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I’ve been a fan of LOTR since the first movie came out more than a decade ago and while it was always just a form of entertainment for me, I’ve recently started seeing many parallels between Frodo’s journey to Mount Doom and an entrepreneur’s journey from starting up to exiting.
And then this morning I saw this post on Medium about how Gandalf would be that perfect advisor/mentor/VC to anyone going to embark on the journey of a lifetime (starting up), which served as validation that I wasn’t the only overly enthusiastic LOTR fan in the startup world; and made me get off my ass to publish this.
So without further ado, here’s how I think LOTR can serve as inspiration to any startup founder:
1) You need a powerful team and a great name

Just look at that team. Look at it. If you were Frodo, what do you have to be afraid of?? It’s no wonder he valiantly decided to travel out of the Shire to Mount Doom.
You have the heir of Gondor, and eventual king and ruler of all Middle Earth right there (COO). You have Gandalf the Grey who will eventually be the greatest white wizard of all time that can defeat death and its minions (CTO). There’s an elf prince that has also defeated death in the sense that he will sort of never ever die (CFO). There’s Gimli, the fearless and stubborn dwarf (Sales/Marketing Director). Every powerful team needs one of those guys. There’s also Boromir, the other human, which tells a startup founder to choose his core team carefully. You don’t want two people with similar skills and talents overlapping each other; and you don’t want someone who does not truly believe in your cause.

Get rid of these people as quickly as possible.
And then you have your loyal companions; the hobbits of the shire who, at times are rather dull, but somehow are able to showcase sudden moments of ingenuity and wit. You need those guys on your team as well.
What I’m saying is that if you are a startup founder and are somehow able to somehow draw such great talent to be part of your team, your chance of success as a startup founder, while still slim, is definitely much higher than another founder who does not have such a fantastic team.
And with such a fantastic team name like The Fellowship of the Ring, it’s no wonder Orcs and Goblins (competitors and clones) quivered in fear whenever they were near.
And speaking of hobbits and loyal companions, that leads me to my second point.
2) You need a right hand man
If you notice in the startup world, most great entrepreneurs of our time have a co-founder that is sort of media shy and isn’t as famous or well known as the main co-founder. For Steve Jobs it was Steve Wozniak, and for Bill Gates it was Paul Allen.
A right hand man is that solid pillar of faith that will always believe in you no matter what to the point where others will suspect if there is some questionable gay relationship going on. This guy will fight for you, stand up for you, and do whatever it takes to see your vision to its end.

Where would Frodo have been if not for dear old Sam Wise Gamgee? Probably smothered to death by Gollum, eaten alive by Shelob, or succumbed to the power of the ring just like the failed king, Isildur.
3) You ‘re going to face so much hardship

Heartache, pain, death, betrayal, disappointment. Need I say more? LOTR shows you there is no limit to the number of setbacks you will face.
Gandalf falls to his supposedly death while fighting with a Balrog, but comes back as a white wizard. Boromir dies but as a result, paves the way for Aragorn to become the future king of Gondor. The team splits up with Merry and Pippin being taken away by Orcs but without doing so, the Ents would never have been brought into a critical fight at the end of The Two Towers.
Somehow everything always works out though as long as you don’t give up and keep persevering and trying to find a way out.
4) You need your mentors and advisors

It’s important to understand that any and every startup founder needs a set mentors and advisors. Would Frodo have got very far without dear old Gandalf? Yes no doubt Frodo does all the heavy lifting but Gandalf set the direction of course providing vision and clarity; he linked Frodo up with the rest of his team mates providing him with a great team; and he convinces other people to do things they won’t normally do to help Frodo in his journey.
And let’s not forget dear old Bilbo Baggins who provided Frodo with Stinger and Mithril, Lady Galadriel’s light of Earendil and Lord Elrond’s magical healing powers to save Frodo from his stab wound.
5) You WILL want to give up, many many times

The journey to Mount Doom (acquisition, IPO, sell) is never easy and is most definitely lined with much self-doubt and difficulty. But if you follow my previous 4 points, it will definitely make the journey more bearable and achievable.
I hope this adds some perspective to you whenever you are down and out and can always look upon the awesomeness of the greatest journey of all time, and I wish you all the best in destroying the ring (and providing value to mankind)!