Thinking Like a Dealmaker: How "Deals" Can Solve Your Biggest Business Challenges

Jun 18, 2024

In this insightful solocast of the DealQuest Podcast, I delve into the nuances of the dealmaker's mindset, a topic I recently presented at the Entrepreneurs' Organization Global Leadership Conference in Singapore.

This episode is a treasure trove for entrepreneurs and business leaders looking to expand their horizons beyond the conventional entrepreneurial mindset. I emphasize the often-overlooked mindset of dealmakers and how it can significantly enhance business growth and problem-solving capabilities.

  • The Entrepreneur vs. Dealmaker Mindset:

While the entrepreneurial mindset is widely recognized for its emphasis on risk-taking, vision creation, and innovation, the dealmaker's mindset remains less explored.

Dealmakers utilize strategic tools such as mergers and acquisitions (M&A), joint ventures, and strategic alliances to drive growth and solve business challenges.

  • Strategic Deals as a Growth Lever:

The episode illuminates how strategic deals such as mergers and acquisitions, joint ventures, and alliances can be potent tools for business expansion.
Instead of relying solely on organic growth, businesses can leverage joint ventures, strategic alliances, or even employee-sharing arrangements. For instance, Kupfer shares his experience of his firm temporarily sharing attorneys with another firm to address staffing needs.

  • The ‘Acqui-hire’ Strategy:

The concept of ‘acqui-hire’, a strategic move to acquire entire teams instead of individual hires, which can revolutionize how businesses tackle talent acquisition.
This can benefit entrepreneurs who wish to concentrate on their passions without the administrative burdens of running a business. It can also be useful for established business owners looking to simplify their roles while continuing to contribute meaningfully to their companies through such strategic acquisitions.

  • Workshop Revelations:

We unpack the dealmaker mindset with practical applications. Participants shared their biggest business challenges and explored potential deals as solutions. Common issues included talent acquisition, market expansion, and overall growth.
Here's a powerful shift: just like there's an app for almost everything, there's often a "deal" for business problems. This approach encourages looking beyond traditional organic growth strategies.
For example, talent acquisition struggles can be addressed through acquisitions or "acqui-hire" deals. Companies acquire entire companies to secure their talented teams, offering a solution to the challenge of hiring top talent.

  • Shifting Mindsets:

The key takeaway is the mindset shift from thinking solely as an entrepreneur to also thinking as a dealmaker. Recognize that there's often a deal that can address specific business challenges.
By adopting this perspective and exploring various types of deals, businesses can unlock creative solutions, accelerate growth, and thrive in today's dynamic market.
Join us in this insightful solocast as I unravel the layers of the dealmaker mindset and its impact on entrepreneurial success. Whether you’re an aspiring entrepreneur or a seasoned business owner, this episode is a must-listen for anyone looking to think outside the box and propel their business forward.
Tune in to Episode 295 - Solocast 66 to discover how you can harness the power of deals to overcome your business hurdles and achieve new heights.
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For a comprehensive exploration of the dealmaker's mindset and practical applications:
Listen to the Full DealQuest Podcast Episode Here:

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Corey Kupfer is an expert strategist, negotiator, and dealmaker. He has more than 35 years of professional deal-making and negotiating experience. Corey is a successful entrepreneur, attorney, consultant, author, and professional speaker. He is deeply passionate about deal-driven growth. He is also the creator and host of the DealQuest Podcast.

Get deal-ready with the DealQuest Podcast with Corey Kupfer, where like-minded entrepreneurs and business leaders converge, share insights and challenges, and success stories. Equip yourself with the tools, resources, and support necessary to navigate the complex yet rewarding world of dealmaking. Dive into the world of deal-driven growth today!

Corey Kupfer is an expert strategist, deal-maker, and business consultant with more than 35 years of professional negotiating experience as a successful entrepreneur and attorney.


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