Winning Angles: Structuring!

There are two schools of thought when it comes to ways of investing in a new business. Structure is everything, or structure does not matter and you do common stock. Structure in an investment means there is a lot of restrictions and safety lines for the investor, in order for them not to get burned. Common stock investments are nearly string free and very simple. They place a lot of confidence in the entrepreneur.

Both sides have their points and make a lot of sense, and based off what has happened to you in the past, can really shape which way you would go with this. If you have been burned bad in a deal, and everything went south on one or more occasions I can see why you would become hesitant to relinquish your money to someone without any safety nets established. If you do not want to over complicate things and give the entrepreneur freedom, then I can see why no structure is good as well.

In my opinion, and based off various business owners and articles I have read I would lean more towards the common stock method. Not many people perform well when you do not show any confidence in them or allow them the freedom with their ideas. By enforcing structure, you are in essence, restricting the creativity that an entrepreneur has in their venture.

Serial entrepreneur, Jordan Raynor, spoke on this topic some on the podcast “The Business Lab” with Laine Schmidt. He warns entrepreneurs of seeking investments because it gives up thought and equity in your idea and can then cause your ideas to change based on other people. With structure in a deal, it can inhibit, and Raynor warns away from any sort of investments that can change or shift your perspectives. Not that common stock is free of any sort of scrutiny, however it is much less which will allow the entrepreneur to pursue his idea and work to their full capacity.

My only hold up with this would be if an entrepreneur has a losing record in business startups. Similar to one of my previous posts, finding a winning entrepreneur who has a great record is who most angels look for. Basing it off of their record should definitely tell how you should offer your investment, and most entrepreneurs who have a winning record would probably not agree to an investment that restricts them too much.

Jacob Morgan wrote about Jeff Bezos and how he holds to the point at Amazon that More people means more communication, more bureaucracy, more chaos, and more of pretty much everything that slows things down”. He only allows groups to be 10 or smaller. This goes along with my idea that when you start putting in my more people, more ideas, more anything, it can take away from the original idea of the entrepreneur and hurt the business. More red tape, more strings, more anything slows things down and hurts the chances at success.

There is no perfect science to any of this, however trusting in people and allow them the freedom is something that I see working out. Then helping out where you can whenever they request it. Be ready and able to assist in whatever way you need to.

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4 thoughts on “Winning Angles: Structuring!

  1. Turner,
    I can appreciate your preference for the common stock method for structuring a deal. People definitely perform better when you show confidence in them and allow them the freedom to utilize their ideas and passion for the business.
    Nice job with this book reflection.



  2. Carter Jones Huchko June 27, 2019 — 8:10 pm

    Hi Turner,

    I really liked how you addressed the fact that bringing on investment is not right for every entrepreneur. I liked how this book showed us the side of the angel investor and their wants and needs and now I am very curious as to the entrepreneurs. If and when should you take on investment? I can definitely see how it would limit the entrepreneur’s creativity in moving forward with the business once investment is brought on. I too agree with your comment on common stock and how out of all the options this is the one with the least strings attached. As an entrepreneur, I would want this option for my company because I would like to continue down the path I had been taking the company in to begin with without having to verify with another party. I really enjoyed your thoughts and look forward to reading more of your blogs.

    Carter Jones


  3. magnafortuna1 July 1, 2019 — 9:50 pm


    You thoughts on the common and complex deals with stock options really hit home for me today. I read this post and was inspired to rush and finish my own post on this topic. Investing as an entrepreneur is a risky business and it seems as much as an art as a science. Well done this week.




  4. Turner,
    This is a great reflective post. I agree in your sentiment that there is no perfect science to structure a deal. Everyone’s previous experience in perspective will play a part in the structuring process, which can be helpful or hurtful. There will always be error. As such, it is important to take the time to analyse the situation to see what approach will be best. Having trust within the partnership is an important factor as well.


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