How Not to Stay in The Middle Management and Get a Senior Leadership Position?

I’m Tiffany Cheng

The founder of Inspire My Day and creator of The 1% Academy.

I help high-performing directors and leaders with international careers not only reach the top 1% in their organizations but also become 1% better every day—so they feel fulfilled, rewarded, and recognized.

Why should you listen to me?

Before I started helping directors and leaders advance their careers, I was leading the Asia region as the Vice President of Brand Marketing and Communication at Volvo Group. AB Volvo has over 100,000 employees and $52 billion in annual revenue.

Later, I became the Global Vice President of Communication at Atlas Copco, Sweden’s largest company by market cap at $78 billion, with over 53,000 employees.

I had these roles in my mid-30s.

As I progressed, I built a powerful network of respected senior leaders, business partners, and decision-makers. I led global and regional teams, influencing strategic decisions that had long-lasting impacts.

From the outside, it looked like I had it all—speaking on stage to thousands of leaders, being featured on national TV, having a corner office, a company car, a full-time driver, and traveling the world for work in comfort.

By 36 years old, as an immigrant, I had achieved everything I ever wanted in my corporate career.

But just like many of you, I started small… 

Back in 2007, after graduating from university in Shanghai with a degree in English literature, I landed my first job as an account executive at Leo Burnett. I knew nothing about advertising, so my first six months were spent trying not to get fired. I handled tasks like burning DVDs, proofreading materials, and running between departments to deliver projects.

Being exposed to top brands gave me clarity on what I wanted next—the automotive industry. In 2008, I joined Bentley Motors as their Marketing Communications Manager. That year alone, I managed 36 auto shows and dealer openings, barely spending time at home.

In 2010, I made a big leap by joining Volvo Group as Senior Manager of Communication and Brand. This placed me on the country management team in China at just 26 years old, surrounded by seasoned leaders with an average age of 45. To add to the challenge, two directors went on maternity leave simultaneously, and I covered their projects. I was working 16-hour days, six days a week just to stay on top.

But that hard work paid off. In 2012, I became the Global Internal Communication Director and relocated to Belgium.

Up until this point, promotions came effortlessly—every couple of years, I moved up.

My formula for success was simple:

work hard, deliver results, keep learning, and get along with everyone.

But in 2013, things changed…

I stayed in the same job for three years with no new opportunities. I transitioned to Global External Communication Director in 2016, but it felt more like a lateral move than a promotion. Despite working harder than ever, expanding my role, and seeking leadership development, I spent eight years stuck in director roles.

During those eight years, it wasn’t for lack of trying.

In fact, I was working even harder. I doubled the scope and responsibility of my role, taking on the most strategic projects and short assignments to expand my exposure and network within the organization.

I proactively spoke at global company events, gained more visibility with the executive team by taking on stretch assignments, and continuously pushed the company to invest in my leadership development through training programs.

I read books, watched executive interviews, attended networking events, and received great advice from mentors and sponsors. I discussed my career development with HR and my manager.

Externally, I was often headhunted for more director positions, and I also applied for new opportunities while continuing to outwork everyone else—something we, as Chinese, are quite good at.

I felt stagnant. My income was flat, my learning curve plateaued, and I wasn’t making the impact I desired. Relocating for better opportunities meant uprooting my young family to Sweden, and despite being headhunted externally, I couldn’t break through to the next level.

That’s why I’m passionate today about helping middle management advance to the top 1% in an organization without having to experience all the frustration, disappointment, and self-doubt I went through.

Let’s be honest—the journey from middle management to senior executive is the most difficult ladder to climb.

A little more about me

I’m a proud mom of a 3-year-old girl and a 5-year-old boy, which means my life is a whirlwind of princess dresses, Lego explosions, and the daily snack negotiation.

My Belgian husband and I are raising our little bilingual (sometimes trilingual) tribe in Belgium, along with our energetic Border Collie, who’s pretty much in charge of outdoor activities.

At home, we juggle conversations in English, French, and Chinese, which keeps things interesting—especially when the dog seems to understand all three languages better than the kids!

 

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