Own a $4MM rev commercial printing biz. Tweet about SMB and being a sober Dad and Husband. Always working on all three. @KelloggSchool alum. Ex @MarsGlobal.

Nashville, TN
Joined April 2020
In the recovery community we have a saying that goes “you get sober with your feet, not your head.” This lesson applies to so many other areas of life. Stop thinking and planning - take action.
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I caught up with an old friend recently and gave him the quick update on how business ownership is going: revenue has doubled since I bought the business, the team runs the day-to-day without me, and profitability still isn’t anywhere near where I want it. I spend most of my time on that last part. It matters, but honestly, I’m also never satisfied and I lose perspective easily. His reaction was basically “that’s great dude... isn’t this the first business you’ve run?” (Technically no, I had a side hustle before, but basically yes.) What hit me wasn’t that he was impressed. It was where he started from. His default assumption was that running a business is insanely hard and mostly problems. So doubling revenue and building a team that runs without me sounded like a lot of progress. My default was that it should already be working. So all I could see was thin margins. Same facts, different starting point. I’m trying to measure from where we began instead of from where I wish we were.
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The bar for standing out is so low that a tiny bit of extra effort puts you ahead of almost everyone. Thank-you notes are my favorite example (if you’ve followed me for any length of time, you’ve read one of my rants on this). Someone gives you 30 minutes of their time or an intro, and maybe 1 in 10 people follow up with even a two-sentence email. Two minutes. Completely unforced error. Same with staying in touch. Three years ago, I traded a few messages with someone and never heard from him again. This week he came back asking me to help with diligence on his deal. (I’m not doing free diligence for anyone, for the record.) A two-line note every 6-12 months, and I’d have happily hopped on a call. And job searches. “I’ve applied to 100 jobs and nobody’s called me back.” How many were Easy Apply? From the hiring side, those get skimmed and usually skipped. The person who took five extra seconds to upload an actual PDF gets ten times the attention. Add a short note to the hiring manager, and you’re in a category of maybe a handful of people. None of this takes talent. It takes caring a little more than the default, consistently.
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A heuristic I keep coming back to on AI and job displacement: get closer to the person making the decision to buy. The further your work sits from that moment, the easier it is to replace you with a process a model can learn. I’m watching this happen with back-office work across a lot of small businesses right now. What’s hard to replace is sitting with a customer, hearing the problem they didn’t put in the RFQ, deeply understanding why they’re considering buying (and what moves the needle on that decision), and being the person they trust to solve it. It’s not a perfect rule. But if I were early in my career today, it’s the one I’d steer by.
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Sometimes the hardest part of running a business isn’t picking the bets. It’s picking the order you make them in. Hire the GM before the next acquisition, or after? Fix production before the building move, or let the move force the fix? Clean up finance first, or grow into a finance team that can handle it? Each one makes sense on its own. Done in the wrong sequence, they stack on top of each other and the team pays for it. I spend more and more time thinking about the sequence than on the decisions themselves, and I still don’t feel like I’ve got a reliable way to get it right.
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My business mostly runs without me in the day-to-day. I’m proud of that, and I’ve paid dearly for it. I built a leadership team ahead of where the revenue said I should. That was an explicit trade-off, and our margins are tighter than they’d be if I were running the floor myself. The bet is that as we scale, the business keeps paying me enough to cover my bills while it runs without me, and I go buy the next one and run the same playbook. On paper, the path really is as simple as the internet makes it look. It’s just much harder, longer and more grueling than anyone posting about it lets on. Most days it feels nearly impossible. And I’m not certain it’s the right bet. I believe it is, but there’s real doubt in it, and the downside if I’m wrong isn’t small. Living with that uncertainty is a bigger part of the job than I expected.
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We’ve started down the lean path in production. 5S first, now looking hard at flow. The biggest opportunity I see for us is moving toward single piece flow: a job moving from prepress to press to finishing to shipping without sitting in a queue between each step. Right now most of our lead time is waiting, not work. Print is built around batching, though. Gang runs, makeready efficiency, finishing in big lots. I’m sure some of what we batch should stay batched. I’d love to talk with anyone in print or print-adjacent work who’s actually made this shift: what worked, what didn’t translate, and what you’d do differently. DMs open.
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I spent part of this week writing our part-time employee policy. Hours, scheduling, how unpaid time off works. In a $2M print shop, you don’t need that written down. Everyone knows everyone, the owner makes the call, and it mostly works out. We’re at a $4M+ annual run rate now, and this had quietly stopped working. Every unwritten rule became a one-off decision by whoever got asked, and those decisions weren’t consistent. Nobody did anything wrong. The business just outgrew the way it had always been run. We’ve been running into versions of this everywhere lately: how we cost jobs, how we close the books, how work moves across the floor. What got us to $4M won’t get us to $10M either. More and more, my job is to see where the next thing is going to break and get a system in place before it does.
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Question for operators who’ve solved this: Once a job ships, what does your path look like from delivery to finished monthly financials? We’re mapping ours step by step right now. Ship confirmation, invoicing, collections, bills, payables, close, reporting. It touches the shop, the CSRs, a bookkeeper, and a fractional CFO, and nobody owns the whole thing end to end. I’m wrestling with whether to in-house all of it or just tighten the handoffs. Would love to compare notes with anyone who’s been through it.
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For a long time, I thought being a good leader meant staying close to the details. \ It turns out my team doesn’t want that from me, and I'm not great at it anyway. What they want from me is a few things: what we're doing, why it matters, and what success looks like. Then they want me out of the way while they figure out the how. It was another Strategic Coach tool that made this click for me: the Impact Filter. It's one page – purpose, importance, the ideal outcome, and the specific criteria for success. Writing it forces me to do my job properly. Handing it off forces me to stop doing theirs. Now my involvement after kickoff is two things: updates and asking what's blocking them. Everything in between belongs to the people actually doing the work – and they're better at it than I'd be anyway. AND they don’t want to come up with the new ideas either, which is all I want to do. Win-win!
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The other day I posted about how a lot of the value our company creates is in the coordination and distribution layer, and the logical response is usually “why can't a 3PL just handle this?” For storing and shipping finished goods at scale, they should. They'll beat a printer every time. But campaign print breaks their model in a few ways: · Every store's kit is versioned at production (this one gets the 36" header for its older fixtures, that one gets double door decals) · The materials have a shelf life of weeks, not months · A misprint found at the warehouse goes back to the printer, the timeline slips, and two vendors point at each other · Shipping from printer to warehouse to store adds a step, time, and damage risk When the same team prints, kits, and ships, there's one place to fix problems and one party accountable. (And for the big storage-and-shipping volume? We'd happily use a 3PL as a subcontractor. They're a partner here, not the competition.)
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I keep a short list of people I'm intentionally investing in. Not prospects or a pipeline, just people I want to add value to over years. The framework is Strategic Coach's Top 20 Club and Farm Club, and it's the first relationship management system that has actually stuck for me. Most tools give you half of it. A CRM gives you cadence (remind me every 60 days) but treats every contact as equally important. The 80/20 advice tells you a few relationships drive most of the value, but gives you no system for actually keeping up with them. This does both. The Top 20 are the vital few relationships, each with a reason they're on the list, a touch cadence, and a next action with a date. The Farm Club is the next ring out, people I'm investing in early, each with a clear thesis for what would move them up. Most of the work is simple: an intro, an article, a check-in when something big happens in their life. Almost none of it pays off in a straight line. Over enough time, it ends up being where most of our best opportunities come from (and some of my most rewarding relationships).
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Everyone says print is dying. Print as a product is. Flyers, business cards, anything a buyer can price-shop online is a race to the bottom, and that part of the story is true. But a brand with 200 stores doesn't just need flyers. It needs every location to get the right materials, kitted to its own fixtures, delivered by the same date, with a record of what went where. The ink is the smallest part of that job. The coordination is most of the value, and it gets harder every year as brands add locations, SKUs, versions, and campaigns. That's the part of print I'm building around.
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Most of the travel I do for work is exhibiting a booth at a conference for a customer or for business development, and it’s almost always something in the franchising space. Obviously, I’m there as a print vendor and I’m happy to answer questions and pitch our services, but what actually resonates much more with franchisees is asking how their business is going, what they were doing before, and sharing a little bit of my ETA journey with them. There’s a camaraderie between entrepreneurs that exists almost nowhere else in the world and I love it so much.
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It's live. The part I left out of the teaser: when I honestly added up the hours, vending paid me well under minimum wage. I'd still do it again, and the piece gets into why (plus the machine I ended up paying a junk hauler to take away). Link below.
I put $6,000 into a vending business in 2021. Almost five years later I shut it down and took out $7,528. By any financial measure it was a failure. I'm writing up everything it taught me anyway, because it's one of the most useful things I've ever done (my kids will hear the stories for years). Coming this week.
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Paid Under Minimum Wage to Run a Side Hustle → connorpera.substack.com/p/pa…
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One of the most frustrating parts of being an SMB Owner is how much time I spend as the punching bag for other people's bickering. Thankfully, in my business, it's rarely a big blowup. It's a side conversation that turns into a gossip loop, or an email thread that gets a little sharper each round until it lands on my desk with both sides waiting for me to pick a winner. Some weeks I genuinely wonder if we're back in high school. What's worked for me is to get it out of the side channels as fast as possible. If it's gossip, I bring the person into my office and we talk about it directly, which ends the loop fast. If it's an email thread, it moves into a shared log with the problem, the owner, and the decision. The bigger lesson is about who you hire and keep. Low-drama people are worth more than their résumés show because every conflict they handle themselves is time you get back.
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Is there anything more annoying than someone who says “I won’t try to sell you anything” then proceeds to add you to every cold drip campaign and checks in every month to see if you want to have a conversation about their product/service? I honestly don’t mind if you want to pitch me something. We’re all selling something. I’m here for it. What I can’t stand is people being disingenuous about it.
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I put $6,000 into a vending business in 2021. Almost five years later I shut it down and took out $7,528. By any financial measure it was a failure. I'm writing up everything it taught me anyway, because it's one of the most useful things I've ever done (my kids will hear the stories for years). Coming this week.
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Extremely common in the printing industry. Finding skilled pressman to run an offset press is really difficult. A lot of the long-run offset work that requires skilled pressmen is also declining, but it’s a huge problem with no solution in sight.
Business owner I know has a severely aging workforce His best skilled employees 60+ years old NOT a traditionally trained skill (not HVAC, plumbing, electric) it’s niche and still requires comparable level of skill There has to be so many more of these little skilled trades at risk of a workforce aging out Beyond the normal advice of “document knowledge, hire apprentices, and train aggressively” what should this owner start doing?
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Competed in my first BJJ tournament last weekend. Match one went exactly to plan: wrestling, back take, won 11-0 on points. Months of drilling showed up on cue. Match two, the other guy had a better plan. And I got submitted via an armbar. My goal at the beginning of this year for my BJJ game was to compete and be respectable in a competition. Mission accomplished. But the thrill of the competition was awesome – everything about it. The pre-match nerves, the excitement of the unknown, and the camaraderie with the other folks from my gym who competed. I’m already back on the mats planning for my next comp.
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