather than fearing automation, they explain why leadership, organizational readiness, strong relationships, and intentional change management will separate agencies that thrive from those that fall behind. Through practical examples, they discuss how agencies can build the foundation needed to adopt AI without sacrificing the human trust that has always driven long-term success.

Key Topics:<...


Episode 327: The 3 Rules of Your Agency Profitability
#327
06/27/2026

Many agency owners work harder every year yet struggle to see profitability improve. Daniel Metcalf and Mike Stromsoe explore the three profit rules that separate highly profitable agencies from those stuck in constant firefighting. They discuss how client segmentation, employee engagement, operational design, and technology can work together to create more capacity, stronger retention, and better financial performance. Through practical examples, they challenge agency leaders to rethink long-standing habits, identify where profit is really generated, and build systems that allow their teams to focus on the work that creates the greatest impact.

Key Topics:
  • Why the Par...


Episode 326: Know Your Numbers Or Pay The Price With Denise Nelson
#326
06/20/2026

Many insurance agency owners focus on growing revenue, but revenue alone does not create financial health. Denise Nelson joins Mike Stromsoe to unpack the critical numbers agency owners should be tracking if they want to improve profitability, strengthen cash flow, increase enterprise value, and build a business that is not dependent on them. Drawing from her unique experience as both a CPA and insurance agency owner, Denise shares practical financial benchmarks, warning signs, and strategies that help agency owners turn growth into long-term financial success.

Key Topics:

Why managing by revenue instead of profit creates hidden...


Episode 325: What's Hiring Look Like in the World of AI
#325
06/13/2026

Automation is changing the insurance industry, but technology alone will not create a scalable agency. Daniel Metcalf and Mike Stromsoe explore what agency owners must do to prepare their teams, leadership, and culture for an AI-enabled future. They discuss why technology should enhance human work rather than replace it, how agencies can attract and retain top-performing talent, and why tech-enabled producers are consistently outperforming their peers. Through practical examples and industry insights, they reveal how agency leaders can build organizations that scale through better systems, stronger leadership, and a clear vision for the future.

Key Topics:

 W...


Episode 324: Your Team Isn't Overwhelmed - They're Under-Directed
#324
06/06/2026

Automation and artificial intelligence do not solve overwhelm inside an insurance agency. Clear direction, defined priorities, documented workflows, and strong leadership do. Daniel Metcalf and Mike Stromsoe explore why many agency teams feel overwhelmed when the real issue is often a lack of clarity around ownership, priorities, and processes. They discuss the difference between machine work and human work, how undocumented workflows create constant interruptions, and why scaling requires leaders to redesign their operating systems instead of simply working harder. Through practical agency examples, they share how agencies can reduce chaos, improve accountability, and build a foundation that supports...


Episode 323: Automation That Actually Gets Used
#323
05/30/2026

Automation alone does not create a scalable insurance agency. Clear leadership, documented workflows, and behavior-driven systems are what make automation actually work. Daniel Metcalf and Mike Stromsoe break down why many agencies struggle to adopt automation successfully and how leaders can build systems that improve efficiency, reduce operational drag, and create sustainable growth without overwhelming their teams. Through real agency examples, they share practical ways to align automation with team behaviors, strengthen accountability, and unlock more time across sales, service, and operations.

Key Topics:

Why unclear workflows and poor accountability cause automation to failThe...


Episode 322: When Technology Does The Work Of Machines, People Finally Get To Do The Work Of Humans
05/23/2026

Technology alone does not transform an insurance agency. Leadership, structure, and capacity do. Mike Stromsoe breaks down how agencies can use automation and strategic systems to free up time, increase efficiency, and create sustainable growth without burning out their teams. Drawing from real-world examples, he shares practical ways to rethink operations, elevate leadership, and scale with intention.

Key Topics:

The distinction between machine work and human work in insurance agenciesHow technology can reclaim thousands of hours and unlock growthThe shift from hero culture to leadership as the agency conductorThe crucial role of capacity design...


Episode 321: Why Accountability is Critical to Scale Your Insurance Agency with Joel McKinley
#321
05/16/2026

Joel McKinley joins Mike Stromsoe to discuss how accountability serves as the foundation for growth, trust, and long-term success in independent insurance agencies. Drawing from his 20 years of Army leadership experience, Joel shares practical strategies for creating clear expectations, maintaining strong team standards, and developing a culture where accountability drives both performance and personal growth.

Key Topics:

Accountability creates clarity by ensuring everyone understands expectations, roles, and responsibilities. Trust grows when leaders consistently follow through and hold teams to shared standards. Healthy accountability helps protect company culture from drifting over time.Leaders should address “fric...


Episode 320: Your Pipeline Is Not Real
#320
05/09/2026

Daniel Metcalf and Mike Stromsoe explore how insurance agencies can build reliable sales pipelines, leverage CRM data, and use predictive analysis to scale efficiently. They break down common pipeline mistakes, highlight the importance of commitments over stage tracking, and share tools to maintain pipeline hygiene all aimed at driving consistent growth.

Key Topics:

Differentiating between pipeline stages and true commitmentsThe importance of tracking "truth" in deals, not just stagesThe concept of "commitment gates" and equal weightings for pipeline stagesHow to measure pipeline health as a percentage of goalMoving from emotion-driven to data-driven forecastsThe role...


Episode 319: Accountability Without Drama
#319
05/02/2026

In this episode, Daniel Metcalf and Mike Stromsoe dive into the crucial role of accountability in scaling insurance agencies without adding drama or compromising culture. They share practical systems, leadership lessons, and strategies to embed accountability seamlessly into your team.

Key Topics:

The importance of clarity in expectations to foster accountabilityHow to distinguish between managing, coaching, and correctingBuilding accountability as a system with scoreboards, role clarity, and cadenceUsing data and technology to measure and improve performanceThe role of deadlines and routines in making accountability habitualManaging toxic performers and enforcing consequences with fairnessCreating...


Episode 318: Leading When You Are The Bottleneck with Natty Lewis
#318
04/25/2026

Natty Lewis, an expert in leadership coaching powered by AI and technology, joins host Mike Stromsoe to break down the core principles of effective leadership, emotional intelligence, and organizational culture. We explore practical strategies to improve communication, navigate change, and build a workplace that feels both productive and sustainable.

Key Topics:
  • How understanding is the root of drama in organizations
  • The importance of starting conversations at the beginning
  • Strategies to create boundaries that protect performance and culture
  • Building emotional consistency to lead without mood dependence
  • Tolerating stress through sleep, sunlight, and hydration
  • Managin...


Episode 317: You Don’t Need More Tools - You Need Less Fragmentation
#317
04/18/2026

Discover how reducing fragmentation and streamlining processes can drastically boost your agency’s efficiency, profitability, and team satisfaction. In this episode, Daniel Metcalf and Mike Stromsoe delve into the hidden costs of fragmentation, technology integration, and practical steps to unify your agency’s operations.

Key topics:

The hidden tax of fragmentation: switching costs, rework, backlog, burnout, and missed opportunitiesThe importance of a single operating rhythm for sales, service, and operationsHow technology ownership and adoption plans prevent shelf wear and maximize ROIThe difference between integration and consolidation in tech stacksWhy and how to auto...


Episode 316: Leaky Bucket... Retention Is Quietly Killing Your Growth
#316
04/11/2026

Discover actionable strategies to boost your insurance agency’s growth without adding extra headcount. Hosted by industry experts Daniel Metcalf and Mike Stromsoe, this episode dives into the power of retention, cross-selling, and building systems that create long-term client relationships.

Key Topics:

The importance of viewing renewals as a sales process rather than an admin taskHow to use data analytics and AI to identify and repair leaky buckets in client retentionStrategies for onboarding clients to start retention efforts early, even before renewalsLeveraging existing client relationships for referrals and cross-sellsBuilding a client-centric team culture to pr...


Episode 315: The Producer Problem - Why Activity Doesn't Equal Revenue
#315
04/06/2026

This episode explores the disconnect between activity and performance in insurance sales, emphasizing the role of AI and automation in optimizing producer effectiveness. Hosted by Daniel Metcalf and Mike Stromsoe, it offers actionable insights on metrics, training, culture, and scaling strategies for successful agencies.

Key Highlights:

Activity vs. Performance MetricsRole of AI and Automation in SalesTraining and Skill Development for ProducersBuilding a Culture of AccountabilityPredictive Analytics and Revenue Scaling

Chapters:

00:00 Introduction to Scaling Insurance Agencies
00:51 Understanding the Producer Problem
04:01 Activity vs. Performance in Sales
11:36 Metrics that Matter: Activity vs. Outcome<...


Episode 314: Why Generalists Fail in Insurance: The Power of Niche Specialization
#314
03/28/2026

In this episode, Mike Stromsoe and Jesse Parenti explore the pitfalls of being a generalist in insurance, the power of niche specialization, and strategies to build credibility and authority in the industry. They share insights on how focusing on a niche can accelerate success, leverage technology, and create predictable pipelines.

Key Highlights:

The pitfalls of being a generalist in insuranceThe importance of niche specialization for growthStrategies to build credibility and authorityLeveraging technology and AI to accelerate successCreating predictable pipelines and high-value relationships

Chapters

00:00 Introduction to Specialization in Insurance
03:07 The Downfall of Generalists<...


Episode 313: Your Agency Is Successful... and Stuck
#313
03/22/2026

Scaling Success in Insurance Agencies: How to Overcome the Stuck Point and Embrace the Future

In this episode of the Scaling Your Insurance Agency podcast, Daniel Metcalf and Mike Stromsoe explore why successful-looking agencies often feel stuck and how strategic redesign, leadership shifts, and embracing AI and automation can unlock new growth. If your agency feels steady but stagnant, this discussion offers practical insights to propel you forward.

Key Topics:

Why agencies can appear successful externally but be internally stuckThe difference between growth and scaling, and why the latter requires...


Episode 312: Win Win Win with Elevate Teams with Dominic Piccirillo
#312
03/14/2026

The fastest-growing insurance agencies are not doing more work. They are doing the right work.

Mike Stromsoe welcomes Dominic Piccirillo, co-founder of Elevate Teams and former insurance agency owner. Dominic shares how outsourcing and team augmentation can unlock massive growth for independent agencies while freeing licensed staff to focus on revenue generating work.

You will learn how agencies can delegate up to 70–80% of routine tasks, build stronger systems with SOPs, and create a win for owners, team members, and global talent.

Key Highlights

How Dominic’s journey from intern to agen...


Episode 311: Machines Remove Friction. Leaders Design Capacity. Humans Build Trust.
#311
03/07/2026

In the fast-evolving landscape of the independent insurance industry, one crucial question emerges: How can agencies effectively blend human work with machine capabilities? In this post, we're diving deep into the distinct roles of humans and machines in insurance agencies, exploring the potential for increased efficiency and enhanced client relationships. Let’s break down the insights shared by industry experts in the latest Scale Your Insurance Agency podcast.

Understanding the Roles of Humans and Machines
The conversation about machine work versus human work is more pertinent than ever in the insurance sector. Machines are de...


Episode 310: Transition from Operator to Entrepreneurial Owner
#310
03/01/2026

Welcome to the Scale Your Insurance Agency podcast! Today, we tackle a pressing question: Are you the orchestra conductor of your agency, or are you still the first violinist? In this post, we’ll explore the necessary leadership mindset to scale your independent insurance agency, focusing on the transition from being the top producer to leading your team effectively. If you find yourself overwhelmed and doing everything, this guide will help you make the shift toward successful agency scaling.

Key takeaways:

The conductor of an orchestra represents effective leadership in an agency.Transitioning from op...


Episode 309: You’re Not Behind. You Just Can’t See It.
#309
02/21/2026

In this episode, Daniel Metcalf and Mike Stromsoe discuss the challenges and opportunities faced by independent insurance agencies as they scale. They emphasize the importance of visibility in understanding progress, the current landscape of AI in the industry, and the need for predictive analysis to drive future growth. The discussion also highlights the significance of leadership, structure, and technology in overcoming fragmentation and achieving sustainable growth.

Key takeaways:

You're not behind, you just can't see it.Visibility is crucial for understanding agency progress.83% of agencies have used AI, but only 10% see ROI.Clarity of vision is...


Episode 308: Clarity Over Speed: The Key to Scaling Insurance Agencies
#308
02/07/2026

In this conversation, Daniel Metcalf and Mike Stromsoe discuss the critical importance of clarity over speed for independent insurance agencies looking to scale. 

They share insights from their experiences, emphasizing that moving quickly without a clear plan can lead to wasted resources and a reactive culture. The discussion covers the costs of rapid hiring, the pitfalls of adopting new technology without a strategy, and the necessity of having systems in place to support growth. They also highlight the importance of clear communication and leadership in building a proactive culture and preparing for exponential growth.

C...


Episode 307: The UPPOnyx Agency Operating System
Episode 307: The UPPOnyx Agency Operating System episode artwork
01/24/2026

Most agency owners don’t struggle because they lack effort. They struggle because they lack a system that scales with them. Hosted by Daniel Metcalf with Mike Stromsoe, this episode breaks down the UPP Onyx Agency Operating System and explains why growth stalls when operations, accountability, and leadership aren’t aligned. Together, they unpack the real structure […]


Episode 306: D’s Get The Greens with Justin Goodman of Total CSR
Episode 306: D’s Get The Greens with Justin Goodman of Total CSR episode artwork
#306
01/10/2026

Training and leadership are still the two biggest constraints holding independent insurance agencies back. In this episode, I sit down with Justin Goodman to talk about how agencies can finally solve both without burning out owners or losing great people to competitors. Justin shares the real story behind Total CSR and why daily, practical training […]


Episode 305: Imagine ….
Episode 305: Imagine …. episode artwork
#305
12/27/2025

If you want more out of life and business next year, it starts with becoming more of who you’re capable of being. In this solo episode, I share the exact year-end framework I’ve used for decades to design my most joyful, fulfilling, and successful years. I walk through three simple but powerful questions that shape […]


Episode 304: Price Guarantee for Insurance Premiums Using Data and Tech with Dylan DiMarchi
Episode 304: Price Guarantee for Insurance Premiums Using Data and Tech with Dylan DiMarchi episode artwork
#304
12/13/2025

Predictability is becoming one of the most valuable advantages in today’s insurance market, and data and technology are finally making it possible. In this episode, I sit down with Dylan DiMarchi, Co-Founder and CEO of Eventual, to explore how independent agents can use price guarantee strategies to stand out, retain clients, and grow in a […]


Episode 303: Scale Like Never Before
Episode 303: Scale Like Never Before episode artwork
#303
11/22/2025

Scaling an agency requires clarity, intentionality, and the courage to focus on what truly drives growth. In this episode, I share the mindset and systems used by top independent insurance agencies to compress time, eliminate distractions, and scale faster than ever before. I also introduce Onyx, our new high-level program built for agency owners who […]


Episode 302: Unleash Your Team’s Secret Weapon to Scale Your Business with Ashley Harwood
Episode 302: Unleash Your Team’s Secret Weapon to Scale Your Business with Ashley Harwood episode artwork
#302
11/01/2025

The most powerful advantage in your agency might not be what you think—it’s understanding how your people work best. In this episode, I sit down with Ashley Harwood, entrepreneur, national speaker, and author of Move Over Extroverts, to explore how introverts and extroverts can work together to create balance, trust, and unstoppable growth within your […]


Episode 301: How Your Team Takes Ownership For Their Agency Role with Joel McKinley
Episode 301: How Your Team Takes Ownership For Their Agency Role with Joel McKinley episode artwork
#301
10/11/2025

The fastest-growing agencies aren’t just built on strategy—they’re powered by accountability. In this episode, I sit down with Joel McKinley, our Director of Accountability at UPP and a 20-year U.S. Army Ranger veteran, to talk about how true ownership transforms teams from task-driven to results-driven. We dive deep into what it really takes to create […]


Episode 300: Lead Your People to Greatness and More Money with Natty Lewis
Episode 300: Lead Your People to Greatness and More Money with Natty Lewis episode artwork
#300
09/27/2025

True leadership isn’t about tasks—it’s about unlocking the greatness inside your people. In this episode, I talk with Natty Lewis, an entrepreneur who has built and sold seven companies and now leads Ascend EQ, helping agencies harness emotional intelligence to elevate culture, retention, and revenue. Natty shares powerful insights into why so many agency teams […]


Episode 299: Roadmap to AI Freedom and Success with Daniel Metcalf
Episode 299: Roadmap to AI Freedom and Success with Daniel Metcalf episode artwork
#299
09/13/2025

The agencies that will win in the future are the ones embracing AI today—and Daniel Metcalf is laying out the roadmap. In this episode, I talk with Daniel about how generative AI and automation are transforming independent insurance agencies into faster, smarter, more profitable operations. As we continue to break down AI and integrate it […]