Wednesday, October 28, 2026

NEW INC. MAGAZINE COLUMN FROM HOWARD TULLMAN

 

America’s Future Workforce Is Being Built in High School. We’re Driving Away the People Who Build It

Every entrepreneur I’ve ever backed has said they wouldn’t be where they are were it not for a teacher who challenged them or refused to give up on them.

 

EXPERT OPINION BY HOWARD TULLMAN, GENERAL MANAGING PARTNER, G2T3V AND CHICAGO HIGH TECH INVESTORS @TULLMAN

Oct 26, 2026

 

We talk a lot about investing in the future, but we consistently refuse to invest in the people actually building that very challenging future for and with our children: teachers. Teachers are underpaid, under-resourced, overworked, and chronically unappreciated, even as we expect them to be educators, social workers, mentors, referees, mandated reporters, first responders and crisis managers all at once. It’s a critical task and a thankless job at the same time. But if we don’t start trying to make things better, even the most selfless, dedicated and passionate teachers won’t be around much longer and the pipeline for new prospects looks increasingly dire. Our high schools across the country are really the front lines of the battle.

High school is, in many ways, the last institutional checkpoint before adulthood and the place where the final boundaries, guardrails and remnants of discipline still somewhat exist. It’s often overcrowded, messy, hormonal, chaotic, and inconsistent. We know that the students’ brains are, at best, only partially formed and–in terms of consequential judgment–they’ve got at least another decade to go to get real.

But high school is also where an enormous amount of identity, aspiration, and possibility gets initially formed and developed. It’s fluid and malleable, and, in truth, strong teachers at this point probably have a greater influence on what’s being formed and how so many of these kids will turn out than their parents do–even if they’re fortunate enough to have two parents at home. Of course, in so many communities, active, angry, and judgmental parents are simply another dimension of the problems that teachers must deal with along with daily lectures on how they’re doing everything wrong.

Being in those classrooms, at that time, with those kids, is still one of the highest-impact and least understood jobs in the country. Every entrepreneur I’ve ever backed, every engineer I’ve ever hired, every leader I’ve ever watched succeed or fail will tell you in an instant that they wouldn’t be where they are if they hadn’t interacted with some teacher, somewhere, who they believe saw them, pushed them, challenged them, and/or refused to give up on them. That’s the power, impact and leverage that teachers carry, whether we choose to value it or not.

If we’re serious about supporting and preparing our kids, engaging rather than enraging our communities, and maintaining some semblance of global competitiveness, we have to start by valuing the people in the classroom and paying them with something more than lip service. CEOs complain that they can’t find people who can write a coherent email, show up on time, or handle basic conflict without melting down. Those aren’t college skills; they’re high school skills. You’re feeling, in your recruiting pipeline, exactly what’s happening in those buildings. If you hollow out high school teaching, you don’t just damage kids; you damage your future workforce.

In Chicago, as one sad example, where we have an incompetent mayor who’s a former employee and a feckless pawn of the Chicago Teachers Union, we pay our super-scrutinized teachers less than they’re worth, force them to pay dues and embed them in a corrupt system dominated by an overpaid and crooked set of hyper-political bureaucrats, and then act surprised when burnout rises and talent leaves the profession.

While the aggregate school expenditures paid by the city’s taxpayers continue to grow exponentially, the necessary and appropriate funds never seem to reach the classrooms or benefit the students or even the teachers. We have run down buildings built to accommodate up to 1,000 students which presently serve less than 50 kids a year and yet have do-nothing staff that outnumber the actual kids who do attend these decrepit and dirty shells of what they once were.

But the problems that are even more distressing and damaging to the whole enterprise relate to a relatively new set of existential threats, risks and concerns that nearly every teacher now has regardless of whether they’re teaching at an inner-city school or in some affluent suburban academy. Teachers have always been easy targets and whipping boys for sloppy and indifferent administrators, lazy, negligent and blame-shifting parents, and ignorant politicians.

But they never expected that entering their workplaces on a daily basis would entail risking their careers and even their lives in so many new and frightening ways. Imagine an environment where you’re running active shooter drills right alongside fire drills and you’ll begin to get the picture. And honestly, if we as a society don’t start addressing these situations, it’s going to be difficult to even recruit anyone qualified who has other options.

Teachers today face a growing list of concerns ranging from mass shootings on school grounds from maniacs, daily in-school physical violence from students and parents, untreated mental health issues, false accusations from unstable and aggrieved students regarding all manner of sexual matters, theft and destruction of their personal property, and attacks on their homes and family. Weaponized and angry social media sparks and inflames division, feuds, fights and property destruction among the students that often spill over and involves the teachers and staff as well.

They’re always in a defensive posture–blame first and then investigate–against any and all accusations, allegations, fake videos and postings, etc. and they absolutely know that their own peers, administrators, principals and school boards will happily throw their careers away and turn them over to the hordes of angry parents in order to save their own skins. And because districts are terrified of lawsuits and bad press, it doesn’t matter that the teacher has been in the room, day after day, doing the work. In the face of enough noise, experience and context take a back seat to damage control.

We used to assume that teachers were professionals doing their best with limited resources to manage and control 20-30 adolescents in a safe environment with 100 percent accountability and modest authority. Now the system assumes that they’re one complaint away from misconduct. We’ve steadily stripped teachers of authority while increasing their accountability as we hold them responsible for everything that happens in the room but give them fewer and fewer tools which they’re allowed to use to maintain order. Any attempt at discipline is a potential grievance, a board complaint, or a viral clip stripped of all context.

A very vocal and toxic minority of parents have also become a larger and more pressing problem—enabled again by social media–they have long ago abandoned any real interest in their own children’s well-being or education and instead are excited to exercise their power to try to control, edit, and eliminate any activities, content or other materials in the schools that they have been told (rarely any firsthand information here) are offensive to someone or something. The cultural wars fomented and amplified by Trump and his education secretary have now come to rest in every classroom. Books are dangerous, lesson plans are inappropriate, grades, of course, are unfair and prejudiced, rules and discipline are too rigid and outmoded, and, best of all, their children have been dissed by nasty and uncaring teachers.

Curricula are being micromanaged by people who haven’t set foot in a classroom in decades. Words, topics, and entire subject areas are turning radioactive overnight. Teachers are now expected to somehow intuit what they’re allowed to say; what they’re required to say; and what they’re supposed to pretend not to know about matters of public health and other similar community issues. They face a constantly shifting rulebook, conflicting directives from every direction, and the permanent risk that a single misinterpreted sentence could end their career.

So why would anyone want to do it? The answer is brutally simple: because, despite everything, it still matters more than almost anything else you can do with your working life and some of our best people do it because they believe the work matters more than the abuse. They remember the adults who changed their own lives, and they’re stubborn enough to try to be that person for someone else.

But we can’t keep running this system on guilt, nostalgia, and the goodwill of exhausted professionals. Banking our future on the stubbornness and self-sacrifice of a shrinking group of idealists is not a strategy. Loving kids and believing in education shouldn’t require you to accept physical danger, constant disrespect, and the permanent possibility of public humiliation as part of the package.

The better question is: “How long do we think we can keep treating teachers this way before no one will want to teach?” If we don’t start fixing things, we’re going to find out–the hard way–what a society looks like when the best people decide the classroom just isn’t worth the risk anymore.

What can you do? Pay attention to who you’re electing to school boards and city offices, because those people are designing and determining your talent pipeline. Put your time and money into real partnerships with specific schools–mentoring, internships, teacher externships in companies–instead of another corporate PR campaign about “supporting education.” And finally find the folks and organizations like Pete Kadens at Hope Chicago that are already making a real impact and difference in the lives of thousands of students and get behind them.