This topic already has me laughing and stressing while I sit here still in Vermont with cream cheese drying on my shirt from a hard goodbye with the kids today. Our family was supposed to be in Portland, where the kids could see our old stomping grounds while we combined a work trip with a family adventure. Something we’ve all become fond of doing together.
Carina hatched the plan to bring the kids out to Portland for the MADE bike show and an offsite with our brand director Mark. When she pitched it, I was like, "Yeah, that sounds great." Because if you're a parent, you know those last few weeks of summer? They're camp-free chaos. Heading back to Portland, where we lived for 10 years and still have friends, meant we could call in some babysitting favors and blend work and life in the best way.
Almost as fast as the trip came together (booked flights less than two weeks ago), it unraveled. Our daughter got sick, and we realized pushing her on a cross-country trip right before the first week of 2nd grade? Not a great idea.
Pulling the plug on the trip feels like the perfect metaphor for our lives as parents and business owners. It's a blend of stress and joy we know all too well.
We started the Founders’ Series because we believe in keeping it real. There’s a tendency in entrepreneurship and parenting alike to showcase only the polished version. The milestones hit, the smiling photos, the neat little wins. But behind all that are the moments of mess, uncertainty, and compromise. And those moments matter just as much.
The concept of “work-life balance” is often portrayed as a serene scale with everything perfectly in its place and often separated. Clock out at 5pm, slide into family time, sleep, repeat. I don’t love that phrase. Work is life. Look at your waking hours, we work to an alarming degree. So for me, work has to bring joy. It’s part of the life we’re building, not separate from it. Balance, in that sense, isn’t fixed. It’s dynamic. It’s motion. It’s reacting, failing, recalibrating, and adapting to whatever comes your way. That’s where grit grows. And I’d like to think that’s where we build some good character too, as people, as parents, as partners.
If someone asked me what I love most about being a parent and business owner, I'd say: flexibility. But not the kind you’re possibly thinking of, like working remotely or swapping in when the kids are sick. Those are great too but it’s the deeper flexibility. It’s the chance to intentionally align our work with our values as parents.
This topic already has me laughing and stressing while I sit here still in Vermont with cream cheese drying on my shirt from a hard goodbye with the kids today. Our family was supposed to be in Portland, where the kids could see our old stomping grounds while we combined a work trip with a family adventure. Something we’ve all become fond of doing together.
Carina hatched the plan to bring the kids out to Portland for the MADE bike show and an offsite with our brand director Mark. When she pitched it, I was like, "Yeah, that sounds great." Because if you're a parent, you know those last few weeks of summer? They're camp-free chaos. Heading back to Portland, where we lived for 10 years and still have friends, meant we could call in some babysitting favors and blend work and life in the best way.
Almost as fast as the trip came together (booked flights less than two weeks ago), it unraveled. Our daughter got sick, and we realized pushing her on a cross-country trip right before the first week of 2nd grade? Not a great idea.
Pulling the plug on the trip feels like the perfect metaphor for our lives as parents and business owners. It's a blend of stress and joy we know all too well.
We started the Founders’ Series because we believe in keeping it real. There’s a tendency in entrepreneurship and parenting alike to showcase only the polished version. The milestones hit, the smiling photos, the neat little wins. But behind all that are the moments of mess, uncertainty, and compromise. And those moments matter just as much.
The concept of “work-life balance” is often portrayed as a serene scale with everything perfectly in its place and often separated. Clock out at 5pm, slide into family time, sleep, repeat. I don’t love that phrase. Work is life. Look at your waking hours, we work to an alarming degree. So for me, work has to bring joy. It’s part of the life we’re building, not separate from it. Balance, in that sense, isn’t fixed. It’s dynamic. It’s motion. It’s reacting, failing, recalibrating, and adapting to whatever comes your way. That’s where grit grows. And I’d like to think that’s where we build some good character too, as people, as parents, as partners.
If someone asked me what I love most about being a parent and business owner, I'd say: flexibility. But not the kind you’re possibly thinking of, like working remotely or swapping in when the kids are sick. Those are great too but it’s the deeper flexibility. It’s the chance to intentionally align our work with our values as parents.
Rob
August 22, 2025
Wonderfully written. Great combination of insight, honesty and humor. I love the picture of ‘work-life balance’ as dynamic blending of chaos. And the insight of ‘balance is not a destination, it’s a discipline’. Well done Robby!