Alan Pentz Profile Banner
Alan Pentz Profile
Alan Pentz

@apentz

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474
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Teaching owners how to build self-managing companies. Started my first business in 2007 & grew it over $20m. Now I’m invested in four others & counting.

Washington, DC
Joined December 2008
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@apentz
Alan Pentz
8 months
@atnissel Hate to hear that but how awesome is it that he chased the guy down! Mic drop!
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@apentz
Alan Pentz
9 months
@ShaanVP Looking to hire an AI tutor for $250/hr to teach me how to teach someone to use AI tools.
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@apentz
Alan Pentz
7 months
@seanpatward It doesn’t exist. Risk free returns are treasuries. You can get 5.5% for a few more months or 4% for 5 years or whatever it is today. If you don’t like what they offer, you accept risk & usually get more return. There are about 1 million academic papers outlining those
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@apentz
Alan Pentz
3 months
One of the major trends that SMB’s need to jump on is “Digital Ops”. It’s a combination of offshore talent, automation, and AI. And it’s going to change the world of business:
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@apentz
Alan Pentz
6 months
Selling a profitable company for less than 10x almost never makes sense. Do the math: If you sell a $1m net profit company for $5m you will net either: $3.8m or $3m depending if it’s a stock or asset sale. Ok $3.8m is nothing to shake a stick at but think about if you could
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@apentz
Alan Pentz
3 years
"Those deals don't exist anymore," is the frustrated cry of the modern investor. Just 10 years ago the world was our oyster: multifamily real estate, SaaS software, HVAC businesses. They were all cheap! It was a good time to be a buyer...
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@apentz
Alan Pentz
2 years
Germany's industrial base is in danger. @DoombergT showing how natgas sits at teh beating heart of Germany industry:
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@apentz
Alan Pentz
4 years
@michaelbatnick They spent $19.4 billion on share buybacks? Burn it to the ground.
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@apentz
Alan Pentz
3 years
@mattyglesias Put a screen in your window, kick back with a glass of ice water and wait for your dryer cycle to conclude. America
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@apentz
Alan Pentz
5 months
$10m is the sweet spot of a lifestyle business. You can make $1.5-$2m a year in profit. You can afford a couple of really good managers to help run it for you. And it’s enough to sustain some losses if things go badly. But it’s small enough to resist someone of the
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@apentz
Alan Pentz
1 month
Being a business owner is hard.  You have to find and hire the right people. But you also have to let go of the people who aren’t the right fit.
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@apentz
Alan Pentz
7 months
Here’s exactly how I grew a company to $25m. It only took 20 years! Step one: pick an industry and work in it for 3-4 years as a W-2. Step two: when that company gets bought start your own Step three: struggle for 5-7 years while you learn how to run a business Step four:
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@apentz
Alan Pentz
1 month
Anyone who’s in business knows that cash is king. More accurately, cash FLOW is king:
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@apentz
Alan Pentz
2 years
@FreightAlley Can we convert these all to multi family rentals?
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@apentz
Alan Pentz
11 months
@enlightenedcoop Own a cash flowing biz
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@apentz
Alan Pentz
6 months
@JeppsenJonny Jonny, who cares about the dinner. Let’s talk about how you eat that and remain alive?
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@apentz
Alan Pentz
8 months
We hit a revenue black hole at $15m: - Needed a new team - Needed new processes What would you do first in this situation? 1. Implement EOS 2. Training existing people 3. Hire new people
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@apentz
Alan Pentz
7 months
@huntercoldcalls @MatznerJon was telling me he’s so tired of walking on the beach and can’t wait to walk on the thin sidewalk of an impressively built 8 lane highway.
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@apentz
Alan Pentz
2 months
Successful business people have one thing in common: They’re lifelong students.  Always learning. Here’s why being a student maximizes growth and success in business:
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@apentz
Alan Pentz
11 months
@ChrisJBakke @chamath Your speaking gig at All In 2024 just got cancelled.
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@apentz
Alan Pentz
24 days
I have an MBA but had no idea how to run a business when I graduated. I didn’t even know how to get into my business bank account.
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@apentz
Alan Pentz
13 days
Life as a business owner is not easy.  It demands that you constantly learn new things.  Otherwise, your business will plateau:
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@apentz
Alan Pentz
1 month
I hear people talk alot about entrepreneurship, but so many would be better starting with “intrapreneurship”. The best way to build skills is to work for someone else first.
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@apentz
Alan Pentz
8 months
@TripleNetInvest DC is pretty screwed. Very few people go to offices there. We sublet our office in DuPont for 60 cents on the $ & were lucky to get that. Building sold for a 1/3 of its previous value. The feds can’t get their people back & now we are losing the 2 sports teams to Alexandria.
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@apentz
Alan Pentz
2 months
Harsh truth: Companies grow faster than people do. Every time you 2-3x the business, you’ll need to replace 50-75% of the leadership. It’s brutal but crucial to understand if you are scaling. So, how do you know when to transition your current leadership? Read this:
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@apentz
Alan Pentz
2 months
The skills that got you to $5m won’t get you to $25m.  You have to level up your team and yourself  Very few companies make it past $1m, not to mention $5-10m
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@apentz
Alan Pentz
2 months
8 short rules that every business owner needs to hear:
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@apentz
Alan Pentz
3 months
Learning is the most important skill for entrepreneurs. (execution being a CLOSE second) I have made a habit of reading every single day — here are a few newsletters that I read regularly to keep myself up to date and sharp:
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@apentz
Alan Pentz
8 days
Owning a small business isn't just about financial models and strategy - it's about hands-on management. So what does that mean?
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@apentz
Alan Pentz
3 years
Mission accomplished at re-convene. I was officially unblocked by @sweatystartup . The sun is shining in LA!
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@apentz
Alan Pentz
3 months
“Build the dream, not the prison”. This quote is what business ownership is all about. It’s tragic to me how many business owners are trapped by their own companies though. Here’s why it happens, and how to break out of it:
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@apentz
Alan Pentz
6 months
@Camp4 Oh come on. That’s a bit judgy. You spend a lot of quiet time with your baby and wanting to watch a movie isn’t some terrible thing.
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@apentz
Alan Pentz
4 months
Looking back, I should have fired faster. Holding on to the wrong team members can inhibit the business more than you realize. I spent too much time trying to develop people into something they weren’t. My advice? Listen to your gut and get rid of the bad apples.
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@apentz
Alan Pentz
1 year
@StevenGlinert @razibkhan They’ve unleashed Sunak the Destroyer!
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@apentz
Alan Pentz
2 months
I was a slacker my entire life.  Now, I own a business that will do $35m in revenue this year.  I was a smart kid, but never one to do well in school.  Here’s how I turned my life around:
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@apentz
Alan Pentz
5 months
I decided to start running my own business at 34. Not for the money. But for independence. Thank God I decided to do this at 34. I don't think I would have the stomach for it in my 50s.
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@apentz
Alan Pentz
9 months
👉Business: Corner Alliance 👉Revenue Barrier: $10m 👉Learning: “You don’t know everything but others might” SBBH #2 was just sent to 633 small business legends... sign up here 👇
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@apentz
Alan Pentz
7 months
@mhp_guy @BillAckman The fact that MIT and BI took this on shows how out of touch they are. I think Bill will get them back in touch or bankrupt. One of the two.
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@apentz
Alan Pentz
26 days
If you are the owner, the bottleneck is always you. You either hired, created, or allow the issues causing the bottleneck. This chart shows what happens when the leader isn’t able to grow faster than the company:
Tweet media one
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@apentz
Alan Pentz
2 months
Business partnerships are a tough subject. I tend to think they do well when the roles of the partners are clear and there’s a clear exit timeline and strategy. Open ended partnerships don’t do as well. Circumstances and people change
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@apentz
Alan Pentz
18 days
Funny enough, the real reason I started my business was to buy a BlackBerry.  A good one. I was working in government consulting at the time.  I’d started a new job and they gave me a crappy hand me down phone. It pissed me off.
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@apentz
Alan Pentz
2 years
@RobertN24123462 @businessbarista Execution is way more important than ideas. Most business ideas are obvious and known, it’s only the people who can put together the team and resources to execute that matter. Secrecy usually results in zip.
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@apentz
Alan Pentz
1 year
@EllliotttB What’s the panic about? I’m converting Class A CBD office space into pet grooming salons. We are killing it!
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@apentz
Alan Pentz
7 months
@meetmikehiggins See you next summer. Nothing like getting a beer at the student union in Madison in August. But then I’m out. I can’t live thru that winter. Last time I was there it was snowing on Memorial Day I think.
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@apentz
Alan Pentz
9 months
Very few people can sell like the owner of company. In most cases s/he needs to be the key sales person until you get to $3-5m in revenue. Agree or disagree?
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@apentz
Alan Pentz
10 months
Biz owner at $500-$700,000.. You have two paths: 1/ Focus on processes for 3 months: Increase margin by 5%. 2/ Focus on selling more for 3 months: Increase top line by 25%. Which one are you choosing?
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@apentz
Alan Pentz
25 days
I was several years into running my business before I really focused on the numbers.  When I finally hired someone to look to focus on cash and financial projections, it wasn’t good.
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@apentz
Alan Pentz
6 months
People are going to tell you lots of BS about servant leadership & leaders eat last, etc. in your biz career. The reality is most employees want leaders who: -Make decisions -Deal with poor performers/behavoir -Set a vision -Communicate expectations clearly -Maintain a level of
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@apentz
Alan Pentz
10 months
@dollarsanddata @jasonzweigwsj That’s close to the advice a friend of mine got from the super powerful & corrupt chair of the House Transportation Committee, Bud Schuster. Never sign anything you can say yes to. Never say yes to anything you can nod to and never nod at anything you don’t have to.
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@apentz
Alan Pentz
7 months
@realEstateTrent I always ask them to take a picture of my wife and I.
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@apentz
Alan Pentz
1 year
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@apentz
Alan Pentz
1 year
@SMB_Attorney I never understood why more airlines don’t just sell overhead space like frontier or RyanAir. Makes so much more sense. Then you can board at the last minute.
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@apentz
Alan Pentz
7 months
@BillAckman @MIT Are there ways to short Ivy Plus schools? How can I express a long community college short elite college viewpoint. Can Goldman create a CDO that they only mark to market after they’ve hedged out?
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@apentz
Alan Pentz
8 months
@BobEUnlimited Just block her and keep posting. You’re the best macro poster out there so the haters are going to come for you to grift some attention to themselves. Ok, you and @dampedspring are the best macro posters. Anyway, brush it off and keep fighting. The silent majority is with you.
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@apentz
Alan Pentz
1 year
@Stimpyz1 @RepKatiePorter I’m sure she’s going to be fine
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@apentz
Alan Pentz
6 months
The more I’ve tried to grow my X followership, the more I’ve grown to hate X. It’s a tough conundrum. If this is the future of business, I don’t think I want to be part of it. The content game just gets boring after a while.
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@apentz
Alan Pentz
10 months
@notyourCREguy @realEstateTrent The loan officer can get a new job by then.
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@apentz
Alan Pentz
5 months
Looking for the next gold rush? Digital Operations. Companies need help bringing in automation, AI, & global talent. I see a big market for companies doing this as a managed service.
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@apentz
Alan Pentz
2 months
The ascension ladder in business looks like this: 1. Operator 2. Owner  3. Investor Here’s what each stage looks like and how to progress toward #3 (highest leverage):
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@apentz
Alan Pentz
1 year
@ATabarrok Yikes. Glad I’m not in that class
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@apentz
Alan Pentz
2 years
@FinanceLancelot I’d love to hear how the ruble is going to replace the USD. I think you have no idea what you are talking about.
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@apentz
Alan Pentz
1 month
Lots of people can bootstrap a company to mid to high $100,000s. If you’ve worked in an industry and have contacts, you can drum up enough business. But getting to $1-2m is harder. You have to change. First by upskilling yourself and then by attracting the right skills:
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@apentz
Alan Pentz
8 months
👉Business: Corner Alliance 👉Revenue Barrier: $15m 👉Learning: “Your knowledge needs to be in the processes, not the people” SBBH #3 was just sent to 633 small business legends... sign up here:
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@apentz
Alan Pentz
3 years
@Hadamijo @mattyglesias They do have bugs and they just come in the room.
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@apentz
Alan Pentz
6 months
$5m in revenue is when I found I could start building a real management team to take things off my shoulders. At $10m I could really start getting out of the day to day. I’m sure others can do it earlier but I had trouble affording the talent I needed below $10m.
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@apentz
Alan Pentz
2 years
@abakermont It is true that guys tend to “take” the kids on Mothers Day and “spend quality time” with the kids on Fathers Day. Things that make you go hmm..
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@apentz
Alan Pentz
1 year
@SievaKozinsky Or just make more money
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@apentz
Alan Pentz
10 months
@CartoonsHateHer Oscar Wilde hands down. The only thing worse than having a following on X is not having one.
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@apentz
Alan Pentz
6 months
@moseskagan I wonder if people would be honest or even know the answer.
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@apentz
Alan Pentz
11 months
@realEstateTrent Dude, I’ve been in some Thai rivers. You do not want to eat that fish!
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@apentz
Alan Pentz
4 years
@fortworthchris What if they got the 100k on only fans?
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@apentz
Alan Pentz
3 months
I read a quote: “You don’t fall to the top of a moutain, you climb there”. That one hits home for me. You can stumble your way to $10k/mo (if you have a skill or service), but to hit the $1M+/year mark, it doesn’t happen by accident.
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@apentz
Alan Pentz
9 months
@STLChrisH I’ll respectfully push back here. I’ve just been reflecting on this as I’m writing up my learnings in a newsletter/blog and I stagnated at $10m because I didn’t have the right leaders in the functions of the biz. It wasn’t about me wearing multiple hats but not having the right
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@apentz
Alan Pentz
9 months
@PrivatEquityGuy Sure some do and some don’t. The delta is $50k and means nothing. I know multi millionaires who drive Porsches, high-end teslas, etc. I don’t understand why there is some virtue in self denial when you are a millionaire and saving $10k. What is the money for then? I mean no
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@apentz
Alan Pentz
8 months
@erikimorton @vrexec You live thru covid in the northeast
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@apentz
Alan Pentz
9 months
👉 Business: Corner Alliance 👉 Revenue Black Hole: $4m 👉 Learning: “If you don’t change, don’t expect your business to” SBBH #1 was just sent to 632 small business legends... sign up here:
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@apentz
Alan Pentz
3 years
@girdley @CoffeeToro My rule: invest in anything that involves Americans getting fatter, stupider, or lazier. I might start an ETF strategy around that. My ESG is FSL.
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@apentz
Alan Pentz
2 months
I run a company that will do $35m this year.  Honestly, it’s not easy to get to this point.  I’ve been punched in the face more times than I can count.  But each low-point came with a lesson learned.
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@apentz
Alan Pentz
2 years
@JeffreyASachs Who reads the Brothers Karamozov in a week. Even Alyosha would be proud of that
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@apentz
Alan Pentz
7 months
@SMB_Attorney The class I would teach in college: No one is coming to save you 101. 201 is building a multi family investing empire based on Tik Toks.
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@apentz
Alan Pentz
1 year
@vkhosla Or VCs for that matter
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@apentz
Alan Pentz
1 year
@seld_on @RichardHanania And they don’t print Yen? Do some research? They basically perfected QE.
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@apentz
Alan Pentz
11 months
I’ve been doing more investigation of ESOPs as an exit mechanism. It’s a great way to defer taxes & if you do it right, that tax deferral adds another “turn” of EBITDA. So if the company is valued at 4x, you can realize 5x by not paying taxes. Here’s one the best ways I’ve
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@apentz
Alan Pentz
2 months
The only way you can scale your company quickly is to get a great management team in place. They need to put in great processes and systems but start with the who, then go to the how.
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@apentz
Alan Pentz
3 months
Hot take: I think it’s scary how many MBA grads (with very little business experience) are buying businesses using SBA debt. Operational experience is critical for driving success in business — and business experience is not the same as business knowledge.
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@apentz
Alan Pentz
7 months
@seanpatward I love the responses about hard money lending and private credit. These are of course zero risk. I’m guessing your client is comfortable taking over failing businesses/properties like a mob boss, gutting operations, and then selling for what she can get? Are these people
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@apentz
Alan Pentz
3 years
The biggest returns in the future will come from those who can create assets: businesses, income producing real estate, etc. That or crypto monkeys but I don't draw well. There are dangers in this approach...
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@apentz
Alan Pentz
3 years
Ideas getting some traction. These next few decades won't be easy, but for those with the stamina and aptitude to create assets, the rewards will be significant. If you want to read more, check out my Substack:
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@apentz
Alan Pentz
19 days
Always prioritize short term pain over long term pain. It holds true in everyday life, but especially for business owners.
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@apentz
Alan Pentz
1 year
@mattyglesias Every bank under $250b in assets will have a run starting Monday. That’s something like 1/3 of banking assets. This is too high profile and the losses too large to let depositors take haircuts
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@apentz
Alan Pentz
2 months
@codywagee I think we need to distinguish between traditional searchers and self funded searchers using personally guaranteed SBA debt. The traditional searchers are going to be more financially educated on average, have investors who will steer clear of bad deals, and can buy much larger
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@apentz
Alan Pentz
29 days
I like the accountability that owning a business provides. It shows you every one of your flaws and rubs your face in them. Most people don’t want that. I get it.  But if you’re going to own a business, success comes from recognizing those flaws.
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@apentz
Alan Pentz
3 months
“Overnight success” is such a myth.  There is always a time where you are just working in the dark, often by yourself.
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@apentz
Alan Pentz
9 months
@mhp_guy These feel tough if you’re not already in the industry: -Lots of employment risk (ie I-9 issue) -Commercial will go with low bidder as long as they are acceptable -How equipment heavy is it & what’s the replacement cycle? -How many strip clubs do you have to go to to keep the
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@apentz
Alan Pentz
5 years
This is THE check list for any business owner. I might add a category for sales but @brentbeshore should be required reading for small to medium sized business owners:
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@apentz
Alan Pentz
1 year
@shawngorham You guys Mormon or what? All getting up at 5 am and no play makes Johnny a dull boy! BTW, just spent 3 days in San Sebastián Spain. They go out at 9, drink and eat for 4 hours, and go to bed at 2 & everyone climbs mountains on bikes. To each his own.
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@apentz
Alan Pentz
11 months
Small businesses stay small for a reason as Brent Beshore says and that reason is the owner. You aren't making the hard decisions or you aren't learning enough or you aren't investing enough or... Can't blame anyone else but yourself.
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@apentz
Alan Pentz
2 years
@ElbridgeColby This is Steve Jobs 101. When he came back to Apple in 97 they had dozens of products. He cut it back to 4, focused, and saved the company. Focus was the advice he gave Google’s founders as well
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@apentz
Alan Pentz
8 months
@sweatystartup I don’t agree. Gossip is a behavior baked into human DNA. It helps people build teams and allies. You can minimize it by being more transparent but it’s like saying I’m going to outlaw people eating cupcakes.
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