
How the Future Works
12 minLeading Flexible Teams to Do the Best Work of Their Lives
Introduction
Narrator: In March 2021, a year into the pandemic, the executive team at Slack was stuck. During their weekly staff meeting, a conversation about reopening offices devolved into a frustrating debate. They were talking past each other, unable to agree on remote work policies, time zone guidelines, or compensation. After 45 minutes of gridlock, Chief People Officer Nadia Rawlinson posed a question that cut through the noise: "When you ask ‘what's going to be different?’ are you talking about different from February 2020? Or different from today?" The room fell silent. The team realized they were arguing from two different starting points—one anchored in a past that was gone, the other in a present that was the new reality. This single question reframed the entire problem.
This moment captures the central challenge explored in How the Future Works: Leading Flexible Teams to Do the Best Work of Their Lives. Authored by Brian Elliott, Sheela Subramanian, and Helen Kupp, leaders of the Future Forum consortium, the book argues that the debate isn't about returning to the office versus working from home. It's about fundamentally redesigning work from the ground up, moving away from outdated models and building a more flexible, inclusive, and productive future.
The 9-to-5 Office Model is an Industrial-Era Artifact
Key Insight 1
Narrator: The book begins by dismantling the assumption that the 9-to-5, office-centric workday is the default or most effective model. Its origins trace back to the Industrial Revolution, designed to manage factory floors where productivity was tied to physical presence and hours logged. This model was so revolutionary that in the 1920s, Henry Ford discovered that reducing the workweek from six days to five and implementing an eight-hour day actually increased productivity. His workers were more rested, focused, and made fewer mistakes.
However, for today's knowledge workers, this structure is an anachronism. Work is no longer a place you go, but a thing you do, often carried in a laptop bag or on a smartphone. The pandemic didn't break work; it revealed what was already broken. It forced a global experiment that proved productivity wasn't tied to a specific location. In fact, a Goldman Sachs analysis found that productivity rose 3.1% during the first year of the crisis. The book argues that clinging to the 9-to-5 is a "status quo bias"—a preference for the familiar, even when a better alternative exists.
Flexibility is a Competitive Advantage, Not a Perk
Key Insight 2
Narrator: In a world where, according to a Fortune/Deloitte survey, 73% of CEOs cite a labor shortage as their top concern, flexibility has become a powerful competitive differentiator. The authors present a compelling business case, showing that flexible work isn't just an employee benefit; it's a strategic tool for winning the war for talent, engaging employees, and building better business results.
When companies like Dropbox and Slack implemented location flexibility, they saw a massive surge in job applicants—Dropbox saw three times the number of applicants, while Slack saw a 70% increase for key roles. By removing geographical constraints, companies can access a wider, more diverse talent pool. Furthermore, flexibility is a key driver of retention. The book cites research showing that schedule flexibility yields a more than 30% increase in reported productivity and a 50% increase in overall job satisfaction. This is particularly true for underrepresented groups, women, and caregivers, who disproportionately value the autonomy that flexibility provides.
Digital-First is the How, Not Just the Where
Key Insight 3
Narrator: A common mistake leaders make is equating flexible work with a simple hybrid model, such as mandating three days in the office. The book argues this often creates the worst of both worlds. It introduces the concept of "Digital-First," a mindset where digital channels are the primary home for work, and the physical office is a tool used for specific, intentional purposes.
This is about more than location; it's about schedule. Future Forum data reveals a striking gap: while 76% of workers want location flexibility, 93% want schedule flexibility. This is the freedom to work asynchronously, to break up the day for deep focus or personal needs.
Dropbox provides a powerful case study. The company rejected a standard hybrid model, fearing it would create a two-tiered system where in-office employees had an unfair advantage. Instead, they adopted a "Virtual First" approach, establishing "core collaboration hours"—a four-hour window for synchronous meetings—and empowering teams to do the rest of their work asynchronously. This intentional design leveled the playing field and gave employees the schedule flexibility they craved.
Guardrails are Needed to Level the Playing Field
Key Insight 4
Narrator: Principles are not enough. To prevent "faux flexibility" and proximity bias, organizations need to establish clear guardrails—agreed-upon parameters for behavior. Without them, the people who show up in the office most often will inevitably be rewarded with more opportunities.
The book tells the story of Mike Brevoort, a Slack engineering leader based in Denver. In 2019, he took 23 separate trips to the San Francisco headquarters because he felt that to be seen and advance his career, he had to be physically present. His experience highlights the invisible tax placed on remote employees.
To combat this, the authors advocate for guardrails like "one dials in, all dial in," where if one person joins a meeting remotely, everyone joins from their own screen to ensure an equal experience. Other guardrails include leaders modeling flexible behavior, executives giving up their corner offices to create more collaborative space, and declaring "calendar bankruptcy" to reset a culture of excessive meetings. These guardrails translate abstract principles into concrete, daily practices.
Team-Level Agreements Unleash Autonomy
Key Insight 5
Narrator: Top-down mandates for flexibility often fail because they ignore the unique needs of different teams. The backlash from employees at Apple and Google to their rigid return-to-office policies serves as a cautionary tale. When leaders dictate terms without trust or input, employees feel disempowered.
The solution proposed is the Team-Level Agreement (TLA). This is a document co-created by a team to define its own norms around communication, schedules, meetings, and in-person collaboration. It's a framework for autonomy. Amazon learned this lesson when it pivoted from a company-wide three-day-a-week policy to letting individual directors decide what worked best for their teams. A TLA for a sales team will look very different from one for an engineering team. By empowering teams to create their own agreements, companies build trust and ensure that flexible work is tailored to the actual work being done.
Connection Must Be Intentional, Not Assumed
Key Insight 6
Narrator: A major fear among executives is that remote work will erode company culture. The book challenges this by arguing that true connection is about intentionality, not just physical proximity. Traditional office culture—happy hours, shared lunches—often excluded people anyway.
The story of MURAL, a visual collaboration company, illustrates this point perfectly. To celebrate a major funding round during the pandemic, the team couldn't gather in person. Instead, they organized a "Virtual World Tour." They sent props to every employee's home and hosted a multi-hour online event with themed breakout rooms, from a snowy mountain retreat to a tropical island. The event was a massive success because it was intentionally designed to foster connection and shared experience. The authors argue that companies must treat their digital spaces as the new headquarters, investing the same level of thought into virtual and in-person gatherings to build a culture of belonging from anywhere.
Measure Outcomes, Not Activity
Key Insight 7
Narrator: In a flexible environment, managing by "butts in seats" is impossible. This requires a fundamental shift in performance management: from measuring activity to measuring outcomes. This is often the hardest transition for managers, who are used to seeing their teams at work.
The book highlights that the role of the manager must evolve from a controller of people to a coach who inspires trust, creates clarity, and unlocks potential. Drawing on research like Google's Project Oxygen, which found that the best managers are good coaches, the authors advocate for retraining leaders. Success should be measured by the impact on business goals and customer satisfaction, not by hours logged or emails sent. This requires building a culture of trust and accountability, where employees are empowered to achieve their goals in the way that works best for them.
Conclusion
Narrator: The single most important takeaway from How the Future Works is that flexibility is not a single policy, but a complete operational redesign built on a foundation of trust and intentionality. It requires moving beyond the binary debate of office versus remote and instead asking a more fundamental question: How can we create the conditions for our people to do the best work of their lives? The answer lies in giving teams autonomy within a structured framework, designing for connection both digitally and physically, and measuring what truly matters—the results.
The book leaves leaders with a powerful challenge. It's easy to retreat to the comfort of old habits and demand a return to a pre-pandemic world that wasn't working for everyone to begin with. The harder, but more rewarding, path is to seize this once-in-a-generation opportunity to build something better. As the story of Erin Defay, a military spouse who built a thriving career at Dell because of its long-standing flexible policies, demonstrates, this isn't just a business strategy. When done right, it's life-changing. The real question isn't whether your company can afford to embrace flexibility, but whether it can afford not to.