The Power of Deals in Business Growth with Matthew Khalili

business growth dealmaking entrepreneurship negotiation skills pitching deals Oct 18, 2023

Matthew Khalili is a first-generation immigrant whose journey into entrepreneurship began when he was born in this country. With a career spanning back to 2003, he embarked on a path of leadership, notably as Senior Marketing Director for an online technology supplier and solution provider, earning the company recognition as an Internet Retail Top 500 and an Inc. 500 Fast Growing Direct Sales Organization.

His entrepreneurial spirit led him to establish a fashion technology platform, securing funding that earned accolades for the best business proposal during his M.B.A. program. In 2013, Matthew ventured into consultancy, founding Plan Writers, where he and his team empower early-stage start-ups and assist foreign entrepreneurs in their journey to the United States.



Growth and expansion in business are often driven by one crucial factor – deals. Deals can come in all shapes and sizes, from large complex mergers and acquisitions to smaller agreements that can be executed even without significant capital.

As the principal of PlanWriters, Matthew Khalili plays a vital role in the deal-making landscape. His consultancy focuses on preparing pitch decks and business plans, catering to a wide range of clients, from pre-revenue startups seeking small bank loans to mature companies preparing for the Wall Street roadshow. Matthew and his team provide a turnkey service, which involves understanding the client's needs, conducting research, modeling financial projections, designing presentations, and packaging everything neatly to tell a compelling business story.



Securing funding and making impactful pitches is a critical skill. Many entrepreneurs focus on the content of their pitches, which is undoubtedly important, but there's a deeper layer to consider – the psychology of human decision-making. Matthew Khalili, a seasoned entrepreneur, and founder of PlanWriters, a consultancy that specializes in preparing pitch decks and business plans, shares valuable insights into the art of crafting an effective pitch that goes beyond just the words on the slides.

One of the first principles Matthew emphasizes is the importance of simplicity and clarity. Your pitch should be straightforward and easy to understand. Complex jargon, technical details, and convoluted explanations can quickly lose your audience's attention. Remember, the brain seeks simplicity and clarity when evaluating new information.



Ultimately, confidence is not just a personality trait but a learned skill. Matthew's approach is to work with clients to build their confidence by emphasizing the importance of self-belief. Entrepreneurs must genuinely believe that their product or service can provide value to investors. This conviction, coupled with thorough preparation and training, can help individuals conquer any confidence-related challenges they may face in the world of pitching.


Entrepreneurship offers a path to freedom. For Matthew Khalili, freedom is about controlling one's time, generating income without constant labor, and having the flexibility to enjoy life with family, travel, and personal pursuits. This aspiration for freedom is a driving force for many entrepreneurs, motivating them to navigate the challenges of entrepreneurship and the world of deals.

Navigating the world of deals and capital raising requires expertise, adaptability, and the willingness to embrace change. Trends like reshoring and advancements in AI are reshaping industries, offering opportunities for those prepared to seize them. With the right guidance and a culture of helping entrepreneurs succeed, ventures like PlanWriters are playing a vital role in facilitating entrepreneurial success.


If you're an entrepreneur looking for assistance in pitching and securing capital or exploring the world of deals, you can learn more about PlanWriters by visiting their website at Contact information and resources are available on their website, making it easy to get in touch with their team.

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For my full discussion with Matthew Khalili, and more on this topic and others discussed not featured in this blog post: 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.
If you want to start getting yourself deal-ready, check out the DealQuest Podcast with Corey Kupfer each week. Featuring industry leaders and newcomers as guests alike, the DealQuest podcast has something for everyone.

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.


Contact Corey Kupfer via this email, and his team will get back to you: [email protected]

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