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5 Unconventional Tips to Be More Confident as a Woman Entrepreneur

5 Unconventional Tips to Be More Confident as a Woman Entrepreneur

Have you ever considered becoming an entrepreneur and literally shirked at the prospect of putting yourself out there? Do you feel you don’t have the confidence it takes to launch your own entrepreneurial dreams, especially in industries and areas where women are in the minority and unfavored? Are you wondering how to be more confident as a woman entrepreneur?

I remember starting a side hustle a few years back, wondering how in the world the introvert in me would ever find the confidence to start and grow it. Even though I could somewhat hide behind my laptop screen while blogging, I still needed to put myself out there, which was scary to say the least. Fast forward over a decade, I’m still growing and putting myself out there, somehow building the confidence that I believed was severely eluding me when I first started…

In general, men are shown to own three times as many businesses employing people than women. However, in 2021, more businesses were started by women (49%) than by men (42%), mostly as a result of pandemic-related business opportunities. Women were also shown to own more younger businesses than their male counterparts, at the rate of 75% of 15-year old or younger businesses for women and 66% for men. However, despite these significant advances, there is still a notable difference in average annual revenue and funding opportunities between men and women-owned businesses, to the disadvantage of the latter. According to Biz2Credit, women’s businesses earned $199,136 less than men-owned businesses in 2021. On the funding side, while men were approved for 67% of the loans they applied for, women could only achieve about half of this.

With these dismal statistics in mind, how does one muster enough confidence as a woman entrepreneur? Is it even worth the try?

From my own unconventional experience as a side hustler, an introvert, and a multiple minority in the entrepreneurial world, here are a few tidbits from my own experience that may help:

  • Start with your strengths and desires!

This may be the most unconventional business advice you may have ever received. Much of the business advice out there will recommend that you create and grow a business in a profitable field or industry. While this is valuable advice, it often skips the part where your strengths and desires should also be considered.

What has served me best (and still does) has been to focus on my strengths in areas where I can find the joy, motivation and strength to keep going despite the odds. It’s also what I refer to as my “zone of confidence”.

Focusing on your strengths, your core skills and desires, especially when you’ve already gotten positive results in those areas, will help you develop and cultivate the confidence and resilience to get started and keep going. This is especially important when the going gets tough, and all that’s left most days is the sheer will to keep forging ahead…

  • Grow slowly and incrementally

In the era of continuous metrics and overnight success, slow, incremental growth is not the most popular business concept out there. Yet, in terms of raising your confidence levels, it may be just what the doctor ordered.

In my own experience, solidifying one area before growing another one has helped me develop the assurance needed to keep going. It may be tempting to give in to the “shiny object syndrome” affecting so many, especially in the online space, trying new tools and gimmicks every other day. However, focusing and developing one key skill and area at a time, may help boost your expertise, thereby increasing your confidence in the process.

  • Get your numbers straight!

As you could tell from the discouraging statistics above, women-owned businesses, while growing more in recent years, are still lagging behind men-owned businesses in revenues and funding. This is also where many women lose their faith and confidence in starting and growing successful businesses.

As a CPA and consultant, I’ve had the privilege to witness the evolution of some women-owned businesses, many of them plagued by financial inaccuracy and lack of financial confidence. This in turn has significantly reduced their opportunities to go after various sources of funding, and increase their revenues.

Getting clear on your business’s financial goals and objectives, as well as its financial results, can help alleviate some of these doubts. This can impact the business’s revenue generating ability, as well as increase its chances to obtain more funding.

  • Own your stuff!

With the advent of social media, many women entrepreneurs, and many entrepreneurs in general, are hosting their businesses on online platforms like Instagram or TikTok. However, as has been shown through algorithm changes and technical outages, these may not be as reliable as most may believe. As a matter of fact, many entrepreneurs and creatives have been painfully griping about the loss of revenues and influence they’ve been experiencing on these same social media platforms for the past year or so. Talk about a loss of confidence…

As a woman entrepreneur, the more control you can have of your business, the more confidence and motivation you can muster to continue growing. This can be achieved by actually owning and managing your own business platforms, whether it’s your own blog, website, or physical location.

  • Avoid the trap of comparison

One of the most precious pieces of business wisdom I’ve gathered over time is to avoid the trap of comparison. There is always going to be a business that is more successful, generates more revenue, has more followers on social media, etc…That in itself is enough to destroy any entrepreneur’s confidence…

While I have certainly succumbed to the temptation to compare my micro enterprise to other solopreneurs, especially in the online space, distancing myself from it has helped boost my confidence levels over time. For me, this means observing some social media cleansing periods, not overly focusing on popular metrics, and developing my own goals and objectives.

Overall, developing a solid sense of confidence as an entrepreneur, whether at the micro-level as a solopreneur or side hustler, or on a larger scale, does not have to be an impossible task. By focusing on your own “zone of confidence”, growing incrementally and avoiding the trap of comparison, you can actually leverage your entrepreneurial venture to boost your sense of confidence.


How are you developing more confidence as a woman entrepreneur?



The Corporate Sis.

Confident like a mother! On Developing Confidence as a Working Mom

Confident like a mother! On Developing Confidence as a Working Mom

The other day, I was in the middle of disciplining one of my babies (who are no longer babies), when the thought “ I have no idea what I’m doing” crossed my mind. As a Black mom of a pre-teen and a full-blown teenager, these moments in my working mom life are happening more and more. Whereas they used to be far and few in between, now during this teenage phase, they have become more the norm than the exception. Truth is, there are few things like raising teenagers (and kids in general) that will also raise both your blood pressure and insecurities as a mom and a parent in general…

Have you ever, like myself, been in the middle of disciplining your child, only to question your own confidence, adequacy and aptitude as a mom? Have you ever felt that you needed a larger supply confidence as a mom? And really (tell the truth), have you ever wondered if there ever were a “mom confidence training” class somewhere? Ok, I’ll give in, I know I have…

Whereas confidence is more often associated with career and work skills, there is not enough talk about how many moms like myself find themselves needing one (or many) extra shots of maternal confidence, especially in current times. While parenting has always been a challenge for most, if not all parents, the modern lethal addition and combination of modern technology, social media and mental health culture, among other factors, have made it both a virtual and physical gargantuan task for moms.

According to the 2021 research by the WealthiHer Network, 79% of women recognize they struggle with self-esteem. Further studies reveal almost two thirds of new mothers, or roughly about 63%, report decreasing levels of self-esteem after giving birth. Unfortunately, lack of confidence and self-esteem can result in self-doubt, which can then turn into burnout, anxiety, and/or depression.

As a first generation immigrant from Senegal, West Africa, the cultural clash between witnessing raising kids back home, and the corresponding reality in today’s America, has been trying to say the least. As a Black working mom juggling motherhood, career, marriage, laundry, and all the rest of life in the midst of a world still struggling with racism, sexism, and discrimination of all kinds, it’s been akin to walking a tightrope threatening to break at any moment. Add to it all the modern advice and literature around conscious parenting (thank you Dr. Shefali), childhood trauma, and the rampant mental health epidemic among the youth, and there’s an explosive cocktail of parental confusion with strong notes of mothering guilt and not-so-subtle undertones of societal crisis…And need I mention the lack of parental support, paid leave or a general infrastructure to assist moms? ‘Nuff said…

So how do we even begin to develop anything close to “mom confidence” in today’s world? How do you sift through all the biases, traumas, dreams, and responsibilities to uncover the secrets to raising well-balanced kids without losing your sanity and very last coin? How can we, as not-so-proud holders of multiple minority statuses, whether as Black women, women of color, and women in general, take back our power when it comes to raising our children?

Well, since I have not found the mothering secret (or any secret for that matter) or magic recipe, here are some tidbits about my humble own experience, and that of the many working moms I’ve had the privilege to share this mom path with;

  • Learn and adjust!

Modern motherhood is not for the faint of hearts, especially when navigating the cultural and racial , as well as technology, social media and mental health issues that plague our world and societies. In an ever-evolving world, constantly adjusting and learning become indispensable. As a Black woman, an immigrant floating between different cultures and realities, learning is a constant necessity.

As a lifelong nerd and academic, much of my learning happens in books. I’ve also been gifted with precious sisters, aunts, mothers whose advice, conversation and support have taught me more than I could ever learn from the pages of any book. This learning has also informed much of my work and career, and progress in other areas of life.

What learning is motherhood pointing you to? What unanswered questions can you find answers to? What are the safe spaces, places and people you can learn from?

  • Build and leverage confidence in other areas, including your career

While I always proclaim that being a mom has made me a better career woman, the reverse is also true. In many instances, the confidence I’ve gained in my career has allowed me to show up as a freer, more authentic version of myself as a mom. It’s allowed me to trust myself, my intuition and my God-given skills and abilities, including those of a mother. As a Christian mom, my faith has been the pillar of my confidence, which has also significantly helped ground me professionally and personally as a working mom.

In turn, this same sense of confidence has kept fueling much of my career and professional life, almost creating literal emotional, mental and even spiritual economies of scale throughout the various areas of my life. When I don’t feel as confident as a mom, I can remind myself of my spiritual foundation of faith and confidence. I can revisit all the times when I felt and acted confident at work, in my relationships, in my vocation.

Which areas of your life and work can you leverage to build and boost your confidence as a working mom?

  • Healing is key!

One thing that motherhood, and parenting in general, will unveil, is the core of yourself. You can count on mothering to awaken the wild beast of all your traumas, known or unknown (mostly unknown), and bring to the surface emotions, attitudes and reactions you would have never suspected in a million years. I know it certainly did (and still does) for me…

While my career has revealed over time some of the childhood trauma I have needed to heal from, motherhood has laid bare even deeper wounds I need to face. Indeed, one of the most precious gifts of motherhood is the call to heal. Understanding, and heeding, this call, through formal and informal therapy (read: books and endless girlfriend conversations), has been nothing short of a saving grace for me.


Has your experience as a working mom revealed areas where you need healing?

All in all, developing confidence as a working mom requires much more than many, if not most of us, anticipate at first. Through learning and adjusting, building and leveraging confidence from other areas of life and work, and focusing on healing, we can keep growing through motherhood.


What has been your experience developing confidence as a working mom?



The Corporate Sis

TCS Podcast Episode 54: Redefining Your Own Brand of Confidence as a Working Woman

TCS Podcast Episode 54: Redefining Your Own Brand of Confidence as a Working Woman

Got confidence?

In this podcast episode, I’m chatting about dismantling the myth that confidence is solely associated with male and patriarchal attributes such as assertiveness, boldness, and even aggressiveness. Instead, I discuss my own journey of steering away from the conventional definition of confidence, and re-defining my own brand of “quiet” confidence as a working woman and mom.

This episode covers research concepts such as the confidence bias and the confidence gap, digging into how these affect the perception of confidence for and by working women and moms. 

In this episode, I discuss re-defining confidence as working women and moms by 1) confronting our own confidence bias, 2) discovering our own “zone of confidence”, and 3) embodying what confidence means for and to us as working women.

Listen in!

Thanks for Listening!

Thanks so much for tuning in and listening to this week’s episode! If you enjoyed this week’s episode, please share it by using the social media at the bottom of this post!

Also, leave me a review for the TCS podcast on Apple Podcasts !

Got questions? Email me at corporate@thecorporatesister.com!

Finally, please don’t forget to subscribe on iTunes to get automatic updates!

Any feedback you’d like to share? Please leave a note in the comments section below!

PS: Keep you eye out for our new back-to-school planner (soon to come)!

To Your Success,

The Corporate Sister.

No More Confidence Bias! How I’m redefining confidence as a working woman and mom

No More Confidence Bias! How I’m redefining confidence as a working woman and mom

How many times have you heard women “need to be more confident at work”? How many times have you yourself, in your own career and life experience, been told that you needed to be more confident? And if you happen to be confident, how many times have you perceived or been told you were “tew much”? Talk about a confidence bias for women…

Women at work are encouraged to be more assertive, more goal-oriented, more driven at work, mostly according and in reference to patriarchal parameters initially set by and for their male counterparts. Yet, while they’re criticized for not having enough confidence, especially in workplace settings, they tend to get harshly judged when found to be displaying “too much” confidence. This in itself is the confidence bias that has plagued so many women in and outside of their careers…

Confidence bias is when career failure in women is associated with lack of self-confidence; yet when women demonstrate confidence, they are often perceived as overdoing it, and thus lacking confidence. This is how the very concept of confidence that women are criticized of lacking, is actually weaponized against them.

According to research by the Harvard Business Review, while women identify confidence as a major career obstacle, men do not. This not only confirms the highly gendered nature of confidence, but also exposes how damaging this concept can be to women themselves, who end up blaming themselves for or regretting events which where largely out of their control. Prior research also demonstrates a confidence gap, whereby women are shown to have lesser levels of self-assuredness than their male counterparts, thus lacking a trait that matters as much as competence at work. This gap can actually be traced to gender trait and role differences between men and women. While men are shown to naturally demonstrate traits commonly associated with confidence such as assertiveness, even aggressiveness; women tend to display more nurturing, compassionate and empathic characteristics, which are also reflected in the traditional societal roles assigned to both genders.

Despite this, the 2023 Women in the Workplace report reveals that women are actually more ambitious than ever, even as they continue to prioritize their personal lives. This is evidence that while the confidence bias is certainly real for many, if not most women, especially at work, it may not be as simple as it has been depicted to be.  Why does confidence have to be defined in patriarchal and masculine terms and traits? Why can’t confidence also be defined in more feminine attributes such as collaboration, empathy, and intuition? While the latter are clearly leadership skills, and confidence is increasingly being classified as a “soft skill” (there is nothing “soft” about soft skills, by the way), they’re still not being associated with confidence for women.

This is why in my own experience as a Black woman at work, and an introvert to boot, I’ve had to learn to redefine the concept of confidence for myself. Emulating the masculine, and very much patriarchal model of confidence, based on overt assertiveness bordering on aggressiveness, has always felt inauthentic. Instead, developing my own brand of quiet confidence has always felt more like “me”. Granted, it did not work in the many environments where that brand of confidence was not valued (which unfortunately still constitute many, if not most work environments)…Yet, in the environments in which it has worked and been valued, the rewards, both personal and collective, have been astounding…

In some way, I have been waging my own quiet confidence war and revolution as a working woman and mom. So have many other working women and moms around… If this is something that resonates with you as well, here are a few tidbits from my own journey that you may find helpful:

  • Revisit your own confidence bias

Believe it or not, you hold your own confidence bias. We all do, and much of it has been embedded in our subconscious from the various messages, intentional or not, we’ve received from society.  I know I’ve blamed myself for not being confident enough for the longest time, resolving myself to remain hidden in the background. For the longest time, I thought I was born that way, that confidence was a skill or attribute that I somehow had missed out on. This subconscious message was so deeply embedded in my mind that it became a personal belief I held on to for dear life.

Yet, what I learned from a complete career transition and a journey of personal and professional growth, is that not only is confidence a skill we possess as individuals; but that we can also develop our own brand of powerful and authentic confidence, especially in the workplace.

What are your assumptions and beliefs about confidence in general and about your own confidence?

  • Develop your own brand of confidence

What is your own brand of confidence? How do you most authentically feel self-assured in who you truly are? It took me decades to first recognize these questions as valid, and second find my own answers. I feel most confident when I am working in my purpose, writing, teaching, sharing and exchanging ideas. That’s what I would call my “zone of confidence.”

As a matter of fact, I’ve found confidence to be closely linked with authenticity of purpose and values. The more closely you are aligned with your purpose and values, the more confident you may tend to feel. Conversely, the further away you may be from your purposeful path, the harder it may be to muster an authentic sense of self-confidence. Not just the outer confidence we may feel compelled to put on display to respond to self-imposed or societally-imposed pressure; but rather the true sense of confidence that begins on the inside..

What is your zone of confidence? How and when do you feel your most confident? Are you able to find it in your current work? If not, it may be time to reconsider…

  • Embody what your own brand of authentic confidence is

Last but not least, embodying your own brand of confidence really means stepping into,  and standing in your zone of confidence. This is the part that may require not just a mental shift, but also the power of repetition and practice to master.

For me, it’s a matter of cultivating the discipline to show up daily (or almost daily) in my zone of confidence, whether through writing, teaching, sharing or exchanging ideas. It’s the power of practicing imperfect action, day after day, and collecting the sometimes infinitesimally small rewards that add up to the work of our lifetimes.

Indeed, for the longest time, and to this day, society has largely defined confidence as a masculine and patriarchal concept, thereby creating a confidence bias that has been weaponized against women. Yet, what if this definition of confidence were nothing but a social construct that can be dismantled as well as it’s been built? What if confidence could be redefined, and reclaimed, for women in ways that truly align with their purpose and values? What a different and more evolved workplace and world we would see then….

What is your own working woman brand of confidence?



The Corporate Sis.

TCS Podcast Episode 53: Strategizing Your Career at the Beginning of the New Year

TCS Podcast Episode 53: Strategizing Your Career at the Beginning of the New Year

In this new podcast episode, I discuss strategizing our careers as working women and moms at the beginning of a new year, on our own terms and in a way that serves our vision, values and purpose best. 

Take a listen!

Thanks for Listening!

Thanks so much for tuning in and listening to this week’s episode! If you enjoyed this week’s episode, please share it by using the social media at the bottom of this post!

Also, leave me a review for the TCS podcast on Apple Podcasts !

Got questions? Email me at corporate@thecorporatesister.com!

Finally, please don’t forget to subscribe on iTunes to get automatic updates!

Any feedback you’d like to share? Please leave a note in the comments section below!

PS: Keep you eye out for our new back-to-school planner (soon to come)!

To Your Success,

The Corporate Sister.