The M&A Mastermind Podcast
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice. The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more. With host Nick Olsen, each episode’s ”mastermind” will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus on serving.
Episodes

7 days ago
7 days ago
In this episode of the M&A Mastermind podcast, Nick Olsen interviews Monica Garcia Duggal, a financial expert who emphasizes a holistic approach to business and personal finance. Monica shares her entrepreneurial journey, the importance of breath work in decision-making, and strategies for scaling businesses. She introduces her BITES method, which provides a framework for financial management and sustainable freedom. The conversation also touches on preparing clients for negotiations and the significance of maintaining balance in life and business.
Takeaways
A holistic approach to business considers all aspects of a company.
Breath work can significantly improve decision-making abilities.
Deal fatigue can lead to poor negotiation outcomes.
Preparing clients for negotiations is crucial for success.
The BITES method offers a structured approach to financial management.
Sustainable freedom is achievable through effective financial strategies.
Systems in business can save time and enhance efficiency.
Maintaining balance in life contributes to overall success.
About the Show
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice.
The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.
With host Nick Olsen, each episode's "mastermind" will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium-sized private business owners they focus on serving.
Chapters
00:00 Introduction to a Holistic Approach
03:06 Monica's Entrepreneurial Journey
06:08 Scaling Businesses: A Holistic Perspective
08:59 The Power of Breath in Decision Making
12:00 Recognizing and Managing Stress in Negotiations
14:58 Preparing Clients for Successful Negotiations
18:08 The BITES Method: A Strategic Framework
23:45 Creating Sustainable Freedom through Finance
30:04 Monica's Upcoming Podcast and Resources
Keywords
Mergers & Acquisitions, holistic approach, business scaling, decision making, negotiation strategies, financial freedom, entrepreneurship, wellness, M&A

Thursday May 29, 2025
Thursday May 29, 2025
In this conversation, Nick Olsen and Bill Loftis discuss the intricacies of mergers and acquisitions (M&A), focusing on the journey of Blue River, the anatomy of a deal, and the importance of trust and education in the transaction process. Loftis shares insights on the seven stages of a transaction, the challenges faced by sellers, and the contrasting dynamics of the buy side. The discussion emphasizes the need for business owners to understand the complexities of selling their companies and the role of intermediaries in facilitating successful transactions.
Takeaways
• Understanding the anatomy of a deal is crucial for business owners.
• There are seven linear stages in a transaction process.
• Sellers often have unrealistic expectations about company valuation.
• Trust and communication are essential in M&A transactions.
• Education helps owners make informed decisions.
• The buy side process differs significantly from the sell side.
• Valuation guidance is critical before going to market.
• Maximum value can lead to unintended consequences for sellers.
• Creating a market for a business requires strategic outreach.
About the Show
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice.
The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.
With host Nick Olsen, each episode's "mastermind" will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium-sized private business owners they focus on serving.
Chapters
00:00 Introduction to Blue River and Its Founders
02:05 The Anatomy of a Deal
07:34 Understanding the Seven Stages of a Transaction
16:09 Challenges and Opportunities in the Sell Side Process
26:49 Contrasts Between Sell Side and Buy Side Perspectives
28:42 Understanding Buyer-Seller Dynamics
33:02 The Importance of Research in Transactions
35:57 Navigating Common Roadblocks in Buy-Side Transactions
42:11 Building Trust in M&A Transactions
Keywords
M&A, transaction stages, sell side, buy side, business valuation, trust, deal process, negotiation, business owners, advisors

Thursday May 22, 2025
Thursday May 22, 2025
In this episode of the M&A Mastermind Podcast, host Nick Olsen interviews Justin Thimmesch, an associate at Cornerstone Business Services. They discuss the critical role of an analyst in M&A transactions, covering responsibilities such as valuation, client interaction, and the daily life of an analyst. Justin shares insights on building relationships with clients, managing high-pressure situations, and the skills necessary for success in the field. The conversation also touches on the evolving role of analysts in the face of technological advancements, including AI, and Justin's personal career aspirations within the M&A industry.
Takeaways
- An analyst supports M&A advisors throughout the transaction process.
- Daily tasks can vary significantly, making the role dynamic.
- Building client relationships is crucial for success in M&A.
- Valuation is a key component that drives M&A deals.
- Financial modeling involves various approaches and assumptions.
- Organization is essential for managing multiple deals effectively.
- High-pressure situations are common in M&A, requiring strong time management skills.
- Interpersonal skills are as important as technical skills in investment banking.
- AI can assist but cannot replace the human touch in M&A.
Chapters
00:00 Introduction to M&A and Analyst Role
01:28 Core Responsibilities of an Analyst
03:29 A Day in the Life of an Analyst
05:20 Valuation Process and Financial Modeling
10:08 Client Interaction and Building Relationships
12:01 Developing Rapport and Trust with Clients
15:09 Handling High-Pressure Situations
20:17 Skills for Success in M&A
22:47 The Future of the Analyst Role
29:41 Career Progression and Future Goals
Keywords
M&A, analyst, financial modeling, client interaction, valuation process, investment banking, high-pressure situations, skills for success, future of finance, mergers & acquisitions

Thursday May 15, 2025
Thursday May 15, 2025
The M&A Mastermind Podcast – Episode 86 - Letter of Intent
In this episode of the M&A Mastermind podcast, host Nick Olsen interviews Al Statz, a partner at Exit Strategies Group, to discuss the critical role of the Letter of Intent (LOI) in mergers and acquisitions. Al shares insights on the components of an LOI, the importance of terms beyond just the purchase price, and the value of having multiple LOIs to enhance negotiating leverage. He also outlines common deal terms, negotiation strategies, and current trends in the M&A landscape, emphasizing the need for careful consideration and thoroughness in the LOI process.
About the show:
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice.
The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.
Takeaways
The Letter of Intent is crucial in M&A transactions.
Terms in an LOI can significantly impact the deal's success.
Multiple LOIs provides better negotiating leverage for sellers.
A well-crafted LOI can save time and reduce misunderstandings.
Understanding the components of an LOI is essential for both buyers and sellers.
Negotiation strategies should focus on specificity and thoroughness.
Current trends include increased use of rep and warranty insurance.
Sellers should be cautious of arbitrary deadlines in LOIs.
The structure of the deal can affect the purchase price significantly.
Maintaining control during the due diligence process is vital.
Chapters
00:00 Introduction to M&A and Exit Strategies Group
01:17 The Importance of the Letter of Intent
03:57 Understanding the Components of an LOI
09:43 The Significance of Terms Beyond Purchase Price
11:37 The Value of Multiple LOIs
15:45 Common Deal Terms in an LOI
23:00 Negotiation Strategies for a Favorable LOI
35:53 Current Trends in M&A and LOIs
Keywords
M&A, Letter of Intent, Exit Strategies, Deal Terms, Negotiation, Business Valuation, M&A Trends, LOI Components, M&A Advisory, Business Sale, Cornerstone International Alliance

Thursday May 08, 2025
Thursday May 08, 2025
In this episode of the M&A Mastermind Podcast, host Nick Olsen interviews Matt Dean, founder of Scare the Bear Capital. They discuss the unique aspects of the government contracting (GovCon) market, the investment strategies employed by Scare the Bear, and how they help small businesses grow through non-controlling investments and advisory support. Matt shares insights on the importance of filling gaps in business operations and the role of strategic connections in facilitating growth. The conversation also touches on the current state of the GovCon industry and offers key takeaways for M&A advisors.
Takeaways
Scare the Bear Capital focuses on non-controlling investments in small GovCon businesses.
The unique market of GovCon is often overlooked by larger investors.
Advisors at Scare the Bear must invest their own money and time into portfolio companies.
The firm helps small businesses appear larger to achieve better valuations.
Investment strategies are tailored to help motivated managers grow their companies.
Talent acquisition is a critical component of business growth in GovCon.
The federal government remains a significant buyer of services, despite market fluctuations.
Filling operational gaps is essential for successful partnerships between investors and businesses.
The firm aims to create ownership mindsets within small businesses to attract investment.
About the show:
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice.
The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.
With host Nick Olsen, each episode's "mastermind" will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus on serving.
Chapters
00:00 Introduction to Scare the Bear Capital
07:36 Understanding the Government Contracting Market
13:18 Investment Strategies and Non-controlling Interests
20:29 Advisory Support and Talent Acquisition
25:12 Collaborative Growth Among Portfolio Companies
30:23 Navigating Challenges in the GovCon Industry
34:40 Conclusion and Key Takeaways
Keywords
GovCon, private equity, small business growth, investment strategies, advisory support, talent acquisition, government contracting, M&A

Thursday May 01, 2025
Thursday May 01, 2025
In this episode of the M&A Mastermind Podcast, host Nick Olsen interviews John Phillips, a veteran and M&A firm owner, who shares his unique journey from military service to the world of mergers and acquisitions. John discusses how his military background has shaped his leadership style, the importance of building resilient businesses, and the critical role of team dynamics and culture in M&A. He also offers valuable insights on negotiation under pressure and provides advice for veterans considering entrepreneurship.
Some Key Takeaways Include:
John's military background has been instrumental in his approach to M&A.
Leadership lessons from the military emphasize discipline and mission clarity.
Building a resilient business requires a strong management team. • Trust and relationships are key in the M&A process.
Culture is a critical component of organizational success.
Negotiation skills developed in the military are applicable in business.
Continuous training and education are essential for success.
Team dynamics play a vital role in achieving M&A goals.
Veterans possess valuable skills that translate well into entrepreneurship.
About the show:
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice. The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more. With host Nick Olsen, each episode's "mastermind" will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus on serving.
Chapters:
00:00 Introduction to M&A and Military Background
02:58 Transitioning from Military to Business
05:55 Leadership Lessons from the Military
09:05 Building High-Performing Teams
11:58 The Importance of Culture in M&A
14:51 Negotiation Skills and Trust
18:05 Future Goals for Walden M&A
20:55 Advice for Veterans in Entrepreneurship
Keywords:
M&A, military background, leadership, business resilience, team dynamics, negotiation, culture, entrepreneurship, mergers and acquisitions, veteran advice

Thursday Apr 24, 2025
Thursday Apr 24, 2025
In this episode of the M&A Mastermind podcast, host Nick Olsen welcomes back Rob Margeton to discuss the intricacies of screening buyers in M&A transactions. They explore various buyer types, including search funders, independent sponsors, private equity, and family offices, and how each impacts the deal structure. Rob shares strategies for effectively screening buyers, the importance of the LOI process, and how to manage client expectations throughout the transaction. The conversation emphasizes the need for thorough research, communication, and understanding the emotional aspects of selling a business.
Some Key takeaways include:
Screening buyers is crucial for successful M&A transactions.
Different buyer types have unique characteristics and financing structures.
Private equity firms typically have committed capital and a faster closing process.
Family offices may be more flexible with customer concentration issues.
The LOI process is essential for setting clear expectations and terms.
Effective communication with clients can minimize emotional stress during the sale.
Research tools and relationships are vital for identifying potential buyers.
Management meetings are key to assessing buyer fit and intentions.
Understanding the buyer's track record can influence the seller's decision.
A streamlined process can lead to quicker closings and fewer surprises.
About the show:
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice.
The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.
With host Nick Olsen, each episode's "mastermind" will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus on serving.
Chapters:
00:00 Introduction to M&A and Buyer Screening
01:53 Understanding Buyer Types
12:35 The Role of Private Equity and Family Offices
18:52 Screening Buyers: Strategies and Tools
27:53 Navigating the LOI Process
31:07 Managing Client Emotions During the Process
Keywords: M&A, buyer screening, private equity, family offices, LOI process, due diligence, investment banking, buyer types, screening strategies, client management

Wednesday Apr 16, 2025
Wednesday Apr 16, 2025
In this episode of the M&A Mastermind podcast, Nick Olsen interviews Will Fry, the founder and CEO of MainShares, a platform dedicated to supporting individuals in acquiring and operating small businesses. The conversation explores the mission of MainShares, the challenges faced by business owners during transitions, and the importance of training and preparing buyers for success. Will discusses the capital markets aspect of the business, the types of buyers they work with, and the significance of individual buyers in maintaining a vibrant small business economy. The episode also touches on industry focus, economic challenges such as tariffs, and how listeners can connect with MainShares for future opportunities.
Takeaways
MainShares aims to support a thriving independent small business economy.
The platform connects individual buyers with investors for business acquisitions.
Training and preparation are crucial for buyers to succeed in acquisitions.
MainShares has a network of 1,300 investors to support capital needs.
The company focuses on keeping businesses local and independent during transitions.
MainShares helps buyers understand market terms and deal structures.
Chapters
00:00 Introduction to MainShares and Its Mission
02:49 Understanding the Business Model and Buyer Pool
06:11 Supporting Business Owners in Transition
08:56 Training and Preparing Buyers for Success
11:46 Capital Markets and Funding Solutions
14:58 Types of Buyers and Their Characteristics
17:47 The Importance of Individual Buyers
20:52 Industry Focus and Market Trends
23:59 Navigating Tariffs and Economic Challenges
27:07 Connecting with MainShares and Future Opportunities
Keywords
MainShares, business acquisition, small business, individual buyers, M&A, training, capital markets, business transition, entrepreneurship, investment

Thursday Apr 10, 2025
Thursday Apr 10, 2025
Summary
In this episode of the M&A Mastermind Podcast, host Nick Olsen discusses the importance of industry research with guests Matt Murphy and William Curtis from IBIS World. They explore how IBIS World provides comprehensive reports on over 1400 industries, focusing on current trends, financial ratios, and the impact of tariffs on various sectors. The conversation delves into the methodology behind IBISWorld's research, the effects of tariffs on the economy, and how M&A advisors can utilize this information to make informed decisions for their clients. The episode also highlights the importance of staying updated with timely data and the tools IBIS World offers to navigate the current economic landscape.
Takeaways
IBISWorld covers over 1400 industries with detailed reports.
The research team at IBIS World consists of over 40 analysts.
Timely updates on industry reports are crucial for M&A advisors.
Tariffs have a significant impact on various sectors of the economy.
IBISWorld provides tools to analyze the effects of tariffs on industries.
Understanding financial ratios is essential for benchmarking companies.
The economic climate is currently volatile due to tariff uncertainties.
M&A activity may be put on pause due to the current economic conditions.
About the show:
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice.
The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.
With host Nick Olsen, each episode's "mastermind" will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus on serving
Keywords: IBIS World, industry research, tariffs, M&A, economic analysis, market trends, financial ratios, business strategy, economic forecasting, research methodology

Thursday Apr 03, 2025
Thursday Apr 03, 2025
In this episode of the M&A Mastermind Podcast, Nick Olsen interviews Tony Szczepaniak, CEO of LEA Global, an international accounting association. They discuss the mission of LEA Global, which focuses on creating opportunities for member firms through collaboration and strategic alliances.
The conversation highlights the importance of building trust and relationships, leveraging global partnerships for client success, and preparing clients for business exits. They also explore the role of education in enhancing service provider relationships and the potential for growth in the accounting sector through collaboration.
Some key takeaways include:
• LEA Global is a business membership organization for accounting firms.
• The heart of LEA is the individuals within member firms.
• Creating opportunities for member firms enhances their strategies.
• Trust is essential for collaboration among member firms.
• Strategic alliances can help firms maintain independence.
• Global partnerships provide clients with comprehensive services.
• Education is key to developing relationships in the accounting sector.
• Collaboration leads to better client outcomes.
• Firms can leverage each other's strengths for mutual benefit.
• Proactive engagement is crucial for client success.
About the show:
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice. The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more.
With host Nick Olsen, each episode's "mastermind" will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus on serving
Chapters:
00:00 Introduction to LEA Global and Its Mission
02:54 The Ecosystem of Collaboration in Accounting
05:49 Building Trust and Relationships Among Member Firms
08:56 Leveraging Global Partnerships for Client Success
11:57 The Importance of Strategic Alliances in M&A
14:50 Enhancing Client Services Through Collaboration
18:00 Opportunities for Growth in the Accounting Sector
20:55 Preparing Clients for Business Exits
24:07 The Role of Education in Service Provider Relationships
26:59 Conclusion and Future Collaborations
Keywords: LEA Global, accounting, collaboration, M&A, strategic alliances, trust, client services, global partnerships, business exits, education