I’ve collected a comprehensive list of the biggest business challenges starting in 2018

It’s consistently the most-read post on my blog, ranking in the top 3 for “biggest business challenges” and relevant keywords.

While the list includes 38 common challenges now, they mostly revolve around key areas for every business segment (in terms of revenue).

Starting businesses (sub-$1M) seek product-market fit with a small team of 1 to 5 employees, proving the need.

$1M to $10M businesses try to multiply what works in one channel, and accelerate via adding a few more people (ensuring the business would slowly grow).

The next stage – up to $30M – $50M – is about diversifying and not counting on a single channel (network or source of revenue). Building the foundations of an enterprise.

And going forward – the two areas that could kill a 9-figure business or a unicorn are taxes or class action lawsuits.

So as long as finances and taxes are clear – including any contract under the sun – we’re good.

What else would determine if a business makes it early on?

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journeys of scaling a business


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Mario Peshev is a serial martech entrepreneur, global business advisor, angel investor, and author, famous for launching a top 20 enterprise WordPress consultancy and authoring the modern startup formation book, “MBA Disrupted.”

His digital footprint includes 25 years of creating and scaling technical solutions, building and growing digital teams, starting and growing companies from zero to seven figures, acquiring and selling assets and businesses, and investing in global startups like beehiiv, doola, the Stacked Marketer, Alcatraz, SeedBlink.

Peshev spent over 10,000 hours in consulting and training activities for organizations like VMware, SAP, Software AG, CERN, Saudi Aramco since 2006. His books and guides are references in over 30 universities in North America, Europe, and Asia.


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