Top Career Advice from Successful Women: Thriving in Your First 5 Years

  • Published on:
    December 4, 2024
  • Reading time by:
    4 minutes
Top Career Advice from Successful Women: Thriving in Your First 5 Years

The first five years of your career are an exciting time of exploration and growth. But they also set the stage for your future. The skills and connections you develop have more power than you think to impact your long-term success. 

So how can you make the most of these formative years? We sourced advice from the best—29 women who have found success in their respective industries. From mastering the art of saying no to creating visibility for yourself and getting used to rejection, these insights show how you can take charge of your career and pave the way for your own success. 

Whether you’re a fresh graduate or pivoting to a new career, we hope these tips will help you thrive and shine in the early stages of business. 

Priyanca Rao Photography

Jia Rizvi, Documentary Filmmaker at Amina Fire Productions, pursuing mission-driven stories, with a focus on wrongful convictions and the shortcomings of the American Criminal Justice system. 

“Jump right in and don’t hesitate. Nobody truly knows what they are doing. Once you wrap your mind around that concept, you will free yourself from imposter syndrome and flourish. Everyone is learning as they go. You should do that, too.”

Emma Tessler, Founder and CEO of Ninety Five Media, an organization that works with scaling brands that want to grow their online presence and monetize their audience.

“Get used to rejection. I believe it’s the people who can hear no and have their offer, sale, or product rejected time and time again who will succeed in the end. They so deeply believe in what they are selling or pitching that they just keep going. One yes can change everything.”

Virginia Carnesale, Founder and CEO of Stage, a shopping destination, resource, and community powered by breast cancer survivors to empower patients and supporters.

“Take advantage of the career services at your school to get your resume into tip-top shape. Then tap into your alumni network by reaching out to former graduates working in industries or at companies you admire. Don’t be afraid to reach out, introduce yourself, and ask them if they’d be willing to have an informational interview with you. Don’t ask them outright for a job—just have the conversation. If it goes well, chances are they will offer to help you in some way.”

Catharine Montgomery, Founder and CEO of Better Together, galvanizing positive change for purpose-driven organizations through creative strategies, messaging, and branding.

“Pay close attention to the positives and negatives in your early career experiences. Keep a detailed journal of what works and what doesn’t. Use those insights to shape your career path. As you move forward, prioritize finding roles and organizations that align with your values and lessons learned. This practice will guide you in making informed decisions and identifying a fulfilling career.”

Ashley Chang, Co-Founder and CEO of Sundays, an executive assistant service to accelerate parents in their careers while creating more quality time with family.

“The fastest way to grow at a company is to create visibility for yourself. You need people to say your name in rooms you are not in. Identify business problems, solve those problems, and then tell people that you solved them. The people who share their successes are the ones who get rewarded.”

Monica M. Rivera, Personal Brand and Communications Strategist at YOU WANNA DO WHAT?!, empowering experienced professionals through public speaking, storytelling and strategic marketing.

“Tell people what you do and tell them often. The power of visibility and clearly communicating your value, as well as confidently marketing yourself, is crucial to staying top of mind for opportunities. Become your own greatest advocate!”

Caley Adams, Founder of Wildes District, an NYC-based design studio that specializes in luxury and e-commerce brands in the fashion, beauty, lifestyle, and health and wellness sectors. 

“For graphic designers, working at an agency instead of in-house is a great way to build your client list and portfolio quickly in the earlier years. Design agencies are fast-paced and have multiple projects going on at any given time. Therefore, you will be able to showcase many projects pretty quickly. When looking for an agency to work for, be sure to choose one that has clients who appeal to you. The work you put in your portfolio early on will dictate which type of work you specialize in later.”

Nichole Pitts, Founder and CEO of Ethintegrity, a consultancy that transforms complex DEI and ethics challenges into sustainable, culture-driven business solutions.

“Build your personal brand from day one and be a sponge for knowledge and experiences. Be intentional about how you present yourself, both online and offline. Curate your social media presence, network strategically, and consistently showcase your skills and values. Be open to taking on new projects or tasks that will increase your subject matter knowledge. This proactive approach can set you apart and open doors that might otherwise remain closed.”

Saundra Marcel, Designer and Brand Author of Design Minded, a boutique brand studio.

“Hitch yourself to someone you admire and be a sponge for how they do things. Pay attention to how they treat people and how they navigate challenges. You can learn a lot by watching.”

Lindsay Gonzalez, Founder of Swim, a fractional COO service business leading early-stage companies through growth stages and beyond.

“The answer is always no, until you ask. In business, opportunities are all around us. More often than not, those opportunities go to the person who raises their hand for consideration. I see a lot of employees who are young in their careers grow frustrated by stagnation or feel overseen. Asking a manager or business leader for growth opportunities is the best way to put yourself on their radar. Once someone knows you’re hungry, they’ll become eager to feed you!”

Ari Krzyzek, CEO of Chykalophia, specializing in forward-thinking, women-led brands in B2B tech to deliver transformative digital experiences, bringing impactful ideas to life.

“Say yes to everything early on to explore and learn. Once you progress, master the art of saying no to almost everything. Specialization isn’t just about focus; it’s about building unshakeable confidence.”

Allison LaGuardia, Owner of ALL Media, a woman-owned media strategy, buying, and planning agency for small and midsize brands.

“Don’t just join an industry; study its blind spots. The most innovative breakthroughs often come from addressing needs that established players have overlooked or underestimated. Embracing the underdog perspective can give you an incredible edge.”

Deirdre Purdy, Co-Founder of Purdy Marketing Co, delivering bespoke marketing solutions for tech-forward businesses.

“The phrase ‘you are the company you keep’ translates to business as well—especially in the early years. Surround yourself with successful and inspirational people and take note of their behaviors. What are some things they do that you can emulate in your own career? What do they do differently from leaders who haven’t earned your respect for one reason or another?”

Leah Jacobson, Founder and CEO of LJ Public Relations, a boutique lifestyle PR firm with teams in NYC and LA.

“I am an entrepreneur at heart. However, the best thing I ever did was to work in corporate for companies I loved and admired to learn how things are done and be taught by the best. I would not be where I am today without that experience. I highly recommend spending time learning, getting to know yourself, building your expertise, and getting inspired before embarking on starting your first company!”

Ronit Menashe, Co-Founder of WeNatal, transforming the fertility space with the first prenatal supplement optimized for her and him. 

“Relationships matter. All of them. As you begin your career, build relationships with anybody and everybody. You never know who might prove invaluable to your career trajectory—even in ways you may not expect.” 

 Sydney de Arenas Sherman, Founder and CEO of The Etho, an online marketplace making sustainable living easy.

“Staying motivated is crucial. Write down annual goals and review them quarterly to track progress. Also, listen to your body. If you feel really tired, you might not be that happy or aligned with what you are doing.”

Marissa Pick, Founder of Marissa Pick Consulting LLC, providing consulting services that focus on digital transformation, content marketing, social media strategy, and personal branding.

“As you embark on a new role, consider what you can bring to the table. Being new to the field means you have a fresh perspective, untainted by past experiences. Embrace your innocence, energy, enthusiasm, and hope.”

Natalie Eagling, President of Hey Mr Media, a hand-crafted social media and video agency for growth-driven brands in Denver and beyond.

“When you’re starting out, be a yes person. In my early career, I chose to work instead of heading down the traditional college education path. Knowing this put me at a significant disadvantage, I decided to be a yes person. Any opportunity that came my way—new projects, learning opportunities, tasks outside my comfort zone—I said yes to. This not only helped me develop a tolerance for being uncomfortable, but it also opened doors to amazing opportunities. Being a yes woman early on was a game-changer for my professional growth.”

Sarah Loughry, Founder and CEO of Em Dash Content Studio, a boutique team of expert writers and strategists that enable their clients to show up on page one of search engines. 

“Keep looking for other jobs, take side gigs when you can, and diversify your skill set and portfolio. I loved my corporate job until I didn’t. When I left, I had experience in one specific niche and it was difficult to get out. Keeping your options open also gives you perspective on how different teams work.”

Taryn Talley, Head of Marketing at Position2, a growth marketing agency committed to helping companies thrive by delivering best-in-class digital marketing and creative design.

“Be open to possibilities. Sometimes we start out with a plan and a goal. But the path isn’t always a straight line.”

Stephanie Skryzowski, Founder and CEO of 100 Degrees Consulting, providing CFO and bookkeeping services to nonprofits around the globe.

“Spend time building genuine connections with people, regardless of what they can do for you. Whether it’s people ahead of you in your field, your peers and colleagues, or leaders in other fields, there is something to learn from everyone. Make the extra effort to stay in touch and be helpful to them when you can!”

Ashley Graham, Founder of The Conscious Publicist, an award-winning PR and thought leadership firm committed to elevating the visibility of conscious, socially impactful leaders.

“Actively seek out and embrace failure, especially early in your career. Each failure is a rich learning experience that helps you grow and develop deeper resilience. Rather than avoiding failure, use it as an opportunity to stretch your limits and innovate your experiences. This mindset not only accelerates personal growth but also sets you apart as someone who isn’t afraid to push boundaries and learn from every experience.”

Lucy Bedewi, Founder of My Write Hand Woman, a copywriting and messaging studio for bold women-owned businesses.

“Don’t be afraid of getting fired. Get comfortable with making your bold ideas known to the company. Either you’ll be seen as a leader when it comes to promotion time, or you’ll realize you’re not in the right role.”

Lauren Loreto, Owner of Brand Good Time, a content marketing and web development agency that works with growth-stage startups to increase their visibility and share of voice.

“While you’re just starting out, fight for a growth plan and seek out mentorship. The right work environment will pour into you and your strengths. It will also help you work on your weaknesses and find ways to add value to your future career.”

Kelly Hubbell, Founder and CEO of Sage Haus, helping busy parents reclaim their time by outsourcing the mental load and creating home systems to support a healthy division of labor. 

“Instead of seeking a career that incorporates your passion, find a career that facilitates your passion. Working hard and being good at what you do is incredibly rewarding and fosters a sense of accomplishment and identity. When done right, it will lead you to many potential outcomes.”

Kendall Cherry, Founder of The Candid Collective, writing storytelling content that sells your products and services in your voice.

“Don’t be afraid to ask someone else out for a coffee—virtual or IRL—and ask as many questions as possible. I was promoted extremely quickly during my first few years of my career. Looking back now, I think it was because I knew a little bit about a lot, thanks to all of those early coffee chats.”

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Lexi St Laurent Hartmann, Founder and CEO of iHartContent, empowering creators to own their digital narrative, tap into their thought leadership, and tell their story.

“Do not give money more meaning than it deserves. A friend and fellow entrepreneur recently told me, ‘Money is just math. It’s numbers.’ That is something I wish I had truly internalized earlier in my career. It took me years and many missed opportunities to finally get comfortable talking about money and asking for my worth.”

Jessica Alderson, Co-Founder and CEO of So Syncd, a media company that focuses on dating and personal growth.

“When starting out in your career, it’s easy to have a very specific idea of what you want to do in the long run and the path you want to follow. While having goals can be helpful, it’s also important to keep an open mind and be flexible in your approach. Until you start gaining experience and trying out different things, you may not realize what truly makes you happy or where your strengths lie. Staying open to new opportunities can lead you down unexpected paths that may ultimately be better suited to you.”

portrait captured at , Laguna Beach, CA, USA on 19 Oct 2023

Dom Farnan, Founder of DotConnect, building teams, companies, and cultures.

“Find a mentor who can provide you with wisdom, life lessons, and be a sounding board as you navigate your career. Invest in yourself via coaching, mentorship, communities, and events.”


All individuals featured in this article are members of Dreamers & Doers, an award-winning community that amplifies extraordinary women entrepreneurs, investors, and leaders by securing PR, forging authentic connections, and curating high-impact resources.

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