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Friday, August 15, 2025

20 Years As a CEO: What I Want I Knew Then


Leaning again in my chair and pensively staring into the digital whiteness of the Google Doc (about to kind this text), I’m pondering what number of occasions I really pronounced (in my head or out loud), “If solely somebody had instructed me this earlier than,” as a founding CEO.

The reply “numerous” can be a sheer exaggeration, but there was fairly a quantity.

20 years in the past, when my pal and I struggled to accumulate a ticket to the Dave Matthews Band live performance, the concept smacked me within the mind. What if I may assist folks simply get tickets to dwell occasions (sports activities, live shows, theatrical performances—you title it)? And so, in 2005, I made a decision to begin a enterprise with solely $100 in my pocket.

As we speak, whereas flipping by way of the previous 20 years of Occasion Tickets Middle (ETC), the “pages” in my work (and life!) ebook, I’ve bookmarked a couple of essential issues throughout this journey.

So, right here’s what the enterprise rollercoaster taught me (typically harsh truths) apart from holding on tight, in fact. Undergo the highest seven classes from being an entrepreneur and CEO for 20 years, from management to enterprise progress.



CEO Lesson #1. Construct not a Firm however a Household United Round Shared Values

Certainly one of my first classes in entrepreneurship was this. The important thing secret to profitable business-building lies in individuals who share your ardour and turn into your loved ones.

Right here’s how one can construct one with these management classes from my 20 years as a CEO:

  • Rent the best folks—recruit for values, not simply abilities: By no means fall for resumes with unbelievable talent units, however no tradition match. (Word: 70% of job candidates is perhaps mendacity.)



  • Onboard new hires as if it had been a “Welcome dwelling” occasion.



  • Give your employees room to stretch their psychological muscular tissues and work them out by way of on-the-job coaching (as a result of households develop collectively).



  • Encourage open conversations and develop a feedback-sharing tradition: Don’t be judgmental, saying, “I’m the grownup on this room; I do know what’s greatest for you!



  • Create traditions and rituals (additionally, don’t shrink back from inside jokes).



  • Reside your values collectively.

Twenty years in the past, I kickstarted the corporate with just one worker on board. By now, ETC has grown to 30+ members. We name it the ETC household. And apart from our work schedules, we additionally sync our values as a workforce by way of the ETC Cares program.

CEO Lesson #2. Go Cell-First and Cell-Quick

Isn’t your online business cellular but? Higher plunge into mCommerce and speed up your cellular pages as quickly as potential.

I want somebody had instructed me this earlier in enterprise.

A quick and handy cellular expertise is the brand new default buyer expertise. To not point out Google’s mobile-first algorithm. Furthermore, Google introduced they may now not index web sites that aren’t accessible on cellular gadgets (beginning July 5, 2024).

It was in 2016 that ETC accelerated the cellular web site velocity. Again then, our workforce turned to AMP for accelerated cellular pages and noticed the next outcomes:

  • 20% enhance in ticket gross sales



  • 13% longer time on web site



  • 10% decrease bounce fee

Nevertheless, it wasn’t till 2023 that we launched a cellular software, the Occasion Tickets Middle app. Nonetheless, it was an enormous leap ahead (I can’t deny it).

At this level, I’d like to attract your consideration to the phrases of Stanislav Khilobochenko, VP of Buyer Companies at MacKeeper, who highlights the significance of buyer segmentation by technographics (tech instruments and gadgets). “Phase cellular app customers by system and OS and supply variations for each Android and iOS customers. Moreover, it’s additionally essential to deal with privateness and safety considerations, that are super-high amongst each teams nowadays, and shield your app from cyber-vulnerabilities.”

I’m nodding in complete settlement right here (and we really made the ETC app intuitive and protected for Apple and Android customers).

Talking about modern leaps total.How Backhand Index Pointing Down emoji looks on Apple.How Backhand Index Pointing Down emoji looks on Apple.


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CEO Lesson #3. Don’t Hesitate to Innovate and Pioneer

Don’t take heed to “sofa critics” or “armchair specialists.” They aren’t within the enterprise enviornment however have front-row seats and megaphones to level out what you’re doing flawed. For example, the loudest ones may inform you: “You shouldn’t play with that AI ballit’s harmful!

Additionally, it’s higher to not wait until the final minute to see your rivals outrunning you as a result of they’re geared up with extra superior instruments. They will simply do this because of larger automation, transformation velocity, and enterprise effectivity, that are immanent in fashionable, groundbreaking applied sciences.

These are:

It’s one other important lesson I realized from being a CEO for 20 years and pushing enterprise growth → be a forerunner.

ETC grew to become one of many earliest beta testers for GenAI in Efficiency Max pay-per-click (PPC) campaigns with Google Advertisements. Consequently, our workforce noticed a 5x larger advert manufacturing velocity, saving just about time on promoting.

Professional tip: For those who’re on a shoestring finances (who isn’t!), think about investing in white-label modern tech. Pre-developed know-how is less expensive. Plus, it’s extremely customizable (you possibly can model it as you would like).

For instance:

Let’s say you wish to rework customer support with out breaking the financial institution. This generally is a white-label assist desk, AI chatbot, or voice assistant.


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CEO Lesson #4. Market Your Technique to Success Correctly

Let’s not dwell in La-La Land—your finances isn’t elastic, and you’ll’t attain each promotion nook concurrently as if doing the splits. Even with the CMO’s workforce by your facet, keep in mind that most CEOs and CMOs aren’t on the identical web page in advertising and marketing prioritization.

You must agree on three or 5 key promotional methods, ideally assembly your online business wants for a begin:

Greatest for → establishing authority over time and SEO (website positioning)

Greatest for → speedy conversions (watch out to not overspend on it!)

Greatest for → passive gross sales

Greatest for → focusing on social media customers and elevating model consciousness on socials

Greatest for → inventive and daring manufacturers desperate to shock and impress

Greatest for → day-to-day communication and relationship-building

For instance:

For those who choose enjoying an extended sport, your go-to options can be e-mail and content material advertising and marketing by way of a firm’s weblog. Want sooner outcomes? Then, attempt paid adverts and influencer collaborations.

Professional tip: Affiliate partnerships are the simplest approach to break into gross sales with virtually zero advertising and marketing bills. (I want we had began an associates program earlier at ETC.)


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CEO Lesson #5. Faucet into website positioning from Day One

Strikingly, CEOs usually overlook that neon signal, website positioning (and native website positioning specifically!), to mild up their firms on-line in entrance of engines like google.

So, right here’s one other priceless lesson each CEO should know: handle on- and off-the-page optimization (or delegate this process to your CMO, similar to nearly all of CEOs do).

On-Web page website positioning → Deal with Key phrases.

Discover correct key phrases and insert them into your service pages, product descriptions, meta titles/descriptions, and even picture alt texts. However overstuff it—and nobody can be blissful to learn your keyword-crammed net web page. Thoughts: Google additionally frowns upon key phrase overstaffing.

Professional tip: Nourish your website positioning weblog content material with “evergreen” key phrases like “the perfect methods to” or “methods to.” They’ll draw the viewers to your web site eternally. But, bear in mind about seasonality, too.

For instance:

This yr, our content material advertising and marketing workforce launched a weblog publish, “ Get Tremendous Bowl Tickets in 2025.”

In relation to off-page website positioning, you possibly can generate word-of-mouth reputation on this planet of internet sites with key phrase backlinks. They’ll get you larger belief from Google, Bing, or different engines like google.

Professional tip: Use social channels, primarily Reddit, for website positioning off the web page. Google has not too long ago confirmed an “expanded partnership with Reddit” and began that includes solutions from the platform extra usually.

CEO Lesson #6. Community and Join with Trade Leaders

The extra you community—the extra you study from others. And right here, I’d say, by no means cease constructing enterprise connections and studying from visionaries and masters of the craft.

That’s maybe one of many utmost private progress classes for CEOs I’ve picked up throughout 20 years within the govt place.

Your thoughts ought to at all times be curious, with an enormous urge for food, craving extra meals for thought. Whilst you’re extracting data from books (as each CEO does, I’m positive), you must also consistently “feed” it with new insights from:

  • Area of interest conferences



  • Govt roundtables



  • CEO management summits



  • Commerce exhibits/expos



  • Innovation and tech boards



  • Trade-specific webinars and podcasts



  • Social media teams for CEOs (e.g., The C-Suite Community on LinkedIn or The CEO Motion on Fb) 

For instance:

The World Ticket Convention and Coalition for Ticket Equity in 2024 have been the latest networking occasions on my checklist.

CEO Lesson #7. Push Persistently however Keep away from Too A lot Stress (Search Steadiness)

Everyone knows the reality, don’t we?

Entrepreneurship is difficult work. It’s not a perpetual income machine to wind up and observe it producing earnings.

There’s nothing easy in govt administration, both.

Nevertheless, it shouldn’t be the artwork of smiling by way of burnout (it’s actual for CEOs: 82% report emotional and bodily exhaustion at work). It’s extra about taming the chaos and balancing every little thing, like an acrobat on a tightrope: work, household, and self-care.

My wholesome stability system is “consuming” three Ps:

Priorities

(Grasp time and process prioritization in work administration software program)

+

Folks

(Empower and lead your folks and look after your loved ones and your self)

+

Presence

(Be current in every second)

On the Backside Line

Dive into extra tales and study extra classes like these at StartupNation.

After studying, don’t neglect to join the publication to by no means miss a contemporary content material drop each Wednesday on rising as a greater enterprise chief.

Lead smarter, not tougher, both in entrepreneurial or govt (or each) roles.

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