Site icon David DeWolf

Hello, World!

It’s been 6 months since I announced my departure from 3Pillar, the product development company I founded in 2006 and led as CEO through the end of 2022. As I’ve been reaching out to respected contacts and reengaging with old friends and colleagues, I’ve heard 2 questions far more frequently than any others: “What have you been up to?” and “What’re you going to do next?”  

I’ll take the easier of the two questions first, because it’s the only one that I can concretely answer at this point. 

What Have I Been Up To? R&R + Planes, Trains, & Automobiles

I spent the first three months of the year focusing on the 3 Rs: resting, refreshing, and recharging. I also traveled quite a bit and spent more time with family and friends than I have in at least the last three years combined. 

Travel and new experiences always have a way of giving me fresh perspective, so here’s a quick rundown of the travel itinerary the first few months of my sabbatical. 

Immediately after I stepped down, Teresa and I visited the Holy Land, which had been a life-long desire for me and was a truly life-changing experience on a number of levels: spiritual, emotional, and yes, even marital. 

Getting to travel together to the holy sites where Jesus’ life both began and ended turned my faith from what felt like a believable dream to a tangible memory. The trip helped me make a hard reset, transitioning from consumed by business to consumed by faith and family. It strengthened my faith, my marriage and my conviction to spend the first part of this year focused on my faith and the relationships that I’d underinvested in while building 3Pillar.   

Over the course of the first four months of the year I continued to travel. I took a guys trip to Ireland for St. Patrick’s day and attended the Final 4 in Houston with my sons. Walking away from work and spending time with family and friends was refreshing. I was able to decompress and gain perspective. It was good for my soul. 

I capped off my “time off” by going on an 8 day silent retreat. It sounds scary, but, it was fabulous. Silence is a lost art. I was able to get away from the noise, spend significant time in prayer and really ponder and begin to frame what is next. 

Reflecting on Where We’ve Been & What’s Next

As we’ve settled back in from all our travels and prepped for a summer full of family activities, I’ve been slowly reengaging with the market as I begin to ponder that 2nd question: “What are you going to do next?”

To get there, I’ve been reading voraciously and meeting with contacts whose opinions I value and respect to get their input. I’ve also been doing some consulting for fellow executives to help them hone in on things like their company’s core values, purpose, vision and strategy. This work has not only been energizing, it has proved insightful and helped uncover what I think are potential opportunity spaces to help companies improve operations with the right mix of technology, human insight, and ingenuity. 

Now, I’m a firm believer in the Kierkegaard quote that “Life can only be understood by looking backward, but it must be lived looking forward.” To that end, here are some of the overriding emotions I’ve been feeling and the biggest takeaways I’ve had after spending several months reflecting on my time leading 3Pillar and thinking about what’s next:  

What does all this have to say about what’s next? Well, for now, I suppose it says that the wheels are turning about what shape my next great adventure will take. As I have more specific news to share, I’ll do so here on the blog and in my usual channels like LinkedIn. 

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