Endgame: Prep Your Company for the $100 Million Exit with Craig Slayter


Guest: Craig Slayter
Co-Founder & First CEO of Odesk (Upwork), CEO, Founder & MNA Executive

Listen to this episode (0:46:41)

How do you prepare your company for a $100 million exit? Craig Slayter draws on more than 30 years of experience as a Silicon Valley start-up entrepreneur, CEO, founder, general manager, and MNA executive. He has personally raised over $50 million in venture capital funding. The first company he founded at the age of 31 was SoftStyle, an embedded software company, which he sold 5 years later to Phoenix Technologies, where he participated in taking that company public.

He has assessed hundreds of companies for potential acquisition, and participated in acquisitions ranging from $5 million to over $100 million. Heโ€™s also the co-founder and first CEO of oDesk, which is now Upwork, the worldโ€™s largest freelance marketplace. Jeffrey Slayter interviews Craig Slayter, his father, to share his experiences and exit plans with game-changing and innovative entrepreneurs.


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This podcast is brought to you by: The Entrepreneur Elders Group


An experiential mastermind to find your entrepreneurial edge, through adventure challenges with peers that will take you through the layers of reality as you know them.

Find out more here: http://thejeffreyslaytershow.com/apply-to-eeg

What was your favorite quote or lesson from this episode? Please let me know in the comments!

Time-Stamped Show Notes

[00:00] Introduction of Craig Slayter, his professional background and experience.

[01:50] Craig Slayter shares the story of what he learned about the exit when it came time to sell his very first company. He advises entrepreneurs to start your business with the exit in mind.

[03:42] One of the biggest mistakes entrepreneurs make is messy capital structures that require cleaning up when itโ€™s time to exit.

[06:30] The difference and importance between finding businesses to sell and businesses which are saleable.

[10:00] Minimizing the risks your buyer is trying to avoid will strengthen your company and lead to a much higher amount of money.

[13:56] Craig Slayter answers questions about business founders who think of their businesses as their babies and have a hard time separating their own identity. This makes selling the business harder than it has to be.

[17:14] Common sense answers and valuable ideas to assess individual business situations.

[21:53] The importance of retaining enough equity as you can while still giving up enough to attract others to the business.

[25:36] Sharing some of his own experiences, Craig Slayter discusses the importance of having a proper cap structure from the very beginning of setting up a new business.

[26:25] Red flags of companies without strategic planning.

[32:50] A strong management team adds value. Top talent attracts venture capitalists and makes for a better acquisition.

[37:10] Focusing on a strategic plan to create the value needed for a desired exit and creating the management structure and capital that allow the completion of the plan.

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iTunes Reviews

Best show hands down!!!

08/08/2017 6:57 PM by Ian D Tran from Australia

Been listening to this show, on my 1 hour drives to work. The nuggets and wisdom this show delivers is next level!!! ๐Ÿ˜๐Ÿ˜๐Ÿ˜

Next Level

03/15/2017 2:19 AM by StewRobertson from Australia

I'm currently working with Jeff in his Mentorship and have recently experienced different courses which have allowed me to find Clarity on my Vision & Message in my Business. I'am now applying all the Knowledge, Systems that Jeff has Passionaltely shared.. I have never met a Man so well integrated in his Mind & his Heart which he then delivers in a cutting edge way! Thanks brother!

Embodied sage

03/07/2017 8:07 PM by Onelovee.. from Australia

Jeff has an amazing ability to be able to make something so difficult seem so simple, through his words and experiences he shares. Such a great podcast, so much value to be gained.

Jeffrey's inside my head..!

03/04/2017 3:13 PM by Rossco Paddison from Australia

Try finding a business lifestyle podcast that knows you better than you know yourself... This is it!


03/02/2017 3:54 AM by Jase Webster from Australia

Jeffrey has been a great mentor of mine & has opened up doorways that I could never imagined myself stepping through. This man has so much to give for the betterment of humanity & our planet whilst been a kickarse entrepreneur. Thanks brother enjoying the show

Highly recommend

03/01/2017 11:51 PM by Amylauren215 from Australia

Awesome content and insights, thanks for sharing Jeff ๐ŸŒŸ

Freaking love this guy!

02/28/2017 10:35 PM by Nuzzi1 from Australia

Jeffrey is an amazing speaker and is so profoundly awake. I love his ambition to shift the world and bring value to the lives of others. You will not be disappointed with this show.

Founder & CEO, Global Impact Group, Purpose Ventures & Worldbridgers

02/27/2017 7:51 PM by Kana Lea * from Australia

Jeff is one of the most heart-centred purpose entrepreneurs, coaches & servant leaders within our generation. The launch of this podcast is such a gift to this world ! ๐Ÿ™‚ Keep up the great work brother, it is a blessing and honour to walk with you. Lifetimes long

For Conscious Entrepreneurs

02/27/2017 6:00 PM by Mark P Watts from Australia

Jeff has been and continues to be a great mentor for me and my partner as we create our conscious love offering to share with the world. Having had the blessing of hearing Jeff speak live numerous times, I'm excited he's made the decision to connect via this digital medium. For entrepreneurs who are choosing to be the game changers at the highest level, I guarantee you will get many take aways from listening to these conversations with Jeff and his guests.

A priceless resource for conscious enrepreneurs

02/27/2017 5:59 PM by Helle Weston from Australia

Jeffrey and his guests offer a refreshing, honest look at conscious entrepreneurship - taking us behind the curtain to explore what truly works and how we can step up as awakening leaders. If you're a way-shower committed to creating big impact in the world, you'll find lots of golden nuggets of wisdom in these episodes!

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