Seeking Excellence
Politics • Spirituality/Belief • Lifestyle
Choose To Hike The Mountain
-- getting out of your comfort zone
November 08, 2023
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This article was originally shared on Seeking Excellence Blog in December of '21.  We thought we'd bring it back around for you today - as a reminder to get out of your comfort zones, enjoy life, and hike the mountain. 
 
Choose To Hike The Mountain
 
Isn’t it crazy how different a certain thing can look from a different perspective? Our experience of life is so profoundly based upon not just where we stand, but where we choose to look. As a society, and even as a Church, we have lost our inclination to look for beauty in the world around us. Our planet, our lives, and our reality are all constantly changing. If we don’t start to pay attention, this sweet, short life of ours will just pass us by.

 

It’s time we become more intentional about the direction of our gaze.

I recently spent four days in the beautiful mountains of Breckenridge, Colorado. I was awe-struck by the views I saw from 13,500 feet above sea level. The mountains, the lakes, and the wildlife were all so foreign to this northeastern boy. I was there for a bachelor party. My friend, Matt, and I woke up earlier than most on Saturday morning and decided to go for a hike while some slept in, and others nursed the combination of a hang over and altitude sickness. We made the intentional choice to rise up and make the hike that morning, and we were the only two who left that weekend having seen the magnificent view from the peak of that mountain.

The view from our Airbnb was pretty amazing, and some were satisfied with that, but Matt and I have always been more adventurous. We’ve always had an internal drive and we have always been willing to push ourselves, and each other, to really see what we were capable of accomplishing. The view from the top of the peak revealed another town settled into the valley. There was a lake off in the distance that capped it off. It was the best view of the weekend, but the prerequisite to seeing it was a willingness to hike the mountain.

To be honest with you, I hadn’t planned to go up the mountain that morning. I was going to simply walk down to a lookout I had seen the night before and pray the rosary. Seems like a good idea, right? Go down to where I’m comfortable and recite some prayers. Does that sound familiar? I had made a commitment to myself that I wasn’t going to do anything Army related for a year after getting out last August. As fate would have it, I had just passed my one-year mark. This meant it was time to re-live those arduous days of mountain phase of Ranger School and the unforgettable days spent in the mountains of Afghanistan.

God, through Matt, sent me the audible that morning. It was a living example of our need to journey with others, even when we aren’t prepared for it. As Matt and I got down to the lookout, he asked if I wanted to make the climb up to the top. I agreed, despite the fact that I was wearing my somewhat nice jeans and had brought no water.

Naturally, the climb was much steeper than we expected. He’s in much better shape than I currently am, so he seemed to quickly scurry up what we had referred to as a hill in our earlier underestimation. When we got to the top, we just took in the view for a bit. I loved the fresh air and unbelievable 360 view of God’s glorious accomplishments. Even though we hadn’t seen each other in three years, we proceeded to have a deep heart to heart conversation. We shared the highs and lows of our current seasons in life. It was awesome, but it never would’ve happened if I had not had the willingness to hike the mountain.

God is calling each one of us to leave our comfort zones in order to experience His love in a new and powerful way. This doesn’t mean that we stop going to mass or praying the rosary, but we also have to leave space for the ingenuity of our imaginative Creator. He is pursuing your heart like a romantic young man pursues the woman he loves. This can be done through routine and normalcy, but God does like to keep things exciting. Life with Him is meant to be a wonderful adventure. And He will make it so as long as you are willing to drop your plans and hike the mountain, despite how unprepared you might feel.

I spent that weekend in Breckenridge with 12 men in a huge Airbnb tucked into the mountainside. Tomorrow, I will be staying in a bayside resort in Florida by myself. It will be the beginning of a six-day writing trip and retreat away from the world. I can’t wait to be even further won over by the beauty of God’s creation. From the mountains of Colorado, to the lakes of the Carolinas, to the beaches of Florida, this year God has shown me the marvels of His creation in a big way.

The truth is that we don’t have to spend big money to go on fancy trips to see the beauty of what God has created, or to experience adventure with Him. We can also see it in the laugh of a child, in the smile of a loved one, or in the eyes of our beloved. We can also see Him in the hope of those who suffer, in the resilient joy of those who are in the midst of mourning, and in the trusting faith of those who are in uncertain times.

Each day we have the opportunity to stop and smell the proverbial roses. We can appreciate the weather. We can thank God for the beauty of the trees and the clouds. We can delight in the time we spend petting a dog or receiving a smile and wave from a neighbor.

We, as Christian people, ought to enjoy this life.

We should enjoy life even through a pandemic. We should enjoy life even through an election year. We should enjoy life even though there is rioting and looting. We should enjoy life even in a polarized nation. We should enjoy life no matter what the circumstances.

As we do, though, our faith actually ought to push us even further. We shouldn’t just enjoy life for our own sake, but we should strive to make life more enjoyable for others.

When we choose to be the people who will go the extra mile, who will hike to the mountain top to soak in the beauty, who will allow ourselves to be transformed by gratitude and joy, we become beacons of hope and light in this dark world. This is what makes us, the Church, attractive to the world. Our beauty is what makes the truth and goodness so appealing.

There is nothing more captivating than holiness and virtue. The grace of God can and will transform us into the beautiful people we were created to be. He wants us to be His serving hands, His listening ears, His mouths that utter encouraging words during these unpredictable times. Sadly, however, many of us have lost our way and fallen into the same despair that’s promulgated by the world we live in. We are unwilling to adapt and change, to leave our nets behind and start a new journey with our Lord. God is so eager to use us if only we will fully trust in Him.

Brothers and sisters, in a time when all will point out all the bad that is happening, may there always be at least one of us present to point to the good. We all have a mountain to hike, an adventure to live. It may not be what we expected, we may feel unprepared, but God will give us the grace, the strength, and the right people around us so that we can successfully make the climb.

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What It's Like Working At The Best Company In The World
An Honest Reflection On Five Years Of Working At Hallow

“You have the coolest job in the world.”

I know I do. And I’m very blessed to have it. Today, I want to share with you my journey of coming to Hallow, what the last five years have been like, what I love, what I don’t love, and where I hope it goes from here.

This Substack is reader-supported. To receive new posts and support my work, consider becoming a free or paid subscriber.

 
 
 

For those who don’t know, Hallow is the #1 prayer app in the world. With over 1.5 BILLION prayers prayed through the app, it has had an immense impact on the life of the Church and the world at large.

 

My Journey to Hallow

My journey to Hallow really began when I was 13 years old, which was 11 years before Hallow was founded. In 8th grade, I decided to join the Catholic Church, becoming the first Catholic in either of my families. I went from my Catholic grade school to my Catholic high school, where I met a boy who would become one of my best friends for life.

His name was Alessandro DiSanto, the Italian stallion of my high school friend group. Alessandro, or Sandro as we called him, was at the top of our class (#2 to be exact, a fact we don’t let him forget), played soccer, played music, and was a favorite of all of our teachers.

I, on the other hand, earned myself 21 detentions in the first two years of high school, along with an in-school suspension to top it off. This all paled in comparison to the legal trouble I risked getting myself in on a regular basis. From taking illegal drugs to school to joyriding without a license, I was living on the wild side while Alessandro studied hard and spent summers at programs for prospective students at Harvard.

And yet, in our free time, we spent a lot of time together. More and more every year, leading to a deep bond that continued through college and beyond.

 

We visited each other at our respective colleges and in our early careers in the heart of Manhattan and at Fort Benning, GA. I’ll let you guess who went where.

We served as groomsmen in each other’s weddings and are now honored to be godfathers to each other’s children. I think few people are blessed with the type of friendship that he and I have, and it is not one that I take for granted.

I know this isn’t a reflection on friendship, but I’m going somewhere with this.

 

I began my career in the Infantry. Alessandro attended my Ranger School graduation. Then I went on to serve in the historically awesome 82nd Airborne Division in Fort Bragg, North Carolina. I deployed to Afghanistan, and we stayed in touch. Upon returning from deployment, I remember Alessandro floating the idea of starting a prayer app with me during a casual phone call.

I thought it was awesome—something that could really impact a lot of people’s lives. After all, my journey from a habitual rule-breaking teenager to a faithful Catholic was made possible largely due to the gift of prayer. It absolutely changed my life. And I knew most people did not know how to do it, especially in any meaningful or transformative way.

He goes on to quit his job to go all in on this thing—an idea that we all thought was crazy at the time. I decided that year, in late 2018, to get out of the Army the following year. Hallow launched in December of 2018, and they were off to the races. At this point, I never thought working for Hallow would be in my future.

I took a job as a Parish Consultant at the Dynamic Catholic Institute. I absolutely loved it and thought I’d work there until my death. Funny enough, I never made it to my one-year anniversary. This was mostly because of two reasons:

  1. The Dynamic Parish program was ending as we knew it. I was offered a job in Development or a severance package. I took the latter because

  2. I met a very special lady who would become my wife. She lived in Atchison, KS (yikes), and I knew if I took the Development role there was a high likelihood that I’d rarely get to see her, let alone actually discern marriage.

This led to my greatest act of sacrificial love in my lifetime—moving to Kansas to date my future wife in person. I took a job at the incredible Benedictine College, which came with a generous 53% paycut. The downgrade from my beloved Cincinnati apartment to a rugged combination of freshman dorm rooms, wrongly referred to as an apartment in Newman Hall, was the greater sacrifice. But now I have kids, and we’re happily married, and yada yada yada, it worked out :)

But it most certainly was not my long-term career. I love Benedictine College, but that year was the worst year of my life since Ranger School. I missed the two weeks of training due to my start date, Covid rules had to be enforced, I missed homecoming for Alessandro’s wedding (worth it, did you see the photo?), and tore my achilles playing basketball with students in January.

After those wonderful six months, I was ready for my next move. I applied to the Augustine Institute and was offered a full scholarship and a job. Finally, it felt like my future Catholic career was back on track. I called Alessandro to give him an update on my life. He suggested a phone call with Alex Jones, CEO of Hallow, whom I had met several times by now.

Alex is incredibly to the point. After a few minutes, he hit me with, “Why don’t you just come work for us?”

I paused, utterly confused. “Uhh, and do what?” I said in reply. Mind you, at this point in my life, I’m an Infantry Officer with 18 months of experience in ministry. I have no idea how a start-up works, no knowledge of software development, and a voice not nearly as sexy as Francis’ (if you know you know). Therefore, I have no clue what I could possibly contribute.

“We’re starting a sales team”, he told me. And I immediately lit up. Now THAT I can do!! I was over the moon. Luckily for me, Hallow was still very uncertain and just crawling out of the “only our friends want to work here” stage. I don’t think I’d ever get hired here today, especially not just off the street like I was then.

So that’s how it began—I was the first Sales Lead (now Partnership Executive) at Hallow, starting in July of 2021. I was the 18th employee at the company and the third on the B2B Team (the other two pictured below). Alessandro became my boss. And our goal was to partner with schools and parishes to accelerate both Hallow's business growth and its mission.

 

My Career at Hallow

The last five years have been nothing if not insane. I had an unfathomable number of things to learn. What is ARR? How do you best structure a sales call? And what in the hell is an illo? Hallow seemed to have its own language—mirroring the Army's culture. But here, there was no ROTC or any real onboarding. I was immediately seen as a leader, especially after we started hiring more people in the coming months, who looked to me as a veteran on the team despite not being halfway to my one-year anniversary.

We had some solid growth in the first two quarters, then got absolutely annihilated for two quarters. I started updating my resumé and casually applying to places. I even had an interview. We were seriously wondering if this whole B2B sales thing would work at all.

The panic was followed by great success in the second half of 2022. Things were really picking up steam. We made some incredible hires in 2023. We started working more intentionally with parishes. Then, in 2024, my role really began to change.

I was promoted first to Senior Partnership Executive. That summer, I was made the Associate Sales Manager. I held that role for about 9 months before being promoted to Sales Manager and entering full-time leadership. About 9 months after that, I was promoted to my current role as Senior Sales Manager, where I now manage Regional Sales Leaders, who manage Partnership Executives and the overall sales of their region.


One of my greatest career desires has been to do something only a small percentage of people can do. Anyone can take orders at McDonald’s. Most people can do basic corporate jobs. Even after a few years as an Infantry Officer, I came to realize that our time of war was coming to an end and that the Army didn’t really need Nathan Crankfield.

In contrast, my current position fully checks that box. I’m certainly not the only person who could do it, but I think I’m one of only a few who could do it well. It requires a unique combination of leadership skills, passion for the Church and her mission, and a love for sales and business development.

That is not something I take for granted.

The B2B team of 3 has grown to 70, with much more expansion ahead of us.

 

The Good, The Bad, and The Ugly of Working Here

First, I’ll answer the general and most common question I receive, which is: What has been your experience working at Hallow?

Then I’ll hit you with some more rapid-fire FAQs.

I do not exaggerate when I say that Hallow is the greatest company in the world. While the two men pictured above (Alessandro and Alex) drive me absolutely nuts sometimes, they, along with the third cofounder, Erich Kerekes, have built an absolutely incredible company. Their leadership, vision, and example have created a culture that I believe to be second to none.

They seek to create a job that will be “the best job you’ve ever had and the hardest job you’ve ever had”. Alex has made it very clear to the team over the years that he did not seek to make the best Catholic app in the world, but rather one of the best apps in the world, period. We don’t want to just be the best Catholic company in the world, but the best company in the world.

Plenty of people will say we are not that, but it is the goal. And while I haven’t worked at every company in the world, I do believe Hallow is the best company for me and for people like me.

What I love

I chose to join the Army because I wanted to become an Infantryman. I chose to become an Infantryman because I wanted to go to Ranger School. And I wanted to go to Ranger School to see if I had what it takes to be elite.

Most veterans struggle in their post-military careers because they lose their sense of mission, purpose, and teamwork. And many of us miss working with a fully dedicated team that seeks to maintain really high standards. I am blessed to have found all of these things at Hallow.

Our mission is to help people pray. And we’ve been able to, by the grace of God, do that on a really large scale and in a really deep, sometimes life-saving way. We’ve received countless testimonies and hundreds of thousands of five-star reviews that recount how Hallow has helped save marriages, break addictions, and end suicidal thoughts.

We have kids who tell us they now believe God is real as a result of praying with Hallow in their classroom. We have parents who say they’ve never felt closer to God and to their children since learning how to pray with them through the app. One parish reported to us that 25% of their OCIA class this year said they were there because of Hallow.

Outside of the priesthood, I don’t know how I could have found more meaning and purpose in my work.

That being said, you can do great work for the Gospel and for people in many roles in the Church. What sets Hallow apart is our true commitment to excellence. Many ministries and parts of the Church operate more as a government bureaucracy than a fast-moving startup dedicated to success. It’s the difference between being in the Army Rangers and working for the IRS. Both are government jobs. One is ruthlessly committed to high standards and accomplishing the mission, while the other is a place where many people go to collect a paycheck.

Don’t get me wrong, there are many incredible people doing amazing things in the Church. But some of you who have worked for the Church or a nonprofit know exactly what I mean. Dynamic Catholic, in my opinion, is in a pretty high tier in this regard. It was hard work there, but it wasn’t this hard. And I really like hard work, which is part of why I really like Hallow.

Lastly, the culture that this creates is also really amazing. This is especially true on our sales team. We can earn a great income from our work while serving an incredibly important mission. Usually, people see those two as opposing each other and accept that they have to choose one or the other.

One bonus one: I can’t lie, I love the prestige of it all. Hallow is the New York Yankees, the Los Angeles Lakers, or the Dallas Cowboys of Catholic organizations. When I worked for Dynamic Catholic, most practicing Catholics knew of the organization or of Matthew Kelly, its founder. But roughly 13 non-Catholics are aware of the company.

Working for Hallow is in another statosphere. Whether it’s at the gym, on a flight, or at the barber shop, it seems like half the population perks up with recognition when I tell them where I work. It’s awesome.

What I don’t love

I have a love-hate relationship with working for a startup. If you’ve ever watched the dramatic television shows or movies about the early days at Spotify, Apple, or Uber, you get a sense of how hectic life at a startup can be.

Many jobs say they’re fast-paced, but few really mean it to this extent. Going from a 250-year-old organization like the Army, filled with rules, regulations, and set expectations, to something like this has been the ultimate whirlwind. I love it for all the reasons I listed above, but it’s not without its challenges.

Some people simply don’t like that we don’t have everything figured out. We change A LOT of things very frequently. These constant pivots can cause emotional and mental whiplash, which can be quite unpleasant. We constantly face new problems and communication breakdowns. We scale too fast and still have pretty crappy onboarding after all these years.

Hallow expects a lot out of you. This is not a place to come get a remote job and coast. We don’t track your hours or see if you’re constantly online from 9-5. It’s an organization for adults. We expect great work from you, which, especially on the B2B team, is pretty easy to measure by your results.

If you simply love Jesus and want to work somewhere that “aligns with your values”, this probably isn’t for you any more than Navy SEALs’ hell week is for people who love the beach.

 

Frequently Asked Questions

Do I have to be Catholic to work at Hallow?

No, you do not! We actually have a pretty diverse team when it comes to religion. Most are Christian, but there are certainly non-Catholics! Should you become Catholic? Yes, but that’s a topic for another time :)

How does Hallow’s mission show up in the day-to-day work culture, or does it just live in the marketing?

We pray together. We celebrate Mass together when we’re in person. We have daily rosaries together — all of which are optional. We also have an annual spiritual development stipend, which is extremely generous. We get free tickets to the bi-annual Summit. Hallow offers exceptional benefits, including baby bonuses, unlimited PTO, caretaker leave, bereavement leave, and more.

Is this a stable company or an early-stage startup where my job could disappear in six months?

Nobody has ever lost their job in six months except for serious underperformance. At a startup, the future is definitely unknown. But that’s true at any company or in any industry. I feel very comfortable in my job security and think most strong performers feel the same.

What does compensation look like compared to a non-mission-driven tech company? Am I taking a pay cut to work here?

I think it’s true that many people here could make more money elsewhere in the secular world and that very few, if any of us, would make more in the Catholic world. Software developers at X make more than ours, and probably work 3x as many hours. Most people working in parish life probably make less than our parish leads. So it’s somewhere in that range. Illinois law requires we post the pay scale of each role in the listing, so it’s never a secret!

Is this a remote, hybrid, or in-office environment, and where is the team actually based?

We have an office in Chicago, but nearly every role is offered remotely. The exceptions to this are most commonly on the international team, where you do need to live in the country you serve most of the time. Our B2B team is national, but we becoming more intentional at hiring people who live in the region where they will work.

What does growth and career development look like here? Is there a real path upward, or does the small team limit that?

It is my personal belief that we are just getting started. I think there is plenty of room for growth at Hallow, but that also looks different for every role. On B2B, we have a long way to go and many leadership opportunities. If anything, we’re trying to avoid promoting people far before they are ready for more responsibility. And we heavily prefer to promote from within.

What is the leadership team actually like to work for day to day? How accessible are the founders?

When I worked at Dynamic Catholic, I was legitimately never introduced to Matthew Kelly. At Hallow, every one of my employees has a monthly meeting with our CEO and our team of 15 to share their learnings and concerns, or ask questions. Our Head of Sales and CFO are also extremely accessible. Everyone is reachable via Slack if one prefers a private conversation.

How do you balance the commercial pressure of being a venture-backed startup with staying true to the mission?

This really isn’t as hard as some make it out to be. When we accomplish our mission of helping more people pray, we also grow as a business. I am personally a big proponent of morally strong Capitalism. I think that people with well-formed consciences can do great things for the world while becoming extremely profitable. The two don’t often contradict each other.

But they might sometimes. Hallow is most often criticized for trying new things—and we will never get it 100% right. You have many Monday morning quarterbacks who evaluate a decision long after it has been made and deem it unacceptable. Hallow tries new things to carry out the New Evangelization. Mistakes are inevitable, and we always strive to learn and improve from them.

Can you connect me with “x” person at the company?

Honestly, probably not. We receive a lot of applications. Like, an insane amount of applications. I recently went on our applicant management system and saw this:

 

48,000 applications all time. That works out to 6,400 per year — and they really didn’t hire anybody for the first 2.5 years, so it’s closer to 9,600 per year. That’s about 26 a day. It’s an amazing gift, but it makes hiring really hard. I appreciate your effort to reach out via LinkedIn, email, or text to those you know.

We really aren’t trying to be rude when we decline your request for a call or connection. One summer, we had 7,000 applicants. I legit could’ve made a full-time out of the requests I got for 30-minute phone calls to learn about my experience at Hallow. That’s why I spent 2-hours writing this article to help save the several hours a month I spend on those phone calls.

How do I make my application stand out?

If you majored in the Psychology of Sea Turtles and have worked at Starbucks the last few years since graduation, I really don’t know what to tell you.

If you have relevant experience and a real desire to work in the role you applied to, here is what I honestly think helps people stand out when I’m sorting through 500 applications:

There are two questions at the top of each application. The first is “Why do you want to work at Hallow?” The second is “Why are you a good fit for this role?”

This is my personal perspective, but I see the first question being about what draws you to Hallow’s mission, culture, and structure. If you just list things about you, then you’re kind of missing the boat. It’s a place, especially when applying to a sales role, to sell me on your love for Hallow. This will drive your success in sales, so it’s very important.

The second question (again, just my opinion) is where you begin to sell yourself. Why are you a good fit for this specific role? The question is not “why are you a good fit to work at a Catholic company?” Therefore, telling me about how important your faith is to you is insufficient. That’s a great thing to hear, but that doesn’t necessarily make you a strong fit for a sales role. I want to build an elite sales team. There are many faithful, wonderful Christians who are not a good fit for sales. Convince me that you are not one of them.

Conclusion

Working at Hallow is amazing. If you’re interested, apply. The best way to discern if something is for you is to take a shot at it. If you don’t apply, please don’t ask any employee to take the time to learn about the company. I know it sounds tough, but most of us really do work about 1.5 jobs at a time to keep this going with such a small team.

If you don’t want to take the time to fill out the application, we probably don’t want to take the time to talk you through all the things you already know about the company. I, however, am not the official spokesperson for all employees. And yet, I’ve never really found anyone who feels differently about this.

Apply! Give it a go. If you’re amazing, we’d love to have you. I hope this was helpful. If you have questions, leave them in the comments!

God bless you on your career journey. And please, pray for us!

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Why I'm Giving Up People Pleasing For The Month of May (And Maybe You Should Too)

I'm giving up at the end of this month. I know it sounds dramatic, but I've reached a dramatic point in my life.

It's been a tough year so far. Work has been very demanding, my son has been battling whooping cough for some 75+ days now, we have a teething baby, and we're still struggling to build community in our new city.

 

I started the year off strong, filled with that optimism and energy that hits every January 1st. My plan was to rejoin the 5am club, go deeper in my prayer life, and finally lose the weight I gained some five years ago when I tore my left achilles.

It was a great plan that got almost immediately upended. I got promoted at work, and was promptly told I needed to hire 7 new people. This meant Q1 went from being status quo to total chaos by the end of the first Monday of the new year. On top of that, several work trips got added to my schedule.

Whooping cough, along with stomach bugs and maybe the flu(?), also absolutely destroyed my agenda. I got so exhausted at one point in March that I thought it was borderline imprudent/illegal for me to be driving.

Life is hard - but that's honestly not the core of the issue when it comes to my seriously increased stress levels and unhappiness.

 



The truth is that I've let the secondary things drain time away from the primary things. I've failed to keep the main things the main things.

I've never considered myself too much of a people pleaser. How could I be one, when I so frequently (and sometimes intentionally) piss people off? I’m intentionally not nice. I aim to be kind, but I am not someone who walks around afraid to offend people. I still have that combination of East Coast ruggedness topped off with the US Army Infantry’s approach to dealing with people.

When the topic of people pleasing has come up in the past, I usually tune out. I don’t really care about being liked, or so I thought. After all, I am the man who does and says the hard things. And I am genuinely at peace knowing that there are people at the parish, at work, and online who dislike me for my allegiance to excellence and the truth.

But trying to be liked isn't the only form of people pleasing. I've learned that I am very defensive around my reputation in some ways. I've become a yes man and I hadn't even noticed in until now. I may think that I don’t care if people don’t like me, but that’s only true in certain circumstances. Let me explain.

Every year I set out a goal to say "no" more often. I simply get asked to do way too many things. This happens all the time in life, and especially within the Church. The same volunteers run every event. You help out at youth group, then you’re asked to coach basketball, then help with OCIA, then speak at the school and the parish, then run a men’s group — that’s the real story of my experience at our last parish.

The worst part is that every year I get better at saying no, but the demand increases as well. So while I'm accumulating reps of "no" at exponential rates, the requests are also growing at a number that outpaces my skill in rejection. And therefore, my busyness increases rather than decreases.

And nothing stresses me out more than spending time doing things that aren’t the primary things I know I am supposed to be doing. But apparently, I’m willing to misalign my priorities for the sake of pleasing others, even strangers.

 

I seem to really be bothered by the idea of people thinking any of the following:

-I am unwilling to make time for them

-I am incapable of doing more than I currently do

-I am unwilling to help them (or think I’m too good/important to help them)

But the reality is that, while the internet can do many great things, it also makes us way over connected and exposed. Speakers in the past never had 20 follow up DMs from people wanting more of their time. Back in the day, when people applied at a company in high demand, they just had to submit an application and try networking at events or through relationships. There was no LinkedIn and requests for 30 minute/phone zoom calls to “learn how to stand out”.

With all of these things, I am simply overwhelmed. Maybe it is that I have a lower capacity than I’d like to imagine. Perhaps I am selfish. Or maybe I’m just not managing my time well. I’m honestly not sure. I just know I’m stressed out, under-prayed, and overweight. And I’m tired of all of that.

So I'm taking a sabbatical this month. I'm going to focus on three main things outside of work:
1) my faith
2) my family
3) my fitness and my health

Every yes I give to a request for 30 minutes of my time to a stranger takes away 30 minutes of time I could spend in prayer, at the gym, or playing with my kids.

And frankly, I'm tired of watching my goals, purpose, and my happiness fade away to please people I've never met, will never meet, and oftentimes, can't really even help.

It feels selfish to say these things. It feels even more selfish to post it on the internet. But I want to encourage others out there fighting this same fight, because I know I'm not alone. I have friends, coworkers, and internet peers who I know are doing the same things. The burnout is real, even though we try so very hard to ignore it.

The Negativity Fast: Proven Techniques to Increase Positivity, Reduce Fear,and Boost Success: Iannarino, Anthony: 9781119985884: Amazon.com: Books
 

Here’s the full detail of my plan to reset my life in the month of May. I am primarily fasting from three things:

  1. Negativity - I recently read the book The Negativity Fast by Anthony Iannarino. It’s a secular book that is filled with many profoundly basic insights to create a more positive life. One of the key ingredients of that is what leads to number 2.

  2. Social media - specifically Instagram and X. This is pretty self-explanatory, but these apps generally suck and make my life worse.

  3. Extra-curricular activities - this is anything outside my primary grades, aka the six pillars of excellence. That means anything that doesn’t contribute to the growth of my mind, body, soul, career, money, or key relationships is a no go if I do not sincerely want to do it. That last part is the important one. I can still have fun. I am just releasing the false sense of obligation to do things I don’t want to do in place of things I ought to do.

So to my beloved internet peeps - no, I do not have time in May to chat. I don't have time to connect. I don't have time to review things you'd like me to review. I'll (probably) be back in June - and I will still be posting here on Substack and on LinkedIn. I’ll still have podcasts dropping here and there. But no random phone calls or zoom chats.

I need to talk with God. I need to call my grandparents. And I need to make it to the gym and home in time for dinner with my wife and kids. I hope you’ll understand, but it’s okay if you don’t.

For these 31 days, I'm going to reorder my life and put first things first. I'm sorry that you're second, but I need Jesus, good health, and my family more than I want to make you happy. And it's time my calendar reflected that reality.

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The Call of Duty Delusion: Why Responsibility Is What Makes You Fully Alive

There is a lie spreading through our culture that sounds reasonable enough on the surface. It goes something like this: less sacrifice and less suffering = more happiness. 

I got a message recently from a man in his early thirties. He told me he did not have kids yet, but he was an uncle. He repeated the belief I’ve heard many times – being an aunt or uncle is actually superior. Have a good time with the nieces and nephews then send them back to their parents for the hard stuff, like discipline, baths, and bedtime routines. You get the fun without the responsibility. He seemed genuinely pleased with himself for having figured this out.

I did not respond with anger. I responded with something closer to sadness. Because I recognized in his message something I have seen in dozens of conversations with men over the years: a man who has convinced himself that the absence of burden is the presence of fulfillment. That opting out of hard things is the same as winning. That fun and ease are superior to purpose.

They are not. And deep down, I think he already knows that.

The Call of Duty Problem

When I was an infantry officer in the United States Army, I had a nephew who was obsessed with Call of Duty. He had logged hundreds of hours in virtual combat. He knew the maps, the weapons, the tactics. He could play for hours on end and hoped to become a pro one day.

He genuinely seemed to believe that his virtual experience bore some meaningful resemblance to my real-life military training.

It did not. And I do not say that to be cruel. I say it because the gap between simulation and reality is precisely the gap between the man who carries responsibility and the man who watches from a comfortable distance. One of them is being formed by the experience. The other is being entertained by it.

This is the Call of Duty problem. We have built an entire culture that applauds taking the easy route, and even goes so far as to claim it is equal or superior to the road less traveled. We want the experience of things without the consequences, such is the case with rampant fornication and abortion. We want things to be given to us for free and for our debts to be paid by others. We want to normalize co-parenting – another word for part-time parenting that still allows for plenty of “me time”. We want marriage but with the opportunity for divorce without cause if we feel it doesn’t benefit us any longer. 

Being a great uncle is a wonderful thing. I mean that genuinely. Uncles matter. They have a unique role in a child's life, and they can do genuine good. But it is not fatherhood. Just as playing Call of Duty is not war. And living together before marriage is not the covenant of matrimony. These are not equivalent experiences with the same transformative power. They are simulations. And simulations, by definition, cannot do what the real thing does to you.

The Data on a Generation Opting Out

This is not just anecdotal. The data on young men in America right now is sobering.

As of August 2024, labor force participation among men aged 25 to 34 had fallen to 89 percent, representing over 700,000 fewer young men working compared to 2004 levels. One in three adults between the ages of 18 and 34 now lives with at least one parent, the highest rate in over a century. Twenty percent of men in the 25 to 34 age range were still living at home in 2023, compared to only 12 percent of women. The median age at first marriage for men has climbed to 29, the highest in recorded history.

Richard Reeves, whose book Of Boys and Men documents this crisis in exhaustive detail, put it plainly when he said that many young men today feel "not sure that they are needed or that they are going to be needed by their families, by their communities, by society." Leonard Sax's Boys Adrift makes a similar case, documenting the specific ways our culture has systematically removed the incentives and rites of passage that historically pulled boys toward manhood.

Jordan Peterson's extraordinary reach, with millions of young men consuming his lectures and interviews, tells you something important. It tells you that young men are starving for someone to look them in the eye and say: Your life can mean something. You are capable of more than this. Pick up your cross and carry it.

They respond to that message not because it is new, but because it is true. And because almost nobody else is saying it to them anymore.

What Responsibility Actually Does to You

I want to be specific about something, because I think it gets lost in these conversations. The argument for responsibility is not that suffering is good in itself. It is not that difficulty is something to be pursued for its own sake. The argument is simpler and more powerful than that.

Responsibility forms you in ways that nothing else can.

I am proud of a lot of things in my life. But when I think about what has actually shaped my character, strengthened my identity, and produced in me something I genuinely respect, the list is not made up of fun experiences. It is made up of hard ones.

Earning my Ranger Tab was not transformative because Ranger School was enjoyable. It was a life-changing experience because it nearly broke me, and I kept going anyway. Ranger School stripped everything comfortable away: food, sleep, warmth, and any illusion I had about who I was when shit hit the fan. What was left when they were done was something more real than what went in. It was both humbling and empowering. It exposed both serious cracks in the armor of my mind and an inner depth I didn’t know was there. 

Fatherhood is doing the same thing to me right now, just more slowly and with more temper tantrums. Every time I come home exhausted and choose to engage instead of check out, something is being built in me. Every time I hold the line with my son, when letting it go would be easier, I am becoming more of the man I want him to grow up to be. Every hard conversation with my wife, every budget review, every early morning, every moment of choosing my family over my comfort, these things are forming me.

You cannot get that from being an uncle. You cannot get it from a video game. You cannot get it from a relationship that costs you nothing because you have structured it that way. 

The growth cannot be separated from the sacrifice. 

The Cohabitation Trap and the Broader Pattern

The uncle mentality shows up in more places than just fatherhood. It is the same logic that drives the cohabitation epidemic.

Living together before marriage is sold as a trial run. A way to get the experience without the commitment. A sensible, modern approach to something that used to require you to actually decide. But decades of research tell a different story. Couples who cohabitate before marriage have consistently higher rates of divorce than those who do not. The relationship that costs you nothing to leave is the relationship you treat like it costs nothing to lose.

This is not an accident. It is a feature of how human beings actually work. We rise to the level of our commitments. When the commitment is absolute, something in us becomes capable of meeting it. When the exit door is always propped open, some part of us never fully walks through the entrance.

The same pattern plays out in careers, in communities, in churches. The person who volunteers for the hard assignment grows. The person who always finds a reason to stay on the sidelines stays exactly where they are. The parishioner who commits to a parish, who sees its problems as their problems, who gives their time and money and energy to something larger than themselves, that person is being shaped. The one who church-hops to avoid obligation remains a spiritual tourist and misses the opportunity to experience true belonging and community.

Responsibility and commitment are the foundations. Sacrifice is the natural fruit of those two things. And fulfillment is the ultimate end that can’t be found without a powerful combination of those three. 

The Leadership Call That Most People Ignore

I want to broaden this beyond masculinity for a moment, because I think the principle applies to every person reading this.

Every one of us is called to lead somewhere. In your home. In your workplace. In your parish or community. Leadership is not a title. It is a decision to take responsibility for something beyond yourself and to accept the weight that comes with it.

Most people never fully answer that call. Not because they lack the capacity, but because answering it is uncomfortable. It requires you to care about outcomes you do not fully control. To have hard conversations you would rather avoid. To be present when absence would be easier. To hold a standard when lowering it would buy you peace.

The person who answers the call anyway, who steps into the difficulty rather than engineering their life around avoiding it, that person becomes someone. They develop the kind of character that can only be forged under load. And they discover something that the person on the sidelines never will: that the weight they were afraid of is actually what they were made for.

This is not a modern insight. It is ancient. The greatest spiritual traditions in human history have understood that suffering embraced for a worthy purpose is not merely tolerable. It is sanctifying. It makes you more fully human. It strips away the parts of you that are soft in the wrong ways and builds something harder and truer in their place.

Jesus did not model a life of comfort and self-protection. He modeled a life of radical responsibility for others, freely taken on at enormous personal cost and fueled entirely by love. Whatever your faith tradition, the pattern is clear. The people who have lived most fully have almost universally been those who gave themselves most fully.

Grow Where You Are Planted

I want to close with something important, because I do not want this to land as a condemnation of anyone who is not yet a parent, or who is unmarried, or who is in a season of life that looks different from mine. There are aunts and uncles out there who make great sacrifices for their families. There are boyfriends and girlfriends who really dedicate themselves to working hard to serve their significant other, as Emily did for me when I tore my achilles while we were dating. 

The call to responsibility is not a call to a specific life arrangement. It is a call to a posture. To show up fully wherever you are. To stop treating the absence of obligation as the presence of freedom. To find the thing in your current life that is asking something of you and to give it everything you have.

If you are an uncle, be the best uncle those kids have ever seen. Sacrifice for them. Show up consistently. Be the man in their life who demonstrates what it looks like to be someone of character. That is a real calling, and it is worth everything you bring to it.

If you are single, stop treating that season as a waiting room. Your life is happening right now. Your church needs you. Your community needs you. The people around you need a leader who is present, invested, and willing to carry something for them. Be that person.

If you are in a marriage that is hard, do not engineer your way out of the difficulty. Grow into it. The hardest seasons of marriage are often the ones that produce the deepest intimacy, if you refuse to quit.

The point is not that any one path is the only path. The point is that wherever you are, there is a version of your life that requires more of you than you are currently giving. And the gap between what you are giving and what you are capable of is exactly the space where the best version of you is waiting to be forged.

You Were Not Made for the Sidelines

The man who messaged me about being an uncle is not a bad person. He is a person who has been told, by a culture that is deeply confused about what constitutes a good life, that minimizing his exposure to difficulty is a form of wisdom. That fun without responsibility is the better way.

It is not. It is the lesser thing dressed up in the language of freedom.

Real freedom is not the absence of obligation. It is the capacity to choose something worthy and give yourself to it completely. That kind of freedom is only available to people who are willing to carry something heavy. And the people who carry it, who do not set it down when it gets hard, who keep showing up for the people and the purposes that depend on them, those are the people who, at the end of their lives, will look back and recognize that they were fully alive.

The ranger tab is not the point. Fatherhood is not the point. The marriage is not the point.

The point is the person you become when you refuse to take the easy way out. 

That person is worth becoming. And you already have everything you need to start.

Where in your life are you currently choosing the simulation over the real thing? Drop your thoughts in the comments.

 

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