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
Thursday Apr 23, 2026
Thursday Apr 23, 2026
In this episode, Andy Jones, founder of Private Equity Info, shares insights on macroeconomic trends shaping private equity deal activity, the importance of data quality, and how AI can revolutionize M&A processes. Discover practical tools and strategies to accelerate deal flow and build trust in the industry.
Main Topics:
Impact of interest rates on private equity exit and acquisition activity
Tools for faster M&A research and buyer identification
The role of AI in streamlining deal processes and valuations
Market trends and pipeline bulges in private equity
Building trust and relationships in M&A transactions
About the Show:
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week:
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Resources:
Private Equity Info - https://privateequityinfo.com
TruSight - https://trusight.com
Guest links:
LinkedIn - https://linkedin.com/in/andyjones
Keywords:
Private Equity, M&A, Deal Flow, Macroeconomics, AI in Finance, Private Equity Data, Investment Banking Tools, Market Trends, Exit Strategies, Middle Market, Mergers & Acquisitions
Thursday Apr 16, 2026
Thursday Apr 16, 2026
In this episode, Nick Olsen chats with Manoo Wali about the current state and future of cold email outreach in deal-making, exploring how AI and changing inbox behaviors are reshaping B2B marketing strategies. They share actionable insights on crafting effective outreach, leveraging automation, and maintaining credibility in a noisy digital world.
Main Topics:
The evolution of cold email marketing in a stricter inbox environment
Key mistakes firms make when doing outreach independently
How AI tools can enhance outreach, automation, and analysis
Best timing and channels for outreach success
Building a comprehensive deal sourcing ecosystem
Strategies for integrating social proof via LinkedIn and websites
Recommendations for leveraging AI without losing human touch
About the Show:
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week:
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Resources & Links:
Exxelerate Group
Connect with Manoo Wali:
LinkedIn
Twitter
Email: manoo@exxelerategroup.com
Keywords:
Mergers & acquisitions, investment banking, email marketing, lead generation, business sales, sell side, buy side, valuation, deal-making, M&A,
Thursday Apr 09, 2026
Thursday Apr 09, 2026
In this episode, Casey Clark shares the story behind founding Cultivate Advisors, a venture that helps business owners accelerate value and transition toward owner-led scaling. Gain practical advice on reducing dependency, preparing for sale, and leveraging enterprise value for long-term success.
Key Topics Covered:
The concept of owner-led scaling and its importance in building transferable enterprise value
How business owners can identify and decrease dependency to boost company value
The role of enterprise value as the primary health metric of a business
Strategies for preparing a company for sale, including value acceleration practices before engagement with investment bankers
The proprietary Propel software: features and advantages for tracking enterprise value and operations
Building a team of expert advisors with the right DNA to support diverse business needs
The importance of early value development, even if owners aren't immediately considering an exit
About the Show:
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week:
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Resources & Links:
Propel Your Business Software — Proprietary enterprise value tracking tool
Cultivate Advisors — Casey Clark’s firm for value acceleration and owner-led scaling
Connect with Casey Clark:
LinkedIn
Twitter
Keywords:
Entrepreneurship, Business Scaling, Enterprise Value, Owner Led Growth, Business Exit, Cultivate Advisors, M&A, Business Coaching, Business Sale, Investment Banking, Mergers & Acquisitions
Thursday Apr 02, 2026
Thursday Apr 02, 2026
Looking to accelerate your business growth or prepare for a successful exit? In this episode, Jason Wells, CEO of Scaling Up Coaches, shares insights on the four key disciplines of scaling—strategy, people, execution, and cash—and how they can be leveraged to significantly increase business valuation.
In This Episode:
Overview of the Scaling Up methodology and its four core disciplines
How to identify if your business is ready for sale and what gaps to address
The importance of third-party valuations in strategic planning
Role of experienced coaches with real-world business exit experience
Synergies between Scaling Up and strategic partnership frameworks for maximizing business value
Future trends in business transfer of wealth and how to prepare for upcoming market opportunities
Resources & Links:
Scaling Up
Jason Wells on LinkedIn
Scaling Up Coaches on LinkedIn
This episode underscores the importance of a strategic, disciplined approach to scaling and preparing your business for sale, emphasizing early planning, valuation, and the value of experienced coaches to bridge gaps and accelerate growth. Tune in every week for more insights on building, scaling, and selling your business effectively.
Keywords:
Mergers & Acquisitions, M&A, scaling up, business coaches, business sale, strategy, valuations, growth, exit
Tune in Every Week:
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Thursday Mar 26, 2026
Thursday Mar 26, 2026
Discover how industry leaders like Grant MacQuilkan leverage peer collaboration, practical AI applications, and strategic networking to elevate their firms' performance. This episode dives into the value of peer groups, real-world deal insights, and continuous learning to stay ahead in the competitive M&A landscape. Hear directly from Grant on his recent experience at Cornerstone International Alliance’s annual conference.
In this episode:
The importance of collaborative peer groups in the M&A industry
How conferences foster real-time learning, validation, and deal sharing
Practical applications of AI in deal analysis and communications
The impact of social activities in building trust and stronger relationships
Insights from private equity panels and deal strategy sessions
The value of sharing deal insights and real-world experiences
How to create a culture of continuous improvement and learning
Effective strategies to stay top of mind with potential clients and partners
Resources & Links:
ICCG - Integrated Corporate Consulting Group
Cornerstone International Alliance
Connect with Grant MacQuilkan:
ICCG - LinkedIn
ICCG - Website
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week:
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords:
Mergers & acquisitions, M&A, investment banking, business sales, collaboration, Cornerstone International Alliance, private equity, family office, sell side, buy side, valuation, due diligence, AI, differentiation
Thursday Mar 19, 2026
Thursday Mar 19, 2026
Discover insights into the UK M&A landscape, deal flow trends, cross-border opportunities, and the evolving role of exit planning from Kirsty McGregor, founder of the Corporate Finance Network. This episode offers actionable knowledge for professionals navigating UK and European deal environments.
In This Episode:
Overview of the UK corporate finance market and how it differs from the US, including deal sizes and sector dynamics
The influence of accountancy firms on UK M&A activity and how they serve as a key deal origination source
Current trends in UK middle-market deal volume, valuation, and buyer appetite, including private equity and entrepreneurs
Challenges and opportunities in cross-border transactions, with focus on Europe, Scandinavia, and US links
The role and state of exit planning in the UK — misconceptions, opportunities, and the need for structured pre-sale strategies
How technological advancements, particularly AI, are reshaping deal efficiency, valuation, and collaboration
Collaborative culture within the corporate finance network and case examples of successful joint transactions
Talent development in UK corporate finance, emphasizing the impact of AI on training and skill-building
Advice for US firms interested in UK deals and what nuances to consider
The future outlook: sectors poised for consolidation, the importance of human relationships amidst tech growth, and the importance of proactive exit readiness
Connect with Kirsty McGregor:
CFN Opportunities
LinkedIn
Email
Additional Notes:
This episode underscores the importance of strategic planning, technological adoption, and relationship building in navigating UK M&A. Whether you're a UK practitioner, a US investor, or an intermediary, the insights into market trends and future opportunities are invaluable.
Keywords:
Mergers & acquisitions, M&A, corporate finance, UK, United States, Business sales, Sell side, Buy side, valuation,
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Thursday Mar 12, 2026
Thursday Mar 12, 2026
Join us in this insightful episode with David Crean, Managing Partner at Cardiff Advisory, as he shares over 30 years of deep expertise in healthcare and life sciences M&A. We explore industry dynamics, key success factors for companies, cross-border deal nuances, and the future of biotech innovation—valuable insights for investors, executives, and entrepreneurs alike.
KeyTopics
Defining and classifying the healthcare and life sciences industries, including pharma, biotech, med tech, and CR&Os
The post-COVID industry reacceleration and current deal environment heading into 2026
Major drivers of M&A activity: patent cliffs, external R&D needs, and strategic partnerships
Criteria that differentiate successful life science companies in attracting buyers and investors
Common mistakes and blind spots in exit planning for founders and CEOs
The impact of innovation and digital health on deal structures and valuations
Nuances of cross-border transactions: cultural, diligence, and relationship considerations
Critical due diligence areas: clinical data integrity, CMC, regulatory pathways, and organizational culture
Timing signals for M&A: market conditions, de-risking assets, and portfolio health
Building industry credibility through scientific literacy, long-term relationships, and domain expertise
Scaling boutique advisory firms to reduce concentration risk and expand deal flow
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers & Acquisitions (M&A), healthcare, life sciences, CEO, business sales, buy side, sell side, business owner, lower middle market, investment banking, due diligence
Friday Mar 06, 2026
Friday Mar 06, 2026
In this episode, Jonathan Brooks — CEO of Warehouse on Wheels and private equity veteran — dives into practical strategies for preparing lower middle market businesses for sale. We explore the critical factors that influence deal readiness, from financial documentation to emotional dynamics, and how advisors can better position their clients for success.
Main Topics Covered:
What does "deal ready" mean beyond financial cleanup
The importance of organizational documentation and emotional preparedness
Typical gaps seen in lower middle market deal preparation
The role of advisory teams and building strong management benches
How private equity experience shapes acquisition and growth strategies
Communicating effectively during due diligence to manage owner emotions
Key traits and track record considerations when selecting buy side partners
The significance of trust, credibility, and education in the transaction process
Strategies for advisors to stand out and align with buyer priorities
About the Show
The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Connect with Jonathan Brooks:
LinkedIn
Warehouse on Wheels Website
Keywords
Mergers & acquisitions, M&A, business sale, exit planning, private equity, lower middle market, Warehouse on Wheels, sell-side, M&A advisor, investment banking
Thursday Feb 26, 2026
Thursday Feb 26, 2026
Explore the current state and future outlook of the aerospace and defense industry with Meghan Welch, Managing Director at Brown Gibbons Lang & Company. Discover key trends, M&A activity, technological innovations, and strategic considerations for industry participants.
Key Topics
Current M&A activity in aerospace and defense
Impact of geopolitical and policy shifts on industry
Technological innovation and defense contracts
Supply chain challenges and opportunities
Future industry trends and strategic considerations
About the Show
The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement now to become a master in M&A.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers & Acquisitions, Aerospace, Defense, M&A, Industry Trends, Technology, Supply Chain, Investment, Government Contracts
Thursday Feb 19, 2026
Thursday Feb 19, 2026
In this conversation, Nick Olsen and Paige from Tree Ring Digital discuss the critical importance of understanding and managing digital assets in the context of mergers and acquisitions (M&A). They explore common pitfalls, the role of due diligence, and the responsibilities of both buyers and sellers. The discussion emphasizes the need for business owners to be aware of their digital assets and the impact these assets have on company valuation. Paige shares insights on creating a digital continuity system and the importance of preparing for a successful exit. The conversation concludes with a call to action for M&A advisors to raise awareness about digital assets and their value in today's market.
Key Takeaways
Digital assets are crucial in M&A transactions.
Ownership of digital assets can significantly affect valuation.
Many business owners are unaware of their digital asset status.
Due diligence should include a thorough review of digital assets.
Waiting to address digital asset issues can lead to costly mistakes.
A digital continuity system helps manage and protect assets.
Business owners must take responsibility for their digital assets.
Preparing for an exit should involve assessing digital assets early.
Digital assets can enhance a company's market value.
M&A advisors should educate clients on the importance of digital assets.
About the Show
The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement now to become a master in M&A.
Tune in Every Week
Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw
Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585
Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ
Find all our episodes at https://cornerstoneia.com/podcast/
Keywords
Mergers, acquisitions, digital assets, M&A, due diligence, business valuation, digital continuity, ownership, exit strategy, digital marketing, asset management, business sale






