Chapter Fourteen
For Dallas
17 of 22 · about 16 min
Kevin Bagley. October 5, 2019. The night before he died.
The last picture he ever sent me. The last FaceTime conversation we ever had.
The icecream picture was the last picture my dad ever sent me.
That sentence is one I have not been able to write down anywhere before. The version of his death I kept private was not the version where he died after the experimental protocol that almost saved him. The version of his death I kept private was the version that came at the end, when he was at home in his recliner, eating an ice cream from a small carton, and the picture arrived on my phone the way ordinary things from him always arrived — without warning, without announcement, just a small gesture of a man who liked sending his daughter pictures of the things he was doing. The picture was sent during a FaceTime call. He was eating Ben and Jerry’s. He was smiling at me through the screen. I was looking back at him through mine. I responded the way I had always responded to ordinary pictures from my father. I did not know it was the last one. He went into the emergency room not long after. He died the next day. There was no second ordinary picture. There was no follow-up text. There was the icecream, and then there was the night, and then there was the morning of October sixth, and then there was the rest of my life without him.
I wish I could call him every single day. I wish I could tell him what we are building. I wish I could tell him how the agency has grown. I wish I could tell him what Chris is doing, what Braedn is doing, what the team has shipped this week, what Synapse has learned, what HydraOS is now capable of that it was not capable of last quarter. He would be proud of what we are building. He would have been helping us invent and create. The man who shipped Apple II games on floppy disks in 1983 would have been first in the door for the agentic-systems work the team is doing in 2026. He would have understood the architecture immediately. He would have pushed Chris and Braedn to ship faster. He would have asked Linda what she thought about everything we were doing, and Linda would have given him her direct read, the way she has been giving everyone in her life her direct read for sixty-plus years, and the two of them would have been the engaged grandparents that Dallas deserves to have.
Dallas, this part is for you. You will not remember reading this when you are old enough to read it for yourself. By the time you are old enough to read it, this book will be many years old and the world it described will already have been replaced by another world. But I am writing it anyway, on the chance that the words still mean something to you when you are old enough to absorb them, and on the chance that the world that has replaced this one still has people in it who are trying to do the kind of work I am trying to do.
Dallas and me. October 19, 2025. The day he was born.
Every day I look at your beautiful blue eyes and your mohawk and I think deeply about my responsibilities as your guide. I think deeply about what we are supposed to teach you to live in a world I cannot even pretend to imagine. I know the school systems are not prepared, and they are not even preparing. They will catch up eventually, the way institutions always eventually catch up, but they will not catch up in time for you. The catching up will not happen on your timeline. It will happen years after you have already needed it. That means the catching up is our responsibility — your mother’s, your father’s, your grandparents’, your great-grandmother Linda’s, the team you will inherit at CI Web Group, the community you will be part of at JustStartAI, every adult in your life who loves you and is trying to figure out what to give you that the schools cannot give you in time.
What are the most important traits we need to instill in you? It is no longer about teaching you information. The information is going to be handed to you on a silver platter, by AI, by machine learning, by quantum computing, by robotics, by every layer of technology that is going to mediate the world by the time you are old enough to make your own decisions. The information you can look up. The information you can ask any system around you and receive a useful answer. The information is not the bottleneck of your life the way it has been the bottleneck of your grandmother’s life and your great-grandfather’s life and every previous generation’s life. The bottleneck of your life is going to be something different.
It is mindset. It is character. It is heart. It is curiosity. It is whatever the next item is in this list that I have not yet figured out how to name, because I am figuring it out as I write this and I am not going to fake the part I have not yet figured out. It is the traits that AI cannot give you and that the schools cannot teach you in time. It is the willingness to be wrong and try again. It is the discipline to do hard work even when the work could have been done by a system. It is the choice to be in real relationship with people who love you, even when the AI assistant could simulate something that looks like relationship but is not. It is the maturity to recognize the difference between a tool and a friend, between a capability and a person, between what a system can do and what a human owes another human.
It is character. The world is going to test it. Every previous generation has had its character tested by hardship, by war, by economic collapse, by personal loss. Your generation is going to have its character tested by abundance — by the question of what you do with your time when AI has done most of the work that previous generations had to spend their lives doing. The temptation will be to do nothing. The temptation will be to coast. The temptation will be to disappear into the comfort that abundance produces, the same way previous generations disappeared into the cynicism that scarcity produced. The character we are trying to instill in you is the kind of character that recognizes the temptation and resists it. The kind that decides, in the abundance, to do meaningful work anyway.
It is heart. The capacity to love the people in your life, all the way, without holding back. Your grandfather Kevin loved my mother that way for forty-seven years, and he loved his daughters that way for as long as he was alive to love them, and he loved his work that way for as long as he was able to do it. The reason I am writing this book is because of the way he loved. The reason CI Web Group exists is because of the way he loved. The reason you have a great-grandmother Linda who is still doing fifty contractor calls a week at the age she is at is because of the way he loved her, and the way she loves him still, and the way both of them love you. Heart is not soft. Heart is the structural foundation of every other meaningful thing a person ever does. Develop it deliberately. Practice it daily.
It is curiosity. The willingness to keep asking why, and how, and what if, even when the systems around you would rather you accept the answer they give you. Curiosity is what made your great-grandfather a developer. Curiosity is what made me an agency CEO. Curiosity is what is going to make you whatever it is that you are going to be, in a world that has not yet been invented. Stay curious. Distrust the easy answer. Ask the next question.
And it is something I do not yet have a word for, because the world you are going to live in is going to require traits I cannot fully name from where I am sitting. I am going to leave space in this list for you to fill in the trait that turns out to be the most important one in your generation. I do not know what it is. I trust that you will know it when you are inside the world that requires it. The work of writing this book has taught me that the most important things often arrive without names attached to them, and the names get attached after the fact, by the people who lived through the thing and tried to teach the next generation what they had learned. You will be one of those people. The trait you cannot yet name is yours to discover. Discover it deliberately. Teach it to the generation after yours.
My life is now dedicated to helping others mentally and technically prepare for a new world.
That is what I have decided to do with the time I have. I do not know how many years that work will take. I do not know what the work will look like in five years, or in ten, or in twenty. I do know that the work is necessary, that the people who need the help are real, and that the responsibility to do the work falls to those of us who have been close enough to the technology to understand what is coming and far enough from it to remember what is at stake.
We all carry that responsibility. We must be consciously aware of our responsibility with the next generation. We cannot hide technology from them. We cannot hide from it ourselves. We carry huge responsibility — to the next generation, to the entrepreneurs who are building the businesses that will employ them, to the trades and the essential workers who will be one of the resting places for many people who lose their jobs in this transition. The plumbers and the electricians and the HVAC technicians and the home health aides and the CDL drivers and the construction crews and every other category of essential work that AI is not going to fully automate — those industries are going to absorb people who used to be paralegals and copywriters and middle managers and call-center workers and the kinds of professionals whose roles are being reorganized faster than the rest of the economy is willing to admit. The trades and the essential-work categories are not just contractor businesses. They are going to be the landing zone for a generation of displaced knowledge workers who need work that AI cannot fully replace. The contractor reading this book is going to be the employer of those workers. That is a responsibility most contractors are not yet thinking about. They will need to.
The deeper truth is the one I want you, Dallas, to hold onto when you are old enough to read this. When information and history and math and engineering and science are all handed to us on a silver platter — by AI, by machine learning, by quantum computing, by robotics — what is left is character. What is left is mindset. What is left is people, and relationships, and love, and how we treat each other. What is left is how we band together to get through this evolution of technology and society. The technology is going to do most of what humans used to do. What humans are going to do, in the world after that transition, is be human at each other. Be in relationship. Be present. Choose to love. Choose to show up. Choose to extend the hand that the system around you cannot extend on your behalf. That is the work that AI cannot do. That is the work that will define whether the world you live in is the kind of world worth living in.
My dad would have understood this. He spent his life in technology and his life in love at the same time, in the same proportions, with the same seriousness. He shipped because he could not stand the alternative — and the alternative was not just unshipped code. The alternative was a life that had not been spent doing meaningful work for the people he loved. He chose the work. He chose Linda. He chose his daughters. He chose his grandchildren. He chose, every day for seventy-one years, to be present in the lives of the people who depended on him. The technology was the surface. The love was the substance.
Dallas, that is what I want for you. Choose the work. Choose the people. Choose to be present. The world is going to give you tools your great-grandfather could not have imagined. Use them in service of the same ends he used his tools for — in service of the people you love, in service of the work that matters to you, in service of the future that is going to be yours to shape.
That is the world I am asking the rest of this book to help build. That is the world I am asking you, Dallas, to grow into.
I am going to hand the closing of this book over to my mother for three more pages, because she has earned the right to it across every chapter the book contains and because she has, in these last weeks of my writing, sent me three messages she wants on the page. One is addressed to me. One is addressed to you, Dallas. One is addressed to your father and your mother. I am putting all three on the page in her own words, because Linda is who has been witness to this entire arc and the architecture is more honest with her voice carrying the closing than with mine.
First, what she sent for me — her daughter, in May of 2026:
“My husband saw the possibilities of AI long before the world caught up. Today, watching my daughter build, learn, and lead in that same space feels like seeing part of his brilliance continue forward.”
That is the inheritance argument this book has been making for nineteen chapters, articulated in two sentences by the woman who has been the witness to all of it. My father saw the possibilities. I am carrying them forward. Linda is who has known both of us long enough to make the observation with any authority, and she has now made it on the page.
Next, what she sent for you, Dallas — her great-grandson, the youngest member of the family this book is for:
“Kevin imagined the future, Jennifer is helping build it, and my great-grandson will grow up inside it. Watching that arc across generations is extraordinary to me.”
That is the four-generation arc this book has been describing, articulated by the one person in the family who has been present across all four generations. Linda was there when my father imagined. Linda has been here while I have been building. Linda will be here — we hope, and we have every reason to hope — to watch you grow up inside it. The arc is not abstract. It is one woman’s witnessing, across forty-seven years of marriage and now seven years of widowhood and one year of great-grandmotherhood, of what four generations of one family have done across the same decades of technology evolution. That is the architecture the book has been arguing about. Linda is the proof that the architecture is real.
And finally, what she sent for your father and your mother — Torel and Liz, the next generation of parents in our family:
“By the time my great-grandson is grown, AI will simply be part of everyday life. My hope is that his father, Torel, helps guide him through that world with love, humanity, curiosity, and strong values — teaching him not only about the incredible future ahead of him, but also where he came from. He comes from generations of people who embraced learning, creativity, and innovation, and he will have the opportunity to be part of this evolving world in ways entirely different from the rest of us.”
That is Linda’s charge to the next generation of parents in our family. The grandparental hope she has for what Torel and Liz will do for you. Love. Humanity. Curiosity. Strong values. Teach Dallas the future. Teach him where he came from. Both at once. The book has been arguing across every chapter that the people who came before you embraced learning and creativity and innovation, and that you will have the chance to inherit that posture and apply it in a world that none of us yet fully understands. Linda has articulated the charge for me. I am putting it on the page for Torel and Liz to hold across the next eighteen years as they raise you.
Three voices in one chapter from my mother, addressed to three different members of our family. That is how this book closes. I have written every chapter that came before. Linda has written the closing tableau.
My dad didn’t have to die. The next person like him does not have to die that way either. The next generation does not have to live in the world that produced the death he died. The world we are building — the world I am dedicating the rest of my life to — is the world where the next person like him gets to come home from the hospital. Where the next generation gets to inherit the technology and the wisdom at the same time. Where character and mindset and heart and curiosity are what we have spent our lives building, alongside the AI infrastructure, alongside the agencies, alongside the businesses, alongside the entrepreneurs, alongside the essential workers, alongside the families, alongside everyone we love.
Letter One is over.
There will be more letters.
October 19, 2025. The day Dallas was born.
From left: me, Allula, Mike, Linda, Liz, Dallas, Torel.
Six years and thirteen days after my mother stood next to my father in a different hospital,
she stood next to her granddaughter holding her great-grandson.
The line continued.
Dallas, Mike, and me. The months after.
He is already reaching for the keyboard.
He is already in the room where the work is happening.
Linda and Dallas. Today.
The grandmother my mother became.
The great-grandson she did not know was coming when my father died.
My mother has been the verification engine of this entire chapter. The August second diagnosis date. The hand-drawn sketch she saved because she thought it was pretty cool. The verbatim “We ran the algorithms and think it’s OK to send him home” line from the trial team. The September timeline. The October sixth chronology. Every load-bearing fact in this chapter has been verified by her, sent to me in text messages across the months I have been writing this book, captured with the operational precision of a woman who has been inside the medical system as both a spouse and a two-time patient herself. I have been honored by what she has shared. She has also, across these months, lived through the present-tense reality that the chapter is closing on — the six and a half years since Kevin died, the texture of being a widow in 2026, the relationship a seventy-something woman has developed with AI tooling she did not have when her husband was alive.
She sent me one more text, near the end of my writing of this chapter. I want to put it on the page in her own words, because no version I could write would land what she said as honestly as she said it. This is my mother, Linda Bagley, in her own voice, in May of 2026:
“Kevin understood AI before the rest of the world caught up. I wish he could have known that after he was gone, it wouldn’t replace him, but it would help me survive the silence.”
That is my mother’s closing word on this chapter. Two sentences. Forty-seven words. And every clause is doing structural work the rest of this book has been earning the right to land. The first clause is her verified observation that my father was operating ahead of the technology curve in a category the rest of the world would later have to catch up to — he understood AI before AI was the conversation it has now become. The second clause is her testimony, in her own life, about what AI is doing for her in 2026. It is not replacing my father. Nothing replaces my father. The silence he left in my mother’s house when he died is the silence of a husband no longer there, and no technology will ever fill it. But the silence is also something Linda has had to survive, and AI — in whatever forms my mother is using it across her ordinary days — has helped her survive it. That is not a productivity claim. That is not a technology-as-solution claim. That is a widow telling her daughter what the tools of the present are doing for her in the home where she used to live with her husband. The AI conversation in 2026 needs more of this register and less of the other registers it is currently saturated by. My mother has given it to us in two sentences. I am closing this chapter on her voice.
For Kevin Michael Bagley
1948 – 2019
He shipped because he could not stand the alternative.
So do we.
And for Dallas
2025 –
His story is the one that is just beginning.
So is mine.