From Cubicles to the Cloud: Exploring the Future of Work

Jimmy Monaco
The Win Column
Published in
9 min readJul 13, 2023

Navigating the Changing Landscape of Work Amidst Innovations in Artificial Intelligence (AI), Remote Work, and the Gig Economy

Summary

The concept of work has evolved over the years, and as we embrace the 21st century, we find ourselves at the cusp of a transformative era in the way we work. The future of work is being shaped by rapid technological advancements, shifting demographics, and evolving attitudes towards work-life balance. In this article, we will explore key trends and insights that offer a glimpse into the exciting possibilities and challenges of the future of work. Below are the key themes to be discussed:

  • The acceleration of the adoption of remote work, with companies embracing hybrid work, outsourcing, and fractional part-time work.
  • Automation and artificial intelligence reshaping the workforce, eliminating automatable jobs while creating new ones that require creativity and critical thinking.
  • Digital transformation driving the growth of virtual transactions, including e-commerce, telemedicine, and online entertainment, among many others.
  • The explosion of the gig economy, offering individuals flexibility and the opportunity to work on their own terms.

Introduction

According to data from the US Chamber of Commerce, there are 9.9 million job openings in the U.S., but only 5.8 million unemployed workers. Therefore, if every unemployed person in the country found a job, there would still be more than 4 million jobs open. Why is there such a large gap in job openings and unemployed workers? The US Chamber of Commerce does a nice job dissecting the gap, which I linked to here. The key points are that (i) food service and hospitality (typically lower wage jobs) are struggling to retain workers, (ii) labor force participation in the manufacturing, education, and health services industries are experiencing labor shortages, and (iii) more workers prefer remote work.

The pandemic accelerated the broader trends that are expected to continue reshaping the future of work, including:

  1. Remote Work (Hybrid workplace, Fractional C-Suite, virtual meetings)
  2. Gig Economy (Freelancing, Marketplaces, Solopreneurship)
  3. Automation & Artificial Intelligence (corporate cost-cutting, manual labor reduction, streamlining)
  4. Digital Transformation (eCommerce, gaming, tele-medicine, online banking, streaming)
  5. Focus on Work-Life Balance (spending more time with family, working out, outdoor activities)

Understanding these larger macro trends, coupled with diving into the micro trends, will help individuals and companies alike to plan for what’s to come.

Remote Work

The COVID-19 pandemic has accelerated the adoption of remote and hybrid work, making it a defining feature of the future of work. Companies of all sizes — from Big Tech to startups — are embracing hybrid workplaces in droves. According to McKinsey, an analysis on remote work showed that 20 to 25 percent of workforces in advanced economies could work from home in the range of three to five days a week. This is up to five times more than before the pandemic. Technology has become the backbone of this transition, enabling seamless collaboration, communication, and remote access to work systems.

The corporate embrace of remote and hybrid work has taken the world — and Americans specifically — by storm. According to McKinsey, of U.S. jobholders, 58% have the option to work remotely at least part of the time. And, when offered, 97% of workers take employers up on the offer, highlighting the willingness of U.S. workers to embrace change. Lastly, breaking down the types of employers who allow remote work reveals that technology, computer, and mathematical occupations reported having 77% of teams being willing to work fully remotely.

Source: McKinsey & Company

As businesses embrace digital transformation and hybrid work arrangements, so too are these businesses outsourcing more C-level, technical roles. Fractional CFOs, COOs, and CMOs have grown significantly during and post-pandemic, with some fractional firms recording 62% growth over the past year for FCFO services. These remote C-Suite workers cost up to 38% less, on average, than a full-time executive and provide the expertise required.

Remote work offers benefits such as increased flexibility, access to global talent pools, and reduced commuting time. Hybrid work also pushes organizations to rethink traditional hierarchical structures and embrace more agile and decentralized decision-making processes.

Gig Economy

The gig economy, characterized by short-term contracts and freelance work, continues to gain traction. It offers individuals greater control over their work schedules, the ability to pursue multiple interests simultaneously, and the opportunity to work with diverse clients. The future of work will witness an increase in flexible work arrangements, where individuals will have the freedom to choose their projects and work on their terms.

I recently wrote a piece on the future of Upwork from a pure business and investment standpoint. In it, I wrote about Upwork as a leading digital freelance marketplace that has seen significant growth in the gig economy and online talent market. The piece was chosen as an ‘Editor’s Pick’, which is a designation given to 5% or less of pieces published on Seeking Alpha. I think the analysis is worth reading for those interested in the business of freelancing.

The proliferation of freelance workers on professional services platforms including Upwork, Fiverr, and Toptal (and many others), transportation services including Uber, Lyft, and Instacart, and asset-sharing services including AirBnB, VBRO, and Turo is expected to represent nearly $300 billion in wage disbursements.[1] The chart below aggregates the disbursements by gig platform type, highlighting the size of the gig economy.

Source: Mastercard data

It is not inconceivable to see a world where full-time employees — who are quietly quitting on their employers who have sang overtures on giving their teams year end promotions and raises (which are nominal at best, and nowadays less than inflation) — have multiple side gigs to make up for what is lacking in their current role. This shift to the gig economy does, though, raise concerns about worker protection, benefits, and job security for those that pivot to freelancing full-time.

Freelancers typically do not have the same benefits and job stability that they would have full-time elsewhere, posing the question to businesses and policymakers for the future of work as it relates to gig workers — who is the onus on to provide equitable and sustainable workplace environments to freelancers? Perhaps a future exists where businesses provide tiered offerings in which freelancers who meet certain service level, revenue, or transaction thresholds per month might qualify for benefits.

Automation and Artificial Intelligence

Automation and artificial intelligence (AI) are poised to reshape the future of the workforce. According to the World Economic Forum (WEF), over 85% of organizations surveyed identified increased adoption of new technologies and broadening digital access as the trends most likely to drive organizational transformation. While many jobs may be replaced by automation and new technologies, new roles will emerge that require human creativity, critical thinking, and emotional intelligence.

Current studies run by Goldman Sachs show that 25% of all work tasks could be automated by AI in the U.S., posing a threat to workers currently operating those tasks. However, just as when the car disrupted the horse and buggy, Netflix disrupted movie distribution, Amazon disrupted the book industry, and Uber upended the taxi-cab market (I could go on, but you get the point) — there has always been and will always be some new technology that will reduce the need and/or eliminate the prior jobs that were being performed. These new technologies created more roles, industries, and technical skills that previously were unavailable.

Source: WSJ

The future of work will see a symbiotic relationship between humans and machines, with automation taking care of repetitive tasks while humans focus on value-added activities. The WEF predicts that 44% of worker skills will be disrupted over the next five years, with analytical skills, creative thinking, and technological literacy among those in the greatest demand. This is where leaders of organizations are stepping in to enhance education, upskilling, and reskilling programs for their teams. The shift from a manual labor workforce to once that is highly skilled and technical is underway with automation as one of the key underpinnings of the transition.

Among the biggest beneficiaries of AI and automation are end users and clients. Why? Smaller companies, many of which have less funding, fewer employees, and fewer resources than their larger competitors, can use AI to assist with tasks that they previously did not have capacity to execute on. This allows smaller companies to remain competitive with large peers, forcing peers to innovate and provide differentiated services, products, and experiences for their customers.

Digital Transformation

The explosion of e-commerce during the pandemic created demand for warehouse workers, causing companies to invest in highly scalable logistics operations, which in turn sped up the innovation cycle for automation of basic tasks. The spike in demand for goods to be delivered, contact-free and in isolation, allowed the proliferation of many local brands and big corporations to build online brands powered by Shopify, Amazon, and the various shipping and delivery businesses.

One of the many primary drivers of e-commerce growth over the last two to three years has been the change in product discovery in shopping. Pre-pandemic, brick-and-mortar retail stores, mall traffic, and organic foot-traffic accounted the majority of product discovery and buying. However, post-pandemic, foot traffic dropped nearly 90% across all retail stores, forcing people to spend time discovering products elsewhere. This is where e-commerce brands, mobile advertising, and social media coalesced into an online shopping boom.

Users across the world flocked to Amazon, Google, Walmart, Facebook, YouTube, TikTok, Snapchat, and other social media platforms to not only distract themselves, but to find products. Companies followed closely behind, increasing their advertising spend to capture the attention of the users already on those platforms. In the graphic below, you can see how in the last two years, 56%+ of respondents start their search on Amazon, 42%+ on search engines, 31%+ on Walmart.com, etc. Product discovery typically begins online and Amazon is often the first-place buyers look to shop from when deciding on purchasing.

Source: Jungle Scout, eMarketer, Insider Intelligence

The rise in e-commerce, which soared up to five times the pre-COVID rate and was in large-part fueled by the change in how customers find products, was one of many digital transformations that have grown significantly over the last three years. Other industries shifted towards online-transactions including telemedicine, banking, entertainment streaming, virtual gaming, virtual reality, and, perhaps most importantly, education. As more transactions occur virtually, so will more understanding be required to work in these highly technical work environments.

Focus on Well-Being and Work-Life Integration

The future of work places a greater emphasis on employee well-being and work-life integration. Employers are recognizing the importance of fostering a healthy work environment that supports physical, mental, and emotional well-being. Flexible working hours, remote work options, and initiatives promoting work-life balance are becoming key priorities for organizations.

Work-life integration, as opposed to work-life balance, acknowledges that work and personal life are interconnected. It encourages individuals to find harmony by integrating work responsibilities with personal interests and commitments.

Conclusion

Work has and always will play a meaningful role in our lives. We find ourselves at a pivotal moment of transformation in the way that people work. This is largely due to advances in technology, changing consumer behaviors, and rapidly evolving innovations in products and services worldwide.

The future state of how we work may have large components of remote and hybrid work, which appears to have grown on both individuals and companies across the globe. It may also incorporate more automation, innovation, and artificial intelligence tools that are novel and require a great deal of specialized workers and skillsets to build, manage, and operate. And, the future of work will likely continue to provide millions of people worldwide the opportunity to work from the comfort of their own homes, on their own time, and in accordance with their own values.

Sure, the pandemic helped to accelerate the pace of advancement and change in the way we work. But, work has always and will always continue to be evolving.

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Jimmy Monaco
The Win Column

Stanford MBA, Hedge Fund & Private Equity Investor, Entrepreneur, Executive Coach, Consultant, and Writer.