Business
How This Successful Entrepreneur Spent his 35th Birthday
Published
7 years agoon

Over the weekend I was going through my Twitter feed. Rather than seeing a ton of political “artistry” and random gifs, I stumbled across this incredible set of non-obvious business strategies (or better known as tweets) that maybe some of the largest pieces of gold someone can read when they want to start a business.
Twitter has received its fair share of opinions within the past year, but it’s safe to say that if used correctly; it’s the most powerful social network on the planet.
Scott Gerber, a New York-based entrepreneur, best selling author, father, and straight-up badass, celebrated his birthday in an unconventional way. The “Super Connector” took to Twitter to grace us with 35 “non-obvious business strategies and lessons” that he has learned over the past decade in business. Below are his tweets directly quoted from his Twitter feed. If you care to follow Scott, you can do so at @scottgerber.
Lessons From Scott Gerber
1. Beware of “boss metrics”
Macro trends are great IF they are based on the right micro trends. Macro trends can easily be manipulated to show a rosy picture while making major micro issues seem smaller or irrelevant. Ensure your KPIs align with your true performance.
2. Optionality is your lifeblood
Your job is to maximize optionality every day in everything you do. There should never only be one path. In fact, try never to only have two potential paths. Always have a variety of obvious and non-obvious traditional and non-traditional options.
3. Bad Decisions
Bad decisions are due to failures to ask the right people the right questions. Don’t be “surface level”. Ask follow up questions. Don’t mistakenly believe what you want to hear. Instead, probe deeper on what you actually hear.
4. Two rules
Two rules if your goal is to one day sell your business. 1) Be a revenue multiple companies. 2) If you aren’t a revenue multiple companies, see rule #1.
5. Anecdotal evidence
Never allow your team to use “anecdotal evidence”. First, anecdotes are not evidence of anything nor are they based in facts, science or statistical relevance. It’s simply opinions on top of gut feelings and emotions. Poor decisions come from this sort of “evidence”.
6. Train with fake fires.
Train with fake fires. Your company needs a good fire drill once in a while. What happens if you don’t raise money? What happens if your biggest client fires you? Get smart people in the room. Figure out how you would disrupt your own business and solve the issue.
7. Never give a “definitive yes”…
Never give a “definitive yes” to a contractual term without reviewing it in its proper context. A one-line term can easily become 100 lines or be defined by 100 terms that you never agreed to. It can also mess up other terms if everything is not contemplated as a whole
8. Don’t just listen
Don’t just listen to what’s being said–listen to what is not being said. More importantly, listen to what’s not being said on purpose. People that try to sell you something are often experts in the art of mindful editing.
9. Automating
Automating humans out of a process still takes lots of humans. Don’t be fooled by the concept of “automating a system”. It often takes more man-hours, money, time and technologies than the task itself is worth. Look at the full picture before you invest time or treasure.
10. Follow the bonus.
Follow the bonus. If you help others hit their financial goals, they are more likely to become an ambassador of your BD efforts with their colleagues. Building a partnership with someone who is top-line revenue based versus quota-based is different. Align incentives.
11. Never partner with adulterers or known cheaters.
11. Never partner with adulterers or known cheaters. If they are willing to screw over their spouse, they will have no problem screwing you tenfold if it suits their needs.
12. Sell with a “2-for-1” mentality.
Sell with a “2-for-1” mentality. Many companies get one big client name and are happy with that. BUT they forget the big client has dozens of divisions. One client could actually become 2 or 3 clients once you open the right doors. Don’t stop after the hardest one!
13. The 3rd party
Don’t let a 3rd party control your destiny, cash flow or your decisions. Whether you need an investment, a platform or a vendor, if a 3rd party becomes a vital piece of your plan you are taking a bet. Calculated bets can be smart, but don’t kid yourself. You’re making a bet.
14. Don’t be a conventional scheduler.
Don’t be a conventional scheduler. We’ve been taught to think in blocks of time (ie 30 minutes). Why have a 12-minute meeting, then burn 18? Think in smaller chunks like 2 or 5 minutes. When you adapt to this, you’re capacity and efficiency will dramatically increase.
15. The Final Offer
Know the final offer you’d take before the first offer. Before you do any deal, know your absolute last stand deal–the absolute worst terms you are willing to accept. Having that thought out beforehand will stop you from making bad deals that aren’t in your best interests.
16. About Acceptance
Don’t ram your model into new industries and assume the other side will understand it (or accept it). Engineer your model to adapt to the lingo, structures, and terms of the industry. Make the numbers work using the financial standards of that industry.
17. Always be the first salesperson.
Always be the first salesperson. If you don’t know how to sell your product, no one will! Even if you aren’t a professionally trained salesperson—or the tech guy!!—you need to learn to articulate your value proposition and see what people really need.
18. About Department Heads
Have your department heads always do every task in their department before they are allowed to assign it to anyone else. This will ensure that they know what success and failure look like beforehand.
19. About Sales Meetings
In sales meetings, always ask more questions than you answer. Answer questions with follow up questions until you have the most amount of detail possible before you fully answer. Most prospects will TELL YOU what they need and how they want it. You just need to ask and listen
20. Know your team’s real capacity.
Know your team’s real capacity. Break down your staff’s tasks into units and total task costs. You would be shocked to see how “busyness” and real-time communication gives the false impression of full capacity.
21. “Layer”
“Layer” your business over time, not all at once. Layering new revenue centers is certainly smart, just don’t try to do it all today.
22. Buying into passion and enthusiasm can be a disaster.
Buying into passion and enthusiasm can be a disaster. Don’t get caught up in hype and sexiness (or a good salesperson’s spin!). Never make instant yes decisions no matter how good you feel. Even if they feel right, you should still do your diligence.
23. Train your brain
Train your brain to think about what is wrong, not right. What could go badly, not well? And why something won’t work, not will. Your love for your idea, your process or your product can be your worst enemies.
24. Invest in the right systems BEFORE you scale.
Invest in the right systems BEFORE you scale. Failing to create the processes and systems needed when things are manageable will become incredibly costly longer-term—and more time consuming and tedious.
25. Rules of the DM
Expect that anything you send via email or send via DM to anyone about anything will get out there and will be made public at some point. It will. Don’t be an idiot.
26. Surprise Yourself
No matter how “conservative” you believe your internal projections or goals are—LOWER THEM AGAIN. Surprise yourself, don’t be surprised.
27. Sell your way out of financial trouble
Sell your way out of financial trouble. The idea of “raising money” or “raising debt” is not a good mindset to be in if you find your company in a cash crunched position. You might end up getting financing, but relying on it is a fool’s errand. Sell! Sell! Sell!
28. Are your customers asking the same question twice?
If customers ask you the same question twice, you’ve failed them. When customers ask a new question, write it down, formalize an answer, and find ways to promote that answer (eg FAQs, call center scripts, website, etc.) so that another customer will never need to ask again.
29. Never blindly listen
Never blindly listen to someone who doesn’t have to live with the consequences of the decision. Advisors are great but you must make final decisions. Getting an “I’m sorry it didn’t work out” from an advisor without any downside won’t won’t make you feel better in the end.
30. Unlock your entrepreneurial mind.
Unlock your entrepreneurial mind With everything that happens around you, go beyond the surface and ask “why”, “how”, “is it the best”, “what’s better”, and “how would I do it.” Feed on curiosity and your ability to ask great questions will be sharp when you need it.
31. User adoption isn’t simple or guaranteed.
User adoption isn’t simple or guaranteed. Changing user behavior is not easy. Remember: everyone is busy (life, family, work) and you want to add yet another thing. Remove as much friction as you can. Save as much time as you can.
32. Shut up after yes
Once you’ve got a ‘yes’ shut up and stop trying to further sell. You can’t go further than a win, so shut up. I’ve met more than my fair share of people that lost deals because they kept selling past the ‘yes’.
33. Everyone always has an angle.
Everyone always has an angle. Know the angle before you react to the situation. Don’t end up a pawn on someone else’s chessboard.
34. Community is crucial.
Community is crucial. The power of association and coalition is more powerful than being a lone wolf. Build one. Be a big part of many. Give more than you take (and don’t be a taker or a sleepy networker!).
35. A Quote to End Them All
Live by this quote from one of my mentors and you’ll be better for it: “You can’t cheat real-time. And real relationships take real-time.” With my addition: “But your job is to find ways to cheat your time to create more real-time.”
Here’s to liven out that last quote. Thanks for the free advice Scott and Happy Birthday.
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Business
How You Can Effectively Beat the Fear of Starting a Business
Published
5 days agoon
January 15, 2026
Having your own business provides a multitude of benefits, but why is it that not everyone is doing it? The majority of people see the prospect of leaving a steady paycheck behind as scary. They look at opening a business, a task that requires a first step that’s steeped in uncertainty, fear, and self-doubt. Here are a few steps you can take to create your own business without the hesitations:
Set Achievable Goals

Identify your goals and start listing smaller but attainable goals from them. This way, you will become less fearful and avoid being overwhelmed. Small goals will be easier to digest and reduce your chances of failure, enough to help build your confidence gradually.
Stop with the Perfectionist Mindset
You may want that website to be perfectly working or that version of your product to be as perfect as possible. According to Entrepreneur, mixing perfectionism with entrepreneurship is a bad idea. Getting started is hard enough. You’d do better if you ignored perfectionism. It will be so easy to set yourself up for disappointment when goals aren’t met. Make sure they are attainable.
Do Your Research
When starting a business, you’ll find yourself doing a lot of research. Don’t get tired of learning, as this is what will propel you toward success. The more you know about your niche, the better you’ll be equipped to handle it. In this day and age that information is just a few taps away, research, learn, and absorb.
Start Small
Easing into entrepreneurship can be the best route if starting big is daunting for you. Start with a part-time business, and as you grow and build confidence, you can add to it more and more. This will also let you keep your day job and still look forward to that paycheck until your business is stable enough to let you focus on it full time.
Have Realistic Expectations

The idea of having that perfect work-life balance when having your own business may only be a myth for beginners. Of course, it would be difficult, and if it were easy, everybody would be doing it. Having realistic expectations can help you prevent disappointments. The key is to have great support from family and friends and the understanding that you’ll have that balance soon if you remain persistent.
Go For Low-Risk Businesses
It would really be daunting if you start with a high-risk business, but if you go for something smaller, it wouldn’t be as scary as it seems. Make sure to align your goals with your resources. If you have a limited budget, it’s okay to find a business that matches your finances. Just thinking of production and marketing costs can stress you out, so start small.
Identify and Build Your Community
If you have the passion, grit, and a bit of cash, you’re well on your way to beating your fear of starting a business. Back these all up with an equally passionate community, and you have the foundation of a successful business. Build this community of investors, partners, and customers to help you gain confidence and the finances to get your business going. When you know you have a support group to lend you a hand, your fears will slowly melt away.
Believe in Yourself and Your Business
Don’t let fear get into your mindset. Start believing in yourself and your business, thinking that you don’t need others to be confident. You can boost it for yourself. Focus on what you need to do and steer clear of your insecurities and uncertainties. If they can do it, why can’t you? Just remember that failure is part and parcel of doing business and that it shouldn’t be a cause for fear.

Confused about what type of questions to ask a prospect in the crazy world of tech?
Today, a high-performing website has to balance brand, user experience, speed, accessibility, SEO, and conversion goals across devices. That’s why the smartest web builds start with something basic – web design questions.
Having a solid grasp of what your clients want will help you uncover what the site is truly for, including the features it needs. It will also reduce revisions and keep everyone on the same page, including timelines and technical aspects.
Here’s a curated list of 170 web design questions to ask your client before you begin. Think of this as a menu: pick what fits the scope, the platform, and the complexity of the build.
If you’d like to add more to this list, feel free to comment below or email us your additions.
Current Website Web Design Questions
– What is the purpose of your current website?
– Are there any aspects of your current website that you love?
– Are there any aspects of your current website that you hate?
– Is there anything on the current website that needs to be removed entirely?
– Is there anything on the current website that must absolutely stay?
– Do you have multiple locations?
– Where are they located?
– Do you offer different products or services per location?
– What is your business’s unique value proposition (UVP)?
– What are the services you want to highlight on your website?
– Why do visitors currently come to my website?
– Is your website easy to navigate and is it easy to find information?
– Are your current website visitors being converted into sales?
– Are competitors’ websites more functional and have they recently been redesigned?
– Does the content on my website deliver the right message?
– Is your website a good representation of your business?
– Does your current website instill trust and confidence?
– Is it easy to update your website?
– Are visitors who come to your website being tracked and analyzed?
– Does your current website make it easy for website visitors to contact you?
– What tools and apps do you use to run your business?
Web Design Questions About the Redesign
– Why do you want a new website?
– Do you have a proposed sitemap prepared?
– In an ideal world, what do you want your website to become?
– What are your specific goals for your new website that will help indicate if your investment is profitable?
– How quickly do you want to achieve these goals?
– Is there anything that you would like to have included in the new website that you lack currently?
– Will your copy need to be reviewed and approved by legal and compliance?
– Will your legal team need to create the privacy policy for the site?
– At the end of this project, how do you qualify it as a success?
Web Design Questions About Competitive Analysis
– Who are your top seven competitors?
– What about these companies makes then stand apart from others?
– What elements of these companies and/or their online activity would you like to model after
in your redesign?
– What do you currently like about your competitor’s websites?
– What do you hate about your competitor’s websites?
– What are some sites that you like the style of, features, and functionality of?
Web Design Questions About Branding
– Do you have brand guidelines?
– If not, do you need help putting this together?
– What are the brand guidelines?
– Are there any color preferences for the new website?
– Do you have the hex codes for your current brand colors?
– Have you created buyer personas?
– If you did; how many do you have and will we need to set up conversion funnels for each persona?
– Do you have a site architecture completed?
– Do certain products and/or services speak to a different types of clients?
– What differentiates your product or service from your competition
– Is there any legacy on your current website?
– Do you currently have duplicate content on your site?
– What types of content will you publish on the site?
– How do plan to market the website once it is launched?
– What are some images that relate to your business?
– Will you be updating and reusing content and/or images from your current website?
– Do you need help creating new visual components for your website?
– What are some visual components that you’d like to add to your website?
– Do you have a tag line?
– What is your elevator pitch?
– Do you have a mission statement?
– What differentiates your company from your competitors?
Web Design Questions Related to Marketing and Advertising
– Do you have a documented content strategy?
– What types of marketing are you currently involved in or practice on a regular basis?
– Why kind of ads will you be running? (Google, Facebook, native, display, search)
– Do you have a current advertising budget?
– When it comes to marketing (in general), what are your biggest challenges?
– When it comes to obtaining qualified leads, what are your biggest challenges?
– When it comes to closing leads, what are your biggest challenges?
– Will you be blogging on your website?
– Who will be blogging on your website – in-house writers, blog writing services, or guest bloggers?
– When do you see most customers go to your website?
– Do you currently use marketing automation software?
– Do you create ebooks, white papers, and other resources are placed behind a form?
– Do you send email marketing communications?
Web Design Questions Related to Sales and Lead Generation
– Which marketing tools are integrated with your website (email, CRM, landing pages, automation)?
– Would you like to personalize content so that the content shown is targeted and relevant for different types of visitors?- Which marketing tools are integrated with your website (email, CRM, landing pages, automation)?
– Would you like to personalize content so that the content shown is targeted and relevant for different types of visitors?
– Do you use a CRM to store sales and customer information?
– Are there any short-term or long-term goals that need to be considered in the website redesign?
– What social media elements would you like integrated?
– Do you need a subscription option or other offer?
– What is the target demographic of your website visitors? Are there specific sectors, industry segments, company sizes, geography that needs to be focused on more than others?
– What types of emails do you send to subscribers, prospects, leads, and customers?
– Do you want automated emails to be triggered by actions customers take on your website?
– Do you want the ability to create, edit, and publish landing pages and site pages?
– Would you like to run predictive lead scoring every few months to automatically determine the properties and weight of each factor to create a lead score?
– Have you performed A/B tests of your landing pages and calls-to-action to increase clickthrough rates?
Lead Generation and Contact Page Questions
– How do you currently track leads on your website?
– How do you want to collect customer information?
– Are you comfortable with having your phone number on your website?
– What is the email address you want on your website?
– Can you speak to your customer experience?
– How does a user become a customer of yours on your current website?
– Do you currently include relevant call-to-actions on content posts?
– Do you collect information from visitors and store this in a CRM or use it to inform marketing efforts?
– What fields do you currently or want to include in forms?
– Do you use call tracking to track online campaigns?
SEO Questions
– Do you need assistance with search engine optimization?
– How do you maintain SEO—ongoing, occasional, or not at all?
– Do you have someone who can review content for SEO best practices, internally?
– How are meta titles and descriptions currently created—manually, with tools, or with automation?
– Do you have Google Analytics 4 (GA4) set up, and do you have access to it?
– Do you have access to Google Search Console or Bing Webmaster Tools?
– Based on what you know right now, what keywords or phrases would “you” use to search for your products and/or service offering?
– What search terms are your competitors targeting?
– Of the words you just listed, which ones would you like to target with the new website?
– Do you have existing content that can support these keywords or phrases?
– Do your existing website and content rank for these phrases?
– What are your top-performing keywords?
– Which site pages rank high in SERPs?
Web Traffic Questions
– What are your most trafficked pages on your website?
– What percentage of visits are from organic sources?
– What percentage of traffic are referrals from other sites?
– Which referral channel gives your website the most traffic?
– What percentage of traffic is from social media sites?
– What percentage of traffic is from email marketing?
– What percentage of traffic is from direct or people who type your URL into the search bar?
– What percentage of traffic is from mobile devices?
– What percentage of your traffic comes from mobile versus desktop devices?
– What sources — social, referral, organic, etc. — generate traffic from mobile and tablet users?
– How many landing pages do you have?
– What are your top-performing landing pages?
– What are your top-performing blog posts?
– How many visits does your site get each month?
– How many page views does your site get each month?
– How many leads do you generate each month?
– How long do people typically spend on your website?
– What is the bounce rate for your site?
– What is the average amount of sales generated by your site each month?
– What is the page load time of your site?
– How many inbound links are pointing to your current site?
– Is your current site optimized for mobile users?
Reporting Questions
– Do you like data?
– What types of reports and data would you like to receive from our team?
– What reporting format do you prefer (dashboard access, scheduled reviews, async summaries)?
– How would you like to access reports (live dashboards, summaries, or exported files)?
– Would you like the reports to be converted into videos?
Website Functionality Questions (UX and UI)
– Are there specific mobile usability or accessibility considerations we should design for?
– How often will you be updating the content on your site?
– What functional requirements are needed within the new website?
– Is there any specific feature that is needed for your website?
– Do you want users to be able to comment on blog posts and other types of content?
– Do you need to integrate chat features?
– Will you need an internal search engine for your site?
– Do you plan to post audio/video files to the site?
– Do you have a video hosting service or will you be uploading videos to Vimeo or YouTube to embed videos on your site?
– Will you need people to log in on the site either with a username and password or by using social logins?
– Will users need the ability to post product reviews?
– Do you want people to be able to share content from your website?
– Will visitors have to enter credit card information and other personal details on any section of the website?
– Do you plan to sell anything through your website?
Development and Hosting Questions
– Who is your current website host?
– If switching hosting companies, where is your your DNS controlled?
– Do you have any and all logins?
– Hosting
– Domain name
– Website
– Where do you host your site?
– Do you know the current level of hosting you have?
– Do you have or need an SSL certificate?
– Do you have specific accessibility requirements? (Possibilities include, larger text, language conversion, blind-accessible)
– Do you need cookie consent management or privacy compliance features (GDPR, CCPA, or similar)?
– Do you have an existing content management system you prefer or would you like our suggestions on the proper CMS?
Project and Budget Questions
– What is your budget for this project?
– What is your yearly budget for website improvements?
– What kick-off date do you prefer?
– Who all is responsible for reviewing and providing feedback on the site?
– Who will give final approval for the site prior to launch?
– Will you manage the site once it’s completed?
– Will you require training on how to properly maintain the site?
At Owners Magazine, we care deeply about creating an incredible experience for our customers. What better way to get to know our clients than to ask them fun questions? The world of business can be so serious, and with the way our society is becoming, we decided to throw a wrench into your average questions.
DISCLAIMER: These questions don’t work for every company. It all depends on your company culture and how your customers view you.
Get To Know Your Clients Better
– At which store would you like to max-out your credit card?
– If you could have one superpower, what would it be?
– If you could be one character in any movie, Tv show, cartoon, who would you be?
– What movie title describes your life?
– What is your favorite TV show?
– What is your favorite video game?
– If you could choose one Pokemon that relates to your personality, who would it be?
– Do you have any nerdy addictions?
– Have you ever refitted an item, and if so, what did you regift?
– What’s the strangest talent you have?
– Do you have any nicknames?
– Which way does your toilet paper hang on the wall – over or under?
– What is that one song that you’re afraid to admit that you like?
– What are three things still on your bucket list?
– If you could eat one thing for the rest of your life, what would it be?

TLDR: For scalable, high-volume, high-quality design without hiring hassles, Penji is your best bet. For deeply strategic, narrative branding work, go traditional with Contrast & Co, BB Agency, or ProDesigns.
Did you know design is responsible for 94% of first impressions? That means your design is the welcome mat for your soon-to-be customers.
Are you a startup or agency based in Space City looking to launch your design into the stratosphere? You need a design partner who can match your pace.
1. Penji

Welcome to the future of design. Penji combines the top 2% of design talent and AI tools for on-demand, monthly subscription, unlimited graphic design, illustration, and UI/UX work.
Get a whole team at your fingertips. Get drafts in 24-48 hours without having to hire a team or deal with inconsistent freelance pricing. From a quick social media graphic to a full web mockup, Penji keeps your project on track at all times.
Pros:
- Unlimited Requests: Submit as many projects as you want.
- Fast Turnaround: Drafts in 24-48 hours.
- Cost-Effective: Flat monthly fee, no hidden charges.
- Expert Designers: Access to top global talent.
Cons:
- Not Strategy-Focused: Best for execution, not long-term brand strategy.
2. Contrast & Co

If you’re looking for the traditional agency model with a little storytelling flair, Contrast & Co is the way to go. Although they’re based in Annapolis, they are experienced with many Houston clients and are known for building brands based on “radical differentiation.” They don’t just design; they tell stories.
Pros:
- Strategic Depth: Excellent for complex rebranding and brand positioning.
- High-End creative: Known for award-winning, narrative-driven visuals.
Cons:
- Cost: Their premium strategic approach often comes with a higher price tag ($10,000+ minimums).
- Timeline: Traditional agency models typically have longer turnaround times than on-demand services.
3. BB Agency

BB Agency works with SaaS and tech companies. They build businesses through thorough B2B branding and digital product design. If you are in the B2B tech space, their portfolio speaks for itself—clean, modern work which places UX at its core.
Pros:
- Tech Focus: Deep expertise in SaaS and B2B sectors.
- Holistic Approach: They handle everything from branding to development.
Cons:
- Niche: Their specific focus on tech might not be the right fit for consumer lifestyle brands.
- Budget: Project costs often range between $50,000 and $200,000.
4. ProDesigns

For businesses needing specific, project-based graphic design services, ProDesigns offers a solid middle ground. They focus heavily on logos, corporate design, and packaging. So if you need something created without a subscription or heavy retainer price, they’re great for local one-off projects.
Pros:
- Project-Based: Good for one-off needs like a logo or brochure.
- Affordable: generally more accessible pricing for small businesses compared to large agencies.
Cons:
- Limited Scalability: Managing high-volume, ongoing design needs can become costly on a per-project basis.
- Slower Feedback Loops: Revisions may take longer compared to a subscription model.
FAQs
How much does a graphic design agency cost in Houston?
Agencies in Houston typically charge $100–$175 per hour. Project costs range from $1,000 for small tasks to over $50,000 for full branding. Services like Penji offer a flat monthly rate, often much lower than a single agency project.
What is “design as a service”?
Design as a service offers a subscription model with a flat monthly fee for as much design work as you need for that monthly fee. Instead of paying per hour or project as normal with an agency, this is a way to ensure predictable budgeting and consistency with your design team.
Credit for cover image: Photo by Mikael Blomkvist on pexels

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