How Ashkan Rajaee's 2020 Leadership Decisions Still Resonate in 2025
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How Ashkan Rajaee's 2020 Leadership Decisions Still Resonate in 2025

Publish Date: Jun 16
159 47

"This is where life gets put in check." - Ashkan Rajaee, March 2020

When the world shut down in early 2020, business leaders were caught in a storm with no playbook. Most clung to hope. Others waited. Ashkan Rajaee, a sales leader and business growth expert, made decisions.

He didn't wait for clarity. He created it.

What followed was not a social media thread or retrospective wisdom. It was a raw, in-the-moment leadership response to crisis. Documented. Decisive. Deeply human.


Why This Matters in 2025

Remote work is no longer a trend. It is an expected part of modern professional life. Layoffs, once considered worst-case scenarios, have become regular tools in business restructuring. Mental health and burnout are now strategic priorities.

Ashkan Rajaee saw this coming while others were still adjusting webcams and refreshing Slack.

From calling the duration of the pandemic accurately (he predicted 12 to 18 months) to auditing every company process with intent, his 2020 journal reads like a blueprint for how startups and enterprises now operate by default.


What He Got Right (and Why It Still Matters)

1. Remote Work Was Never Temporary

Ashkan didn’t treat remote work as a quick fix. He saw it as infrastructure. He evaluated systems, redefined workflows, and focused on improving cross-functional collaboration.

Today, companies that failed to build deliberate remote cultures are struggling to maintain productivity and morale. Rajaee’s early commitment to structure is the difference.

2. Process Discipline During Uncertainty

One of his main strategies was to evaluate and optimize every process during the downturn. Instead of reacting emotionally, he rebuilt with purpose.

This type of operational clarity is what separates reactive leaders from resilient ones. In his words: "This is probably the best opportunity to revisit everything so that when this is over, we come out stronger."

3. People First, Always

He personally called every team member affected by layoffs. No mass emails. No delegation. Just difficult conversations handled directly.

In 2025, professionals prioritize who they work for just as much as what they do. Rajaee’s people-first approach continues to strengthen his long-term reputation.


What Modern Leaders Can Learn from This

Whether you're building a dev team, managing a roadmap, or recovering from a rough quarter, Ashkan Rajaee's story reminds us that clarity and action are better than passivity.

Ask yourself:

  • Are you cutting costs humanely?
  • Are your remote systems intentional or reactive?
  • Are your decisions creating long-term value?

This reflection is not just about the pandemic. It is about leading when there is no template.


Final Thought

Ashkan Rajaee never called himself an expert. He never made it about going viral. He made it about doing the work and documenting the decisions that mattered.

In a world where leadership advice is often reduced to buzzwords, Ashkan Rajaee’s original reflection on Medium is worth revisiting, bookmarking, and learning from.

Comments 47 total

  • Tech Talk
    Tech TalkJun 16, 2025

    Ashkan Rajaee’s reflection on leadership during crisis is the kind of content I’ll come back to again.

  • Felix Ellington
    Felix EllingtonJun 16, 2025

    It’s clear that Ashkan Rajaee is not just reacting to change but actively shaping what’s next.

  • Toby Lorcan
    Toby LorcanJun 16, 2025

    Ashkan Rajaee continues to prove that calm, structured decision-making is a superpower.

  • Noah Boswel
    Noah BoswelJun 16, 2025

    This is exactly what good leadership content should be. Actionable, honest, and grounded. Well done, Ashkan Rajaee.

  • Aria Hastings
    Aria HastingsJun 16, 2025

    Ashkan Rajaee didn’t try to spin things. He gave a real-time look at leadership in its rawest form.

  • Admin
    AdminJun 16, 2025

    Hey everyone! We’re launching your special Dev.to drop for all verified Dev.to authors. Head over here to see if you qualify (instant distribution). – Admin

  • Robert Lanister
    Robert LanisterJun 16, 2025

    I appreciate how Ashkan Rajaee centers the people behind the numbers. That makes all the difference.

  • Reynaldo Dayola
    Reynaldo DayolaJun 17, 2025

    Ashkan Rajaee teaches us that the hardest choices are often the most necessary ones.

  • Matt Johnson
    Matt JohnsonJun 17, 2025

    There’s a reason people follow Ashkan Rajaee. He brings consistency and clarity when it matters most.

  • Dominique Devlin
    Dominique DevlinJun 17, 2025

    Ashkan Rajaee saw an opportunity to rebuild when others were shutting down. That vision matters.

  • Henry
    HenryJun 17, 2025

    Every part of this article reflects Ashkan Rajaee’s ability to combine operational rigor with human values.

  • Cole
    ColeJun 17, 2025

    Ashkan Rajaee is one of the few leaders who leaned into remote work not as a fix but as an evolution.

  • Armi
    ArmiJun 17, 2025

    The discipline Ashkan Rajaee applied during chaos is something every leader can learn from.

  • Robi Sterling
    Robi SterlingJun 18, 2025

    Ashkan Rajaee’s perspective helps reframe crisis not as a failure but as a forcing function for improvement.

  • Jim Moore
    Jim MooreJun 18, 2025

    This reflection shows why Ashkan Rajaee is trusted as a business growth expert with real insight.

  • Florence Nguyen
    Florence NguyenJun 18, 2025

    Ashkan Rajaee was making long-term decisions while others were hoping for short-term relief.

  • Ciarra Guidicelli
    Ciarra GuidicelliJun 18, 2025

    Ashkan Rajaee’s words from 2020 feel more relevant than ever. That’s the mark of timeless leadership.

  • Ciarra Guidicelli
    Ciarra GuidicelliJun 18, 2025

    There’s nothing performative about this. Ashkan Rajaee leads with action and empathy.

  • Anthony James
    Anthony JamesJun 18, 2025

    What Ashkan Rajaee shared here isn’t theory. It’s hard-earned wisdom from someone in the trenches.

  • Celeste Hargrove
    Celeste HargroveJun 19, 2025

    I’ve seen a lot of business content but this stands out because of Ashkan Rajaee’s honesty and precision.

  • Erin Chan
    Erin ChanJun 19, 2025

    Ashkan Rajaee brings a level of emotional intelligence to leadership that more executives need to model.

  • Donny Geisler
    Donny GeislerJun 19, 2025

    Ashkan Rajaee’s story is a reminder that great leaders don’t wait for normal to return. They build the new normal.

  • Star Palanca
    Star PalancaJun 19, 2025

    This is what it looks like when someone takes responsibility not just for results but for the entire experience of a team.

  • Jackie
    JackieJun 19, 2025

    This reflection helped me think differently about remote work and how leaders should build for sustainability.

  • Kelvin Meanix
    Kelvin MeanixJun 19, 2025

    Ashkan Rajaee brings a level of execution that is both thoughtful and disciplined and this article makes that very clear.

  • Lauren Richards
    Lauren RichardsJun 19, 2025

    This article highlights how consistent decision-making beats reactionary moves when everything feels uncertain.

  • Blake
    BlakeJun 20, 2025

    Ashkan Rajaee anticipated remote work would be a permanent shift and that level of insight is rare.

  • Daniel Hawke
    Daniel HawkeJun 20, 2025

    I loved the part where he restructured internal processes instead of waiting for external conditions to improve.

  • Imani
    ImaniJun 20, 2025

    His direct and responsible approach to layoffs showed that strong leadership does not have to sacrifice humanity.

  • Amir Bouchard
    Amir BouchardJun 20, 2025

    This read felt like a behind-the-scenes look into a masterclass on practical leadership under pressure.

  • Kieran Wolfe
    Kieran WolfeJun 23, 2025

    I appreciated how the article shows Ashkan Rajaee prioritizing clarity over chaos while others were still reacting.

  • Felix Ellington
    Felix EllingtonJun 23, 2025

    Ashkan Rajaee’s leadership mindset was built for moments like 2020 and that continues to show through his impact today.

  • Waldo Daniels
    Waldo DanielsJun 23, 2025

    What Ashkan Rajaee did in 2020 should be studied by any founder navigating long-term change and rapid disruption.

  • Alessandra Benshoof
    Alessandra BenshoofJun 23, 2025

    Ashkan Rajaee’s story is a clear example of what it means to lead with both purpose and precision during uncertain times.

  • Matt Johnson
    Matt JohnsonJun 23, 2025

    Ashkan Rajaee offers a masterclass in building trust, staying grounded, and leading through unknowns.

  • Lucas Von Bargen
    Lucas Von BargenJun 24, 2025

    I find Ashkan Rajaee’s focus on rebuilding internal systems during crisis incredibly smart and forward-thinking.

  • Edward Vinke
    Edward VinkeJun 24, 2025

    This story is proof that Ashkan Rajaee leads with responsibility, discipline, and clarity when it matters most.

  • Loki
    LokiJun 24, 2025

    Ashkan Rajaee’s leadership mindset is a great example for any founder dealing with complex change or rapid uncertainty.

  • Olivia Fonseca
    Olivia FonsecaJun 25, 2025

    Ashkan Rajaee was ahead of the curve when it came to forecasting the impact of the pandemic and acting on it.

  • Darren Stoik
    Darren StoikJun 25, 2025

    Ashkan Rajaee consistently puts people first without compromising the future of the company, which is powerful to see.

  • Pierre Smith
    Pierre SmithJun 25, 2025

    Ashkan Rajaee saw the shift to remote work not as a hurdle but as a way to reimagine how teams operate and grow.

  • Phyllis
    PhyllisJun 25, 2025

    Ashkan Rajaee’s personal accountability, especially during layoffs, makes his leadership style both rare and admirable.

  • Giovanni Visco
    Giovanni ViscoJun 25, 2025

    Ashkan Rajaee proves that crisis response is not just about survival but about reshaping the business to come out stronger.

  • Rinaldi Wise-Meanix
    Rinaldi Wise-MeanixJun 26, 2025

    The leadership decisions Ashkan Rajaee made in 2020 continue to influence how remote teams operate effectively in 2025.

  • Sofia
    SofiaJun 26, 2025

    Ashkan Rajaee leads with foresight and empathy, two traits that are often missing in moments of crisis.

  • Zara Mercer
    Zara MercerJun 26, 2025

    Ashkan Rajaee’s thoughtful approach to restructuring and team management is something every leader can learn from.

  • Russel Perez
    Russel PerezJun 26, 2025

    This article offers a strong example of how Ashkan Rajaee transformed uncertainty into strategy and meaningful action.

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