How to sell your company for a $100 million while working nine-to-five with three kids.

Kirill Zubovsky
Rad Dad Show
Published in
4 min readJan 11, 2018

Matt Shobe is a father of 3 boys, a serial entrepreneur, a private pilot and a rad dad, who came to my Rad Dad podcast to talk about startups and what it takes to have a happy family while you are busy building a rocket ship.

The full Q&A transcript of this episode can be found on Smash Notes.

How to manage family a life without going crazy?

It is difficult to raise kids as it is, but life with kids adds various degrees of difficulties. No one has the silver bullet. The ability to specialize could be really helpful — one person with the highest earning potential goes to work, while the other stays home to manage the family. For Matt and his wife that meant he went to do startups. Of course, this wouldn’t work for every family in every situation, and you have to figure out what’s right for you.

How to be 100% present with kids and at 100% at work.

Matt recommends locking in hours when you are 100% available for work, then drawing a line to be 100% available for your family and/or outside interests. Of course sometimes important and urgent tasks take priority, but this hard helps to be the most present parent, and to be an accountable and responsible coworker.

How to turn daily commute into a superpower.

Set a predictable schedule and commute routine. Schedule will let others know when to expect you and remove the ambiguity of whether daddy is coming home for dinner. Meanwhile, a routine commute could be a great time to listen to books, podcast, to learn new stuff, or to exercise. In Matt’s case, he bikes to work — Not only is it an excellent way to setup guard rails for your work and home life, if you get a bike or otherwise exercise during your commute, it is a way to stay healthy and in shape.

What is it like to have a newborn child?

The day your first child is born you remember very clearly. There is no guide for you, and the best you can do is look for patters of behavior you have seen and imitate that, or look at your parents and do what they did well. Pattern matching can be incredibly helpful in life.

The day your first child is born you remember very clearly. There is no guide.

Among the 4 cofounders of Feedburner all had kids so they all had empathy for each other. Everyone understood the physical and emotional burden that kids took on life. Most people are more productive with good rest and these guys actually encouraged each other to take breaks and not work themselves to death.

How to delegate work like a pro.

At all of their startups, Matt took on design, their CTO did the code, Dick did all the CEO sales stuff. It was important that everyone could contribute and be heard, but time was precious and it was best spent focused. Common cultural ground kept the team productive, and when in need, they could all cover for each other and strike a good balance in the down time to recover and spend more time with the family.

“Don’t spend your day doing whatever. Spend 6–8 hours focused on work and then do something else. Both activities will benefit greatly.” — Matt

How do you help your kids succeed in work and in life?

If you want to help your kids solve problems, try not to do it FOR them, instead help them to understand the problem better and give them the tools to get the right the answer on their own. Offer choices, instead of giving directives.

Offer choices, instead of giving directives.

Sometimes you might have to call their bluff, and gently push your kids to at least try something they might pursue, but let them have fun and pick what it will be. If you have more than one kid, they might very well be different people wanting different choices, and that is okay.

What advice would you give to new parents doing their startups?

Take advantage of whatever resources will help you as a couple prepare. Your hospital, community centre, library… find something that works for you. Once the baby comes you will be busy and it is good to know what you both want to do with work and kids. Have a plan on who is doing what; who is making money, who is changing diapers…etc. Be honest and transparent with each other. Find down time to rest.

Found this interesting and want to get inspired? Excellent!

If you are interested in the debate about working yourself to death vs. having a family, Sarah Lacy talks about the conundrum of Silicon Valley startup expectations and parenting life. Check out my review if you are curious, listen to the podcast summary, or read her book.

If you want to hear one dad’s opinion on how giving choices can lead to an amazingly creative and prosperous life, check out this interview with Michael Parenteau and hear his story about raising a daughter while paying for the living with art. Yes you can!

Lastly, if you like this and want to hear more, please follow me on twitter @kirillzubovsky or just follow the show’s twitter @RadDadShow. See you around!

❤ from Seattle. Kirill Zubovsky

Originally published at www.raddadshow.com.

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Kirill Zubovsky
Rad Dad Show

Entrepreneur, Dad. Currently working on SmashNotes.com and a few other projects. For details, check out kirillzubovsky.com