Entrepreneurs
10 Tips to Get Your Business Started on Social Media
“Social Media doesn’t work for my business.”
I hear this sort of thing all the time. Whether it’s direct to consumer (DTC), business to business (B2B), or even selling an in-person service, the simple truth is that social media is an extremely powerful tool that can 10x your business at a fraction of the cost and effort you would get with traditional media.
“But Skyler, I see all these platforms flashing before my eyes. How do I know which ones are right for my business? What types of content should I publish? Is there a specific brand image I should emulate? Where the bleep do I even start?!”
If you’re asking any of those questions, take a deep breath and relax. The following ten tips will tell you a lot about what you need to know to get your business started on social media.
1. Start Small
If you’ve never published anything on social media before, start small. Write a 350-word blog or a short LinkedIn post. Most importantly, keep your content focused. By zeroing on a content niche, not only will your job be easier, your customer will think of you as an expert on that subject.
Also, keep your goal reasonable. For example, instead of committing to posting one blog per day every day, try one per month. That might sound ridiculously easy, but accomplishing that goal will give you the confidence you need to set more ambitious goals in motion.
Setting a goal too high will only provide a larger opportunity for failure; setting a goal too low will result in satisfaction and an incrementally higher goal.
2. Don’t Sweat the Details
Too many small business owners want to master everything before they get started. This is like reading the entire instruction manual of a new camera before turning it on. My advice—just start taking pictures of what you like. Later on, you can still look back at the manual for helpful ideas and at that point, you’ll have a better understanding of what the manual is describing.
Getting bogged down into the details of the best time of day to post, which software to use, or what keywords to include in your content will only give you more reasons to slow you down and stop you from taking action.
Learn the minutiae of everything after you get started, and you may even find out that the little things don’t matter much anyway. For now, post, publish, and podcast away!
3. Be You
Authenticity can be an overused buzzword in any industry, but who you are will always be your superpower. You’ll never catch up to a leader by doing exactly what they do. They’re already ahead, so how are you going to get there by doing the same thing?
Doing things your way with the uniquely wonderful attributes you hold (aka “your superpowers) is much easier and more effective. That’s how you’ll catch a leader. It doesn’t matter if you’re introverted or extroverted. Being as authentic as possible is always best.
4. Be Vulnerable
“Fake it until you make it” doesn’t work. People fall into this trap all the time. They see someone who is super charismatic and try to be that person. The problem is, if you’re naturally a little shy or more reserved, the effort to be something else comes off as disingenuous and untrustworthy.
By not being afraid to show a bit of vulnerability, you double-down on authenticity. It’s ok to let your customer see what you’re not great at. If you’re uncomfortable on camera (not like stage-fright level, but just a touch anxious), let the customer get a glimpse of your charming awkwardness in the beginning.
As you make more videos, the customer gets to see your personal growth and feels like a part of your entrepreneurial journey. You establish a deeper connection with them this way.
5. Provide Value
The easiest hack for “what to post” is to think about what will provide value to the person you’re trying to reach. For example, write a post about a question you answered for a customer that day. Chances are, if that customer had a question, other customers will want the same information.
If you own a hardware store, there’s no benefit to anybody if you post about a heart-healthy diet or the latest K-pop band. Instead, post how-to videos; write content about the best type of lawn care products; tell your customer about an upcoming store event; or simply say “happy birthday” to all of your clients when you see that notification on Facebook.
Your content should always reflect value to the people you’re trying to reach.
“Social media is about the people, not about your business. Provide for the people and the people will provide for you.” – Matt Goulart
6. Know Relevant Culture
Be authentic about yourself, but understand the norms and modern practices for the platforms on which you’re posting content. For example, many people make the mistake of creating an outstanding online video and post the link to every social media platform.
Then, they wonder why the video didn’t go viral. The reason is that it’s not an acceptable norm to post a YouTube link on FB; you upload the video.
Invest the time to learn and understand the culture of your chosen platform. Otherwise, you’ll be wasting your time copying and pasting links that don’t get viewed.
7. Understand Political Posts
The cardinal rule used to be to avoid political posts like they were some form of flesh-eating bacteria. Now, you need to at least understand them. The hot button issue of politics has become so intense, you need to at least be aware of what’s happening. Otherwise, you risk turning customers off by appearing uncaring about current affairs.
If you choose to jump into the online political arena all-in, you might solidify connections with certain people while alienating yourself from others. If that’s part of the authentic you, then that might be a smart play for your business.
Realize, however, that politics can exhaust people. You might get a modicum of short-term engagement, but leaning too hard into this space can also turn people off.
8. Repurpose Content
When you pivot to a new space, it will probably be an easier transition than you think because you’re not really starting over. Once your current channel is clicking on all cylinders, you can take a small step into another platform based on what you’ve already built. In fact, you can use some of the same content.
Suppose you’ve been blogging for over a year and developed a decent following. You might want to consider a YouTube channel, but have no idea what video to make first. A good bet is to begin your new engagement by making a video based on your most successful blog.
9. Pivot with One Foot
This is similar to a basketball move, where you plant your pivot foot after you pick up your dribble, but you move the other foot in a bunch of different directions. The goal is to angle your body in a way that opens up a better shot opportunity.
How does this apply to social media advertising? Suppose your Instagram channel is crushing it, but you want to get into Snapchat. Learn all about using Snapchat. Give it a try, but don’t abandon your money-maker, Instagram. If you don’t like the new channel, you can always go back to being all-in on Instagram..
10. Make a Top Ten List (Like I just Did!)
People love lists. That’s why clickbait does so well. I’m not advocating for clickbait necessarily, but top ten lists are low-hanging fruit for advertising attention.
Psychologically, we all love to see how others rank everything from movies and sports cars to exercise tips and the best vegan restaurants.
Top ten lists are ultimately clickable and skimmable, which today’s average internet user loves. For example, create a post about the top 10 questions you get asked in your business? Chances are, most of your customers will appreciate the information in at least two or three of them and read your next top ten list.
Social media can be intimidating, especially for older business owners (no offense). But there is too much advertising value online to not get involved.
If you do nothing else, commit to my first tip in this list. Start small. If you try to be everything to everyone, you will burn out and your advertising, as well as your business will suffer big time.
If you haven’t already committed at least some advertising resources to social media, get started today and relax, you don’t have to be perfect. Give it some time, keep trying, and eventually these tips will help you to leverage social media for optimal advertising success.
Entrepreneurs
Why Successful Entrepreneurs Break Every Rule (The 6 “Counter-Conventional” Mindsets)
In 1995, a graphic design teacher named Lynda Weinman just wanted a digital sandbox. She needed a place online where her students could upload their work and play around with new tools like Photoshop and Illustrator. She bought the domain Lynda.com, put the site together, and gradually moved her teaching online.
Years later, she sold that little digital sandbox to LinkedIn for $1.5 billion.
Or look at Elon Musk, who managed to generate half a billion dollars in cash for Tesla before a single Model 3 ever rolled off the assembly line.
How do these founders pull off such massive feats? According to John Mullins, a professor at the London Business School, successful founders don’t follow the “best practices” taught in corporate boardrooms. They operate on a completely different psychological wavelength. They possess what Mullins calls a counter-conventional mindset.
If you want to build a thriving startup in today’s fiercely competitive market, you have to unlearn corporate logic. Here are the 6 rule-breaking mindsets that will completely change how you do business.
1. Say “Yes, We Can” (Even If You Don’t Know How)
Corporate strategy 101 tells companies to “stick to their knitting” and focus entirely on their core competencies. If a customer asks for a service outside that narrow scope, the corporate answer is always, “No, we don’t do that here.”
Entrepreneurs say “yes,” and figure out the “how” later.
Arnold Correia ran a highly successful event management business in Brazil. One day, a major client asked if Arnold could build a satellite uplink to broadcast training videos to 260 stores across the country. Arnold knew absolutely nothing about satellite technology. His response? “Yes, we can do that.” Later, Walmart asked if he could put screens on their sales floors to run targeted advertisements. Again, he said yes.
By refusing to be boxed in by his current skillset, Arnold reinvented his multi-million-dollar business four separate times.
The A2S Takeaway: Don’t let your current limitations cap your growth. Commit to the opportunity first, and acquire the skills second.
2. Obsess Over Problems, Not Products
Big corporations are obsessed with product tweaks. They take the blue specks out of their laundry detergent, turn them green, and call it “breakthrough innovation.”
Entrepreneurs don’t care about shiny products; they care about solving painful problems.
Jonathan Thorne invented a silver-nickel alloy for surgical forceps to stop human tissue from sticking to the metal during surgery. He originally targeted plastic surgeons, but sales were sluggish. Instead of changing his product, he looked for a worse problem. He found neurosurgeons. When you are operating on a human brain, sticky forceps are a literal life-or-death disaster. Thorne targeted this massive pain point, scaled his business rapidly, and eventually sold it to medical giant Stryker.
The A2S Takeaway: Nobody cares about your shiny new product features. They care about their own headaches. Find a bleeding-neck problem, and cure it.
3. Think Narrow, Not Broad
Corporate giants want massive total addressable markets (TAM). If a market doesn’t appeal to the masses, they won’t touch it. But true entrepreneurs know that to go big, you have to start narrow.
When Phil Knight and Bill Bowerman founded Nike, they didn’t try to make sneakers for the general public. They focused on a tiny, extremely specific niche: elite distance runners. At the time, running shoes were made for sprinters on smooth tracks, leaving marathoners to deal with sprained ankles and shin splints on dirt trails. By designing a wider, cushioned shoe exclusively for distance runners, Nike built a rabid, hyper-loyal fan base that eventually gave them the leverage to conquer the global athletic footwear market.
The A2S Takeaway: Niche down until it hurts. Dominate a small group of highly passionate users before you try to sell to the world.
4. Ask for the Cash Upfront (Ride the Float)
Big companies have billions in cash reserves to fund their R&D. Startups don’t. But instead of begging venture capitalists for money, brilliant entrepreneurs get their customers to fund their operations.
When Elon Musk took over Tesla, the plan wasn’t to take on massive debt to build a factory. Instead, they hosted a roadshow for wealthy, eco-conscious buyers who wanted the “next big thing” in their driveways. Tesla pre-sold 100 Roadsters for $100,000 each. That meant they had $10 million in cash sitting in the bank before car #1 was even built. Years later, they did the exact same thing with the Model 3, taking 500,000 deposits of $1,000 each—generating half a billion dollars in pure cash to fund their engineering and tooling.
The A2S Takeaway: Cash is the lifeblood of your startup. Can you pre-sell your idea and get paid before you build it?
5. Beg and Borrow (But Please Don’t Steal)
In business school, you are taught to carefully analyze the ROI of buying heavy assets. Entrepreneurs operate differently: they don’t buy assets if they can borrow them.
When Tristram and Rebecca Mayhew wanted to start Go Ape, a treetop adventure business in the UK, they had a major problem: they didn’t own a forest. Instead of buying land, they approached the UK Forestry Commission, which owned millions of trees and desperately wanted to increase park visitor counts. The Mayhews pitched a win-win partnership: let us use your trees, parking lots, and bathrooms, and we’ll bring you massive foot traffic. Today, Go Ape has dozens of locations globally, all because they leveraged assets that already existed.
The A2S Takeaway: You don’t need to own everything to monetize it. Partner up, leverage existing infrastructure, and keep your startup overhead near zero.
6. Don’t Ask for Permission (Just Get On With It)
In the corporate world, every new idea has to be sanitized by compliance, legal, and HR. Getting a “yes” takes months.
Entrepreneurs understand that permission is the enemy of progress. When Travis Kalanick and Garrett Camp founded Uber, they didn’t go to the San Francisco transit regulators and ask, “Excuse me, can we start a taxi company with zero actual taxis?” The regulators would have crushed them immediately to protect the local monopoly. Instead, they just launched the app. While some of Uber’s later corporate tactics crossed ethical lines, the core lesson of their launch is undeniable: when digital innovation outpaces slow, ambiguous regulations, you can’t wait for a green light.
The A2S Takeaway: If you wait for permission from the gatekeepers, you’ll be waiting forever. Act first, apologize later.
Are You Playing By The Right Rules?
To change the world—or even just your own financial future—you have to break the conventional norms. You don’t need a perfectly polished product, infinite VC funding, or permission from the establishment.
Look at the biggest roadblock in front of your business today. Which of these 6 counter-conventional mindsets can you adopt to smash right through it?
Stop waiting. Get out there and just get on with it.
Entrepreneurs
How Lucy Guo Built a Billion-Dollar Tech Empire By Breaking All the Rules
At an age when most people are just trying to figure out their career path, Lucy Guo unseated Taylor Swift as the world’s youngest self-made female billionaire.
She co-founded Scale AI (recently valued at a staggering $25 billion), launched the creator monetization platform Passes, and became a relentless angel investor with a portfolio of over 100 companies. But her path wasn’t paved with perfect grades and safe corporate ladders. It was paved with rebellion.
Guo got suspended in kindergarten for telling the teacher the curriculum was dumb. She dropped out of Carnegie Mellon University with only four classes left to graduate. She walked away from millions of dollars in unvested equity at Snapchat. Every time society told her to play it safe, she did the exact opposite.
If you want to scale a massive business and operate at the top 1% of the tech world, here is the unfiltered playbook from one of the most prolific founders of our generation.
1. Optimize for Learning Over Stability
Most people make career decisions based on risk and salary. Guo makes decisions based on a single metric: Am I maximizing my learning?
When she was a year away from graduating with a computer science degree from Carnegie Mellon, she realized she was learning more practical skills at weekend hackathons than in the classroom. So, she dropped out to dive headfirst into the startup world. Everyone—her parents, her friends, even strangers—called her an idiot.
Later, she walked away from a highly lucrative position at Snapchat to build her own company. To the outside world, these look like massive, irresponsible risks. To Guo, the math was simple: if a decision guarantees you will acquire highly valuable new knowledge, it is not a risk. Your knowledge will always be worth money.
2. The “Three-Task” Founder Routine
It is incredibly easy for founders to get distracted by busywork. Guo subscribes to the famous Y Combinator philosophy that a founder should only be doing three things:
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Working out
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Talking to customers
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Building the product
Her daily routine is brutally efficient. She wakes up at 5:30 AM, rolls out of bed, and immediately goes to a grueling fitness class. She bought her house specifically because it was a 5-minute walk from the gym and a 5-minute walk from the office, entirely eliminating her commute.
By refusing to sit still—cutting out TikTok scrolling, TV, and aimless internet browsing—she funnels all of her energy into execution. Working out tests your discipline; if you can force yourself to train when you feel terrible, you will have the energy to dominate your industry for the rest of the day.
3. Ship at 90% (The Innovation Rule)
When Guo worked at Snapchat, she learned a massive lesson from CEO Evan Spiegel about product development: stop agonizing over user research and just get the product into the wild.
If you spend three years going back and forth on a design trying to make it perfect, you will lose. The market moves too fast, and frankly, consumers rarely know what they actually want until they can touch it.
The rule is simple: Get it to 90% and ship it. Spend two weeks designing it, launch it, and see if it gets traction. People will eagerly use a buggy product with a terrible user interface if it actually solves their problem. If it gets traction, double down and fix the bugs. If it falls flat, you only wasted two weeks instead of two years.
4. Never Outgrow the “Grunt Work”
As companies scale, many founders retreat to their corner offices and stop doing Individual Contributor (IC) work. Guo believes this is a fatal leadership flaw.
You cannot effectively judge your team’s performance if you refuse to do the job yourself. When Scale AI landed a massive new pilot customer, Guo didn’t just delegate the work—she sat in the war room alongside her engineers, manually labeling data to ensure it was perfect. If a creator finds a bug at 2:00 AM on Passes, she and her team are awake fixing it.
As a leader, nothing is below you. If you aren’t willing to jump into the trenches and handle customer support tickets yourself, you have no right to critique how your reps are handling them.
5. Hire for Grit Over Pure Genius
When building a team, pure intelligence is heavily overrated if it isn’t backed by relentless hard work.
You can hire the smartest engineer on the planet, but if they refuse to put in the effort when things get difficult, they will have zero impact on the company. Guo explicitly hires for grit. Startup culture requires a 24/7 mentality. You don’t necessarily have to work every weekend, but when the building is on fire, the team needs to know you will show up and grab a bucket.
6. Stop Complaining and Start Cheerleading
When asked what advice she would give her 20-year-old self, Guo’s answer had nothing to do with code, venture capital, or marketing.
“I would stop complaining about some of the people I work with and just start really getting to know them better and uplifting them.”
Toxic, gossipy work environments drive away top talent. The most profitable and innovative companies are built in positive environments where the leader acts as the ultimate cheerleader.
Surround yourself with wildly positive people, focus intensely on the upside, and relentlessly uplift the people building your vision. When you protect your energy and support your team, the financial success becomes a natural byproduct.
Here’s a great interview with Lucy Guo:
Entrepreneurs
Peak Performance Psychology: Secrets from the Real-Life “Wendy Rhoades”
If you have watched the hit TV show Billions, you know the character Dr. Wendy Rhoades. She is the brilliant in-house performance psychologist who helps ultra-wealthy hedge fund managers and cutthroat founders unlock extreme performance, navigate crises, and destroy their mental blocks.
But Wendy Rhoades isn’t just a fictional character trope. The Wall Street Journal recently compared the fictional Wendy to a very real person: Dr. Julie Gurner.
Dr. Gurner is one of the most sought-after executive performance coaches in the country. With a background in adult psychopathology and forensics—including a stint working in a Supermax prison—she now spends her days in the trenches with CEOs, billionaire founders, and elite operators. She helps the top 0.01% reach the next level psychologically.
In a recent interview, Dr. Gurner shared the exact traits, mindsets, and peak performance psychology strategies that separate the ultra-successful from everyone else. Here is how you can apply them to your own life.
1. The Defining Trait of the Top 0.01%: Audacity
When looking at the ultra-successful, one trait stands out above the rest: Audacity.
Audacity is the refusal to follow the “imaginary rules” that govern most people’s lives. Society teaches us certain boundaries: you cannot apply for that job unless you have exactly five years of experience, a small startup cannot pitch a major bank, or you do not belong in certain rooms because of your background.
According to Dr. Gurner, the top 0.01% operate with an almost complete unawareness of these artificial limits.
“They don’t follow the rules that everyone else seems to follow that are actually very artificial,” Gurner explains. “That audacity to go for these larger things… is really how they skip steps that everyone else is still trudging through. We’re all going on the crowded path, and they just find this little dirt road to get to outcomes we are eight years away from.”
How to Apply It: Adopt the disposition of “What if it goes right?” instead of “What if it goes wrong?” We chronically overestimate the true risk of failure. In reality, most failures are temporary and quickly forgotten by the public. Take the side path. Shoot the uncomfortably large shot.
2. The Repetitive Reflex: Stop Trying to Fix Your Weaknesses
There is a common misconception (the halo effect) that high performers are exceptional at everything. In reality, they are usually only great at one or two things—but they lean into those strengths relentlessly.
Dr. Gurner points to Elon Musk as a public example. Musk is a visionary company builder and resource gatherer, but he famously relies on operators like Gwynne Shotwell at SpaceX to handle the granular day-to-day operations, NASA contracts, and internal management.
“If you start as above-average on something and put force behind it, the separation between you and everyone else is dramatic,” Gurner notes. “But if you focus all your time on the things you are below average at, maybe you’ll bring them up to average. That’s not where you get escape velocity.”
How to Apply It: Identify your unique, outlier strengths. Double down on them. Stop judging yourself for the things you are bad at, and either delegate them, outsource them, or partner with someone who thrives in those areas (the “spreadsheet person”).
3. Stop Suppressing Negative Emotion: Use It as Fuel
The modern wellness world is currently obsessed with stoicism—the idea that you should remain perfectly tempered, suppress extreme emotions, and remain unaffected by the world.
Dr. Gurner pushes back hard against this, arguing that suppressing intense emotion is a massive waste of energy.
“If you have anger or rage, why would you suppress that?” she asks. “You are killing a source of energy that you could channel into something absolutely phenomenal. There are so many wonderful companies and careers built on spite, anger, and ‘I’m going to show you’ energy.”
Humans are meant to experience a full spectrum of emotions. If you have been wronged, you can choose to let that anger destroy you, or you can use it to work 80-hour weeks, build an empire, and make your life phenomenal.
How to Apply It: Do not let negative emotions turn you into a toxic person to those around you, but absolutely use the internal fire of a perceived slight or past failure to fuel your daily actions.
4. Be Quirky, Not Humble
If you want to reach the highest levels of success, “be humble” is often terrible advice.
Humility is frequently confused with modesty or self-deprecation. If you constantly devalue your contributions, the people who desperately need your specific skills will never find you. Knowing what you are great at, and proudly sharing it with the world, does not make you arrogant—it makes you useful.
Furthermore, do not sand down your edges to fit into a corporate mold.
“Everyone is pushing toward conformity, and it is the wrong path,” Gurner says. “If you push to fit in with everyone else, and then you’re mad that your outcomes aren’t different, there’s a reason for that. We remember people because of their quirks.”
How to Apply It: Own what you are great at loudly. Lean into your strange hobbies and unique personality traits. The friction of your “weirdness” is exactly what makes you memorable and separates you from the conformist pack.
5. Reframe Obstacles as Challenges
At the end of the day, Dr. Gurner says her main job as a psychologist is simply to help high-achievers get out of their own way. We all know what the optimal decisions in our lives are, but we invent excuses and barriers to avoid doing the hard work.
The simplest, most scalable tool to fix this is reframing.
“How you frame everything is how you approach it,” Gurner explains. “When you see an obstacle or a problem, reframe it into a challenge. Think, ‘How could I productively think about this that is equally true?’ We get so tunneled in that we don’t see other ways of thinking about the same challenge that could get us amped up to tackle it.”
The Bottom Line: Don’t Ignore the Haunting Agitation
Many people walk around with “haunting agitation”—a nagging voice whispering that they could be doing more, living bigger, and fulfilling a dream they abandoned long ago.
Do not let that whisper become a scream of regret later in life.
The difference between those who achieve outlier success and those who don’t is simply a willingness to make sacrifices. Map out the life you want, figure out exactly what it costs (both financially and in terms of effort), and have the audacity to go get it.
Checkout this incredible interview with Dr Julie Gurner
Entrepreneurs
How to Scale Your Business Like a Billion-Dollar CEO: Lessons from Sharran Srivatsaa
The following article is synthesized from a powerhouse interview with Sharran Srivatsaa, CEO of Acquisition.com (alongside Alex and Leila Hormozi), who has scaled two companies to over $8 billion and achieved five massive exits.
Most of us are taught that the way to make more money is to do more things. Add a service. Open a new channel. Launch the second product. It feels productive. It’s usually the opposite.
Sharran Srivatsaa has built two companies past the billion-dollar mark and walked away from five exits, and he’s now CEO of Acquisition.com alongside Alex and Leila Hormozi. His take is blunt: to do great things, you have to do fewer things.
He has a name for why smart founders get this wrong. He calls it the curse of capability. Because you’re sharp and you can handle complexity, you accidentally build a complex business. You become the only one who understands how it all fits together. Meanwhile the investors who actually write checks are looking for the opposite. They want the “lazy” founder, the one who built something simple and repeatable that prints money without needing a genius babysitting it every day.
Here’s how he says you get there.
1. Get your 1-1-1 working before anything else
Before you try to be everywhere, look at your business as three things. Traffic, which is how you fill the funnel. Systems, which is how you turn those leads into cash. And skills, which is how you actually deliver the thing.
Most people break their business by adding to all three at once. Sharran’s fix is the 1-1-1: one traffic source, one way to convert, one way to deliver.
Pick a single channel to get leads, whether that’s paid ads or SEO or cold email. Pick one mechanism to close them, like a one-on-one call. And fulfill the work in one standardized way. That’s it. He says a clean 1-1-1 pipeline can realistically carry a business to around $300k pretty fast.
The discipline is in what you don’t do. No second traffic source, no new product line, nothing until the first pipeline is genuinely bulletproof.
2. Build it to sell, even if you’ll never sell it
There’s a difference between a successful business and a sellable one, and it’s easy to miss. A successful business can lean entirely on you. A sellable one runs fine when you’re gone.
Sharran’s advice is to build it as if you’re selling tomorrow, even if your plan is to run it forever. And he’s got a clever way to figure out what to build next.
Find three to five companies that might one day buy you. Package up your numbers and quietly “soft shop” the business to them. Whatever valuation they throw out, say $50 million, ask them the real question: what would it take to make this worth $75 million? They’ll hand you a list. Missing systems, unproven markets, gaps in the team.
That list is your business plan for the year. Instead of guessing what the market wants, you let the people who’d actually pay for it tell you straight.
3. No memo, no meeting
When a company’s small, you can run it on Slack messages and whoever’s loudest in the room. That stops scaling pretty quickly. Things get misheard, decisions get made on vibes, and meetings multiply.
Sharran pushes a “write a memo” culture instead. Before any big decision or exec meeting, somebody writes it up first. And a good memo has four parts: the story so far, so anyone reading has context; the actual issue you’re solving; the risk, meaning what breaks or what it costs if you go ahead; and the recommendation with clear next steps.
The rule is simple. No memo, no meeting. It sounds rigid but it does two things. It forces people to actually think before they talk, and it quietly kills half your pointless meetings.
4. Hire for pain, keep them with phantom equity
The reason most founders can’t find A-players is that they write the same boring job post as everyone else. Think about what’s actually keeping you up at night, or the department you dream about building. Write those raw thoughts down, mess and all, and let an AI tool shape them into a job description. When the right person reads a hyper-specific breakdown of the exact problem they know how to solve, it feels like the role was written for them. Because it was.
Then you have to keep them. If you can’t match a big salary and you don’t want to start handing out real shares and dealing with the legal headache, there’s phantom equity. It works like a bonus tied to what the company’s worth. If you sell, they get a cut of the exit. No actual shares change hands, no tax mess today, and the person stays locked in and motivated to grow the thing, because their upside is your upside.
5. Freeze your lifestyle and buy yourself options
This is the trap almost everyone falls into. Revenue goes up, so the lifestyle goes up right alongside it. You make $500k and quietly build a life that costs $300k to run. Now you’re stuck. You can’t step back, can’t take a swing, because you need the cash flow just to keep the lights on at home.
The move is to freeze it. Figure out your real monthly baseline and refuse to inflate it for ten years. When your personal overhead stays low, you get the thing every founder actually wants, which is optionality. You can afford the $200k hire. You can afford to pivot. You can take the big calculated risk because losing wouldn’t sink you.
That, more than anything, is the line between the capable founder and the scalable one. The capable one adds services, texts constantly, guesses at the market, and spends more as they earn more. The scalable one simplifies, writes things down, asks buyers what creates value, and keeps their life small on purpose.
The part that matters most
It’s worth remembering where Sharran started. He got mugged on his first day in America and was dumpster-diving for food in college, and somehow that became billions in enterprise value and five exits.
Strip away every framework and one thing is doing most of the work: he didn’t quit. Through the bad deals and the failed pivots and the stretches of real self-doubt, he stayed in. Build simple systems, guard your time, ask for help when you need it, and stay in the game long enough for the work to compound. That last part isn’t glamorous, but it’s the whole thing.
Watch the full interview on The Anatomy of A Dream:
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