The Second Half of the Work

June 2026

Hey, it’s Aaron. I’m excited to share the relaunch of my monthly email. It’ll still focus on many of the same topics — leadership, culture, and building businesses — but I want to focus the lens on where I’m spending most of my time.

#1 — How do we help professionals leverage AI to make the greatest impact possible on their human relationships? That, after all, is how we can make AI empower humans, not replace them.

#2 — How can we take the conversations that we have in meetings, and have that flow directly into the work? I do this every day. You do this every day. And it’s the work that happens between meetings that creates the value.

So welcome to Between Meetings. There’s nothing I’ve written about over the last couple years that doesn’t beautifully fit into that theme. But there’s a lot of depth and richness to explore there. I can’t wait!

Thank you again for all your support for Contio and our first steps with MeetingOS. I’ll share a little sneak preview of what’s coming next — because I think it’ll be transformative for how people do the work that happens between meetings. 😉

Welcome again to all the new folks! I love hearing from you, so send back questions, thoughts, ideas, or just a hello any time by hitting reply.

Remember, most of the value gets created between meetings. Thanks for being here.

Talent on the Prowl

I’ve got a friend who is a Revenue Operations professional with 7+ years experience building the systems that go-to-market teams run on. Cross-tool integrations, workflow automation, data hygiene all owned end to end. Equally comfortable mapping strategy with leadership, and getting into the weeds to make it work. If you want an intro, hit reply and let me know!

The Second Half of the Work

A friend of mine runs a strategy consulting firm. A handful of clients, a small group of associates behind him, years of earned trust, and a reputation for walking into a messy room and finding the real problem.

A few months ago, he told me about a meeting he’d nailed. The client’s leadership team was stuck, circling the same three decisions for a quarter.

He ran a half-day working session that cut through all of it. He named the thing nobody wanted to say out loud, got the room aligned, and the CEO asked him to take on the next phase of implementation. By every measure, it was a ten.

Then life happened. Two other clients, a travel week, a deck for someone else’s board.

The first draft of the recommendation — the memo that was supposed to turn that conversation into an action plan — didn’t land for two weeks.

By the time it hit their inbox, the urgency was gone. The team had drifted back to the status quo. The engagement closed out just fine, but it never recovered the potential it had in that room.

Here’s the line that stuck with me from that coffee: “The meeting wasn’t the work. The meeting was the input. The work was what didn’t happen next.”

I’ve been turning that over ever since. Because it isn’t a consulting problem. It’s the central blind spot in every business that runs on relationships — and most leaders are pouring their best energy into the wrong half.

Allow me to explain.

Why we got the math wrong

Meetings exploded over the last thirty years for a simple reason: they were the cheapest way to align a group of humans. Cheaper than memos, faster than email, more reliable than hoping people read the doc.

So we booked more of them. And somewhere along the way, the calendar quietly became the proxy for productivity. Booked started to mean busy. Busy started to mean valuable. A packed week began to feel like a productive one.

But notice what we were actually measuring. We were measuring the input — the hour in the room — and treating it as if it were the output.

The meeting is the input. The work it was supposed to produce is the output. We’ve been measuring the wrong half.

The first half and the second half

Every meeting has two halves.

The first half is the conversation in the room — the hour everyone sees. The second half is the work that conversation was supposed to produce: the proposal, the brief, the plan, the redline, the follow-up, the context that makes the next conversation land.

(By the way, for many firms and industries — it’s way more than the second half — it’s the last 90% in some cases!)

The first half is what your client experiences. The second half is where the value is actually produced.

Think about it from the client’s side of the table. They don’t live inside your meeting. They live in the days between meetings — and what reaches them in those days is your product.

The brief that shows up before the call, and the summary that arrives after it. The proposal that illustrates how a great next step can turn into action. The strategy memo that translates the conversation into a roadmap.

Or maybe this is inside of your company. The CEO whose strategy offsite produces an aligned room, but two weeks later, the lack of follow-up means all the momentum evaporated. The PM who finally got decision on five critical issues, but forgot to nail them into place, and two months later, the team is lost.

In every case the first half was elite — and the second half, between meetings, is where great ideas and alignment went to die.

Where quality actually lives

Here’s the uncomfortable part.

The first half is the fun part. It’s great to sit down with smart people, talk through issues, and build alignment.

The second half is often the hard work. It’s invisible. There’s no one in the room watching you turn that conversation into the next step. Which is exactly why it’s where execution discipline actually lives — and where it most often dies.

The popular perception is that the people who win in relationship businesses are the ones with the most dazzling first half. Don’t get me wrong — the meeting is super important. But you can’t be elite in a relationship business if everything dies after the meeting.

The true winners are those with the fastest, most rigorous, and well-executed second half. They win because the work after the meeting is consistently, reliably excellent.

Your second half is your real product.

The three taxes of a broken second half

When the second half breaks down, it doesn’t announce itself. It shows up as three quiet taxes that never make it onto an org chart.

  • The Translation Tax. The conversation already happened. The artifact didn’t. So you sit down and translate what was said in the room into the deliverable that should have flowed straight out of it — rewriting, by hand, things that were already decided. Cost: six to ten hours a week for a senior practitioner.

  • The Delay Tax. Trust decays with every hour past the meeting. The same proposal that lands the morning after the conversation closes dramatically better than the one that lands four days later. Cost: lower close rates, slower cycles, weaker referrals.

  • The Memory Tax. The next conversation starts cold because nobody captured what mattered from the last one. You rebuild context every single time. Cost: relationships that should compound instead feel like they restart.

These taxes are silent. No one budgets for them. But together they eat 30 to 40% of a senior practitioner’s week — and the people paying the most are your best people, the ones whose relationships are deepest and whose time you can least afford to burn.

Translation. Delay. Memory. Three taxes that quietly eat the second half — and the people who pay them are the ones you can least afford to lose.

What elite practitioners do differently

So what separates the people who win the second half from the people who keep losing it? After watching a lot of them, here are the tells.

  • They treat the second half as the deliverable, not the cleanup. The artifact is the product. The conversation was just the input. They never confuse the two.

  • They move while the room is still warm. Inside twenty-four hours, ideally less. They know next week’s version is a worse version — not because they got lazy, but because the moment cooled.

  • They build infrastructure that absorbs the translation tax. They flatly refuse to spend their judgment time on low-level transcription and memory work. That’s the cheapest part of what they do, and they treat it that way.

  • They make sure the next conversation never starts from zero. The value built in one meeting carries into the next — context intact, commitments remembered, nothing rebuilt from scratch. Continuity drives the relationship and compounds its value.

  • They budget time after the client meeting like they budget time before a keynote. It isn’t buffer time. It’s where the value gets locked in — and they guard it accordingly.

The leadership implication

If the second half is where leverage lives, then the job of a leader changes.

You should manage to the second half, not the first.

Most leaders inspect the first half. They sit in on the call, review the pitch, coach the presentation. Almost none of them measure what happens after. But the metrics that actually predict whether a relationship business compounds are all second-half metrics:

  • Time from meeting to artifact.

  • Follow-through rate on the commitments made in the room.

  • Whether the next conversation starts with context, or starts cold.

There’s a cultural layer here too. A team that respects the second half is a team that respects the customer — because the second half is the customer’s experience. When your people treat the follow-through as an afterthought, your clients feel it, even if they could never name it.

And here’s the part that’s genuinely new. For most of the last thirty years, a clean second half was a discipline only the most relentless practitioners could sustain — and even they paid for it in hours and sleep.

That’s no longer true. In 2026, the value between meetings is becoming something that every professional serving clients can build real infrastructure for.

Making the second half fast and agentic

My new company, Contio, got started earlier this year with the first phase of our vision: the ability to prep and run better meetings (the first half).

This week, we roll out Canvases — a powerful AI engine for rapidly building the second half. We’ve been saying for months that our purpose as a company is turning what gets said into what gets done. It’s time to make that fast and agentic — leveraging both the conversation, and all the other data you bring to the table.

And here’s a secret for all of you — we’re also about to roll out Next Steps and Templates to make this even easier.

You can end a meeting, click “Next Step” and run a special AI prompt that generates your proposal exactly the way you want it to look.

From that canvas, you can select a paragraph of your proposal and tell the AI “no, no — let’s do here exactly what we did for Acme last year” and it’ll rewrite it for you in seconds. Then with a click, it drops into Microsoft Word, Google Docs, or PDF.

And of course, it’s super easy to roll these Templates and Next Steps out across your workspace so your team can execute this just as easily as you can.

The leaders who make the second half fast and agentic will compound an advantage that grows with every meeting their team has.

The Bottom Line

Here’s my challenge to you.

Pull up your last ten important meetings — yours or your team’s. Score each one on the second half, not the first:

  • Did the next step land in twenty-four hours or less?

  • Did the next meeting start with powerful context, or from zero?

  • Did the client experience real value between meetings — or just two disconnected endpoints?

If you’re scoring below seven, I’ll tell you something that should be a relief: you don’t have a meetings problem. You have a second-half problem.

The first half is where your team performs. The second half is where your business compounds.

It’s time to make the second half of the work fast.

Let’s go.

PS: Readers like you can get a free month to try out Canvases. Just hit reply, and ask me for a promo code. If you’re already a Contio customer, let us know and we’ll make sure you get in the first wave of upgrades.

Great Reads / Listens of the Month

A few great articles or podcasts I’ve loaded into my context window this month…

  • The Technological Republic by Alex Karp and Nicholas Zamiska. The CEO of Palantir wrote this flaming indictment of Silicon Valley for failing to take up its responsibility to defend and protect western civilization. This is a profoundly important read, and very well-written.

  • Gavin Baker on Watts and Wafers. Perhaps one of the smartest investors in AI, interviewed by one of the best thinkers on investing. If you are trying to think about where the puck is going over the next four quarters, this is a must-listen.

  • Learning on the Shop Floor by Tobi Lutke. The CEO of Shopify pens this article on how we help junior employees learn in the age of AI — a big part of it is to force more work to happen in public.

If you have a suggestion for a great read or listen of the month, hit reply and let me know — if I love it, I’ll give you credit in next month’s email!

If I can help, let me know.

That’s it for this month! As a reminder, I am coaching five CEOs or leadership teams. That’s all I have time for, but I’m having fun doing it, and it’s allowing me not to pay myself a lot from the new company while we are in the build phase. 😉 

I don’t think I could have been nearly as effective for my team without the help of a CEO coach. There’s just something about having someone who has walked that journey before as a “safe” sounding board who you can speak freely to.

At the moment, all of my coaching slots are full, but I always build a wait list because a few of my coaching engagements are for six to nine months at a time. If you want to discuss, click here to learn more about my approach, and hit reply if you’d like to talk about it.