Which Type of Entrepreneur Are You And What’s Your Biggest Challenge?

Life’s too short to learn from your own mistakes. Learn from others.

Every entrepreneur faces moments of doubt, exhaustion, and uncertainty. First-time founders, side hustlers, and small business owners constantly navigate the ups and downs of entrepreneurship. Whether they are launching their first startup, grinding through a side hustle, or scaling past a plateau; mindset shifts and motivation is needed to keep pushing forward.

Here are the top 5 Challenges Entrepreneurs face. As you review these characteristics, which can you identify with the most?

1.The First-Time Founder (0-2 years in business)

Characteristic: Everything is new, scary, and overwhelming. They’re discovering that entrepreneurship is 10 times harder than they imagined. Every setback feels like potential failure.

What they’re dealing with:

  • Imposter syndrome at peak levels
  • No roadmap or proven process to follow
  • Financial stress and uncertainty
  • Isolation (left their corporate network behind)
  • Constant self-doubt about their decisions

How to Stay Motivated: “You’re not alone in feeling this way.” Know that “It gets easier as you learn”

2.The Side Hustler (Building while Employed)

Characteristic: They’re living a double life. They are exhausted, stretched thin, and constantly questioning if they should quit their job or give up the dream.

What they’re dealing with:

  • Working 60-80 hour weeks between job + business
  • Guilt about time away from family
  • Progress feels painfully slow
  • Watching others succeed faster
  • Energy depletion and burnout risk

How to Stay Motivated: “Your pace is valid” + “Every hour invested compounds”

3.The Struggling Scaler (Stuck at a revenue plateau)

Characteristic: They’ve proven the concept works, but can’t break through to the next level. The excitement has worn off, replaced by grinding frustration.

What they’re dealing with:

  • Revenue flatlined for 6-12+ months
  • Doing everything themselves (can’t afford to hire)
  • Comparing themselves to “overnight successes”
  • Questioning their business model
  • Burnout from working IN the business vs ON it

How to Stay Motivated: “Plateaus are part of growth” + “Breakthrough is closer than you think”

4.The Solopreneur (No co-founder, no team)

Characteristic: They make every decision alone, celebrate wins alone, and face failures alone. The loneliness is crushing.

What they’re dealing with:

  • Decision fatigue (no one to bounce ideas off)
  • Wearing every hat (CEO, marketer, accountant, customer service)
  • No one to catch them if they fall
  • Feeling like giving up but having no one to hold them accountable
  • Craving validation that they’re on the right track

How to stay Motivated: “Your independence is strength” + “Solitude doesn’t mean you’re doing it wrong”

5.The Comeback Entrepreneur (Failed before, trying again)

Characteristic: They’re carrying baggage from past failures. Every challenge triggers memories of “what happened last time.” They need courage to keep going despite the scars.

What they’re dealing with:

  • Fear of repeating past mistakes
  • Judgment from people who saw them fail
  • Financial pressure (often starting with less capital)
  • Self-trust issues (“Can I actually do this?”)
  • Imposter syndrome amplified by previous failure

How to Stay Motivated: “Failure was data, not destiny” + “Most successful entrepreneurs failed first”

Honorable Mentions:

  • The Mid-Life Career Changer: Left stability for uncertainty, facing age discrimination and “what have I done?” panic
  • The Minority/Underrepresented Entrepreneur: Fighting systemic barriers while building, needing validation in spaces that don’t always welcome them
  • The Post-Pivot Founder: Had to abandon their original idea and start over, grieving the old vision while building the new one

Which did you identify with most? Deeply reflect and if you need help, let’s connect.

Otherwise, gift a copy of 101+ Empowering Quotes to the entrepreneur in your life. It’s available in eBook, paperback, and hardcover formats, all under $20. It’s the thoughtful gift that fits in a stocking and inspires all year long.

What makes this gift special? It’s genuinely useful. Unlike generic presents that collect dust, this book becomes a go-to resource on tough days. The portable size fits perfectly in stockings, bags, and on desks. And at under $20, you can afford to gift it to your entire network of entrepreneurs, coworkers, or team members.

Give the gift of daily inspiration. Give them the reminder that they’re not alone in this journey.

Why Smart Leaders Get Stuck at Crossroads & How to Move Forward

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What’s The Perfect Door Prize? 21 Gift Ideas for Networking Events That Shine

Show up. Let yourself be seen. ~Brene Brown

What’s a networking event without door prizes? Boring (smile). So, event organizers encourage gifts. They are a simple yet powerful way to boost engagement, excitement, and attendance at networking events. They create a sense of the anticipation and fun, making the event more memorable for participants. Door prizes also encourage people to arrive on time, stay longer, and interact more freely with others. Besides entertainment, they offer a subtle marketing opportunity for sponsors, hosts, or businesses to showcase their products or services in a positive light.

The PSL Business Club asked the question: What is the Perfect door prize to give away at networking events?” Members chimed in. Some suggested giving what you would like to receive. Others suggested giving away high-end gifts that will make you the talk of the event. Gift these over several periods and you’re sure to leave a lasting memory. Here I share key gift ideas extracted as members chimed in.

Gifts That Shine

  1. Wellness bundle energy drinks
  2. Journal, fun pen, small devotional or motivational card set
  3. Cute mugs which says “let’s connect over coffee”
  4. Pair a small gift care ($10-$15) with a handwritten note or business card enclosing a product sample
  5. Branded item that’s actually helpful
  6. Gift cards to local restaurants.
  7. Something useful like Coffee gift cards
  8. Wine or Vodka
  9. Dark chocolate and a gift card or voucher to try branded services
  10. Cool shirt
  11. Stanley or Yeti cup
  12. Gift baskets
  13. Branded swag bundle from the host company
  14. Branded items or one/two from local businesses or gift certificates
  15. Candy
  16. Homemade cookies
  17. Hand-painted items
  18. Chocolates from a chocolatier
  19. Beach accessories
  20. Fun items that’s non-business related
  21. Dot card… to make sharing information easier at networking event

High-End Gifts

Higher end gifts creates a lasting memory of your brand. Such gifts are:

  • Massage or Spa packages
  • Weekend getaway at hotel
  • Dinner for two at a high-end/classy restaurant
  • Tickets to a concert/play

There you have it! Here’s hoping it takes the guess work out of your gift giving when attending your next event.

Monetize Your Writing Skills: 10 Proven Methods

Before you speak, listen. Before you write, think. Before you spend, earn. Before you invest, investigate. Before you criticize, wait. Before you pray, forgive. Before you quit, try. Before you retire, save. Before you die, give. ~William Arthur Ward

Are you a writer living from paycheck to paycheck? Do you want to take that dream vacation but your pocket dictates otherwise? You may just want to purchase that long desired goal but can’t seem to come up with the funds. Well, why not try to boost your income creatively? Here are 10 methods that can turn your talent into money in a flash (legally of course – yikes)!

1.Freelance Writing Platforms

Sign up for sites like:

  • Upwork
  • Fiverr
  • Freelancer
  • PeoplePerHour
    Start with blog posts, bios, product descriptions, or email copy. Quick turnaround = faster pay.

2. Offer Resume & Cover Letter Services

Tons of people need help polishing their resumes. You can charge $50–$200+ depending on your expertise.

3. Sell Digital Products

  • Create and sell templates (journals, planners, ebook templates) on Etsy or Gumroad.
  • If you’ve already written a book, turn it into a workbook or checklist.

4. Pitch Articles

Submit articles to platforms that pay per piece:

  • Medium (via Partner Program)
  • Narratively
  • The Bold Italic
  • Listverse
  • Cracked Some pay $100+ for accepted content.

5. GHOSTWRITING

Offer ghostwriting for blog posts, social media captions, or even eBooks. It’s in high demand, especially for coaches and small businesses.

6. Edit or Proofread

Writers are great editors! Offer fast-turnaround proofreading on Fiverr or Facebook groups.

7. Write LinkedIn Profiles or Bios

Professionals always need help optimizing their online presence.

8. Transcribe Audio for Creators or Podcasters

Great for fast typers. Websites like Rev or TranscribeMe pay per audio minute.

9. Offer Email Newsletter Setup / Writing

Many small biz owners want to start newsletters but don’t know where to begin.

10. Monetize a Blog or Substack Fast

Offer a mix of free content and a paid tier with extra goodies (writing tips, coaching, behind-the-scenes, etc.).

Did any of the above spark your interest to boost your earning potential? Any missing that you would like to add? Do share. We would love to hear.

Cheers!

7+ Ways To Prepare For A Public-Facing Leadership Role

Before you are a leader, success is all about growing yourself. When you become a leader, success is all about growing others.” —Jack Welch

More than two decades ago I started my first leadership role. Always facing an audience through years of athletic performance, the arts, other leadership roles, I was always confident. But this was different. In my HR Leadership role, I faced responsibilities on behalf of the company. No more hiding behind other senior leaders. My boss gave me no choice but to step up to my full responsibilities.

After going through a bout of nervousness that lasted months, I found that it got easier each time. Before long, I prepared for each meeting when I had to address employees performance, achievements and areas of development across the region with confidence.

On observation these days, we see politicians and society’s leaders in public service assuming new roles. Consequently, the question was raised;can a person from behind the scenes excel in a new public-facing role?” The answer is absolutely!

Public-facing means a role where the (individual) exercises managerial authority or control of an entity’s activities.

Here are 7+ points to prepare for a public-facing leadership role. Focus on:

1.Communication Skills

  • Develop clear, compelling public speaking abilities
  • Practice articulating complex ideas simply
  • Learn media training techniques

2.Personal Brand Development

  • Build a professional, authentic public image
  • Be consistent across different platforms
  • Develop a strong personal narrative

3.Continuous Learning

  • Stay updated on industry trends
  • Understand diverse stakeholder perspectives
  • Cultivate emotional intelligence

4.Professional Appearance

  • Dress appropriately for your industry
  • Project confidence through body language
  • Work on your on-camera and in-person presence

5.Media and Presentation Preparation

  • Take media training workshops
  • Practice handling tough questions
  • Learn crisis communication strategies

6.Networking

  • Build relationships with key industry influencers
  • Develop a supportive professional network
  • Seek mentorship from experienced public leaders

7.Digital Literacy

  • Manage social media presence professionally
  • Understand digital communication etiquette
  • Be mindful of online reputation

Bonus: Resilience and Adaptability

  • Develop thick skin for public scrutiny
  • Learn to handle criticism constructively
  • Maintain composure under pressure

Consistent practice and self-reflection are the keys to becoming an effective public-facing leader.

What has been your experience with getting ready for a leadership role? Did you use any of the above strategies? If so, what worked for you? Any other strategy that comes to mind? Do share, we would love to hear.

Cheers!

Empowering the Quiet Leaders: Strategies for Introverts to Excel in Leadership Roles

In today’s work environment, leadership isn’t defined by how loudly someone speaks but by the strength of their vision, empathy, and ability to inspire others. Introverts bring unique qualities to the table that can make them exceptional leaders – qualities like active listening, thoughtful decision-making, and a natural inclination for deep focus. However, introverts often feel pressured to emulate the extroverted leadership style more commonly celebrated in professional settings. By embracing their innate strengths and cultivating skills that align with their personality, introverts can unlock a powerful, authentic leadership style that not only drives team success but also fosters a positive, collaborative work culture (guest poster, Nicola Reid).

Using Introversion for Effective Crisis Management

In times of crisis, your introverted nature can be a powerful asset, allowing you to maintain a level of calm and clarity that is crucial for effective decision-making. Unlike those who may react impulsively, your tendency to deliberate and reflect ensures that decisions are well-considered and strategic. This thoughtful approach not only helps in avoiding hasty mistakes but also instills confidence and stability within your team and stakeholders. By embracing your natural inclination for introspection, you can transform potential vulnerabilities into strengths, demonstrating that leadership does not always require being the loudest voice in the room.

Elevating Your Leadership with a Doctoral Degree in Business

Returning to academia for a doctoral degree can significantly enhance your business acumen and leadership capabilities. By pursuing a Doctorate in Business Administration, you acquire the skills necessary to establish yourself as a formidable business leader. This advanced degree not only opens doors to high-level management roles but also equips you with the expertise to drive organizational success. Moreover, opting for an online program allows you to balance work commitments while advancing your education, making it a practical choice for busy professionals; check this out to learn more. 

Upgrading Your Talents by Working with a Business Coach

Working with a business coach can be transformative, offering clarity, guidance, and strategies to navigate challenges and achieve business goals. A coach brings an external perspective, helping to identify strengths, address weaknesses, and uncover growth opportunities that may not be immediately apparent. Collaborating with Success Strategies provides clients with personalized support tailored to their unique vision and challenges, allowing them to reach new heights of productivity and purpose. With expert insights and actionable strategies, a business coach empowers individuals to make confident, strategic decisions that align with their goals and aspirations, fostering long-term success and resilience in an ever-changing market.

Resolving Conflicts with Empathetic Listening 

By leveraging your natural ability to listen empathetically, you can effectively identify and address conflicts within your team. This skill allows you to understand the underlying emotions and perspectives of team members, which is crucial for resolving disputes. Introverts, with their tendency to listen deeply, can create an environment where team members feel heard and valued, reducing tension and fostering collaboration. This approach not only helps in resolving existing conflicts but also prevents future ones by building a foundation of trust and open communication. Ultimately, empathetic listening empowers you to lead a more harmonious and productive team.

Cultivating Patience and Persistence for Creative Leadership

In the realm of leadership, particularly for introverts, employing patience and persistence is crucial in exploring various perspectives and refining creative solutions. By dedicating time to thoroughly immerse yourself in problem-solving, you can prevent the rush to the first apparent solution and instead uncover a range of possibilities that might hold the true answer. Techniques such as brainstorming or the “Six Thinking Hats” method can be instrumental in navigating the problem space, allowing you to view challenges from multiple angles. This approach not only fosters innovation but also ensures that the solutions developed are well-rounded and effective.

Employing the Power of Empathy and Emotional Intelligence in Leadership

In today’s competitive work environment, the ability to empathize and demonstrate emotional intelligence is crucial for building strong and motivated teams. Leaders who excel in these areas can connect with team members on a personal level, understanding their motivations and fostering a supportive atmosphere. By prioritizing these skills, you can create a harmonious work environment that not only enhances team dynamics but also drives innovation and success.

Harnessing Social Media for Introverted Leaders

In today’s digital age, leveraging social media and online platforms can be a game-changer for introverted leaders seeking to expand their professional networks. By participating in virtual events and webinars, you can connect with industry experts and thought leaders without the pressure of face-to-face interactions. Consistent engagement – such as sharing insightful content and joining relevant groups – allows you to establish yourself as a knowledgeable member of your professional community. Utilizing advanced search features on these platforms can help you identify and connect with individuals who align with your career goals, thus opening doors to new opportunities.

Thriving Under Pressure

Harnessing the ability to self-regulate is crucial for maintaining composure in high-pressure situations, especially for introverted leaders. By aligning your actions with your core values, you can navigate challenges with resilience and poise, transforming potential setbacks into opportunities for growth. This skill not only supports personal success but also fosters healthier relationships and effective communication, essential traits for leadership. If you struggle with self-regulation, consider seeking guidance from a mental health professional to develop tailored strategies that enhance your emotional intelligence and leadership capabilities.

Introverts have the potential to be outstanding leaders, bringing a quiet yet impactful strength to their roles. By embracing their natural qualities – like empathy, reflective thinking, and active listening – introverts can lead in ways that foster trust, encourage open communication, and inspire those around them. Leadership isn’t about fitting into a one-size-fits-all mold; it’s about leveraging one’s unique strengths to motivate and guide others effectively. As introverts harness their distinct qualities, they not only thrive in leadership positions but also redefine what it means to be a successful leader in today’s evolving work landscape.

Discover a wealth of insights and strategies for personal and professional growth at Success Strategies, where inspiration meets empowerment for every step of your journey!All the best

Nicola Reid

nreid@business4today.com

Image via Pexels

10 Protocol Keys For Aspiring Leaders Attending Professional Events

Etiquette is what you are doing and saying when people are looking and listening. What you are thinking is your business. ~Virginia Cary Hudson

Navigating business events can be challenging, especially for aspiring young adult leaders. Learn the essential Etiquette Tips to help you make a great impression. Pay keen attention to the do’s and don’ts of professional conduct, from networking to dress code, and ensure you stand out for all the right reasons! Brief chat with Executive Coach, Maxine Barnett provides an engaging snippet. Focusing on the ensuing key points will propel your personal growth.

Dressing For Success

  1. Understand the Dress Code: Research and adhere to the dress code of the organization or event. If unsure, err on the side of being slightly more formal.
  2. Professional Attire: Opt for business suits, blazers, and dress shirts for a formal setting. Business casual might include smart trousers or skirts paired with a blouse or collared shirt.
  3. Grooming: Ensure personal grooming is impeccable. Hair should be neat, nails clean, and makeup (if worn) should be subtle and professional.
  4. Comfortable Footwear: Choose polished, comfortable shoes. Avoid overly casual footwear.
  5. Minimal Accessories: Keep accessories minimal and tasteful. Avoid flashy jewelry or anything that might be distracting.

Conducting Yourself

  1. Punctuality: Always arrive on time. Plan to be there at least 10 minutes early to settle in and prepare.
  2. Body Language: Maintain good posture, make eye contact, and offer a firm handshake. These non-verbal cues convey confidence and attentiveness.
  3. Active Listening: Show that you are engaged by nodding, smiling, and taking notes. Avoid interrupting the speaker.
  4. Clear Communication: Speak clearly and concisely. Be mindful of your tone and ensure it is respectful and professional.
  5. Preparedness: Come to the meeting prepared with any necessary documents, reports, or notes. Familiarize yourself with the agenda and topics of discussion.
  6. Participation: Contribute to discussions thoughtfully. Offer insights and ask relevant questions, but avoid dominating the conversation.
  7. Respect: Show respect for all attendees, regardless of their position. Listen to differing viewpoints and avoid any negative or dismissive behavior.
  8. Technology Etiquette: Silence your phone and other devices. If you must use a laptop or tablet, do so discreetly and only for meeting-related tasks.
  9. Follow-Up: After the meeting, send follow-up emails if necessary, summarizing key points or next steps. This demonstrates attention to detail and commitment to ongoing communication.
  10. Professional Relationships: Use the opportunity to build and nurture professional relationships. Network courteously and express appreciation for the time and input of others.

By following these guidelines, you, as an aspiring leaders can present yourself as professional, competent, and respectful participants in any business meeting.

Are there any points you would like to add? Do share, we would love to hear.

Cheers!

Work. Work. Work. Social And Remote Changes To Reopen…

Society has changed since the Pandemic and so has work. With the world-wind of changes as society continues to evolve, many are left struggling to catch-up.

So How Do You Survive?

So how do you survive? Here are a few ways that SHRM encouraged organizations to update and/or create policies that address the new norm at work.

  • If and how the organization will conduct temperature checks, whether it’s done directly, through a third party or by self-reporting.

  • Cross-training the workforce to accommodate more employee absences.

  • Social distancing in the workplace.

Essentially, employers should have employees sign policies that address safety at work to lessen the potential spread of the virus at work.

Employers should provide employees with face coverings if they can’t remain at a safe distance from each other or those who travel.

Keep in touch and Communicate with temporarily laid off or furloughed employees. Some suggest providing at least 36-hour notice if calling employees back to work.

Stay tuned. More to come.

Cheers!

 

 

Social Distance. 5 Ways To Greet Safely…

Here’s a hug for you, and for you, and one for you.

But Hold up! With the advent of the Corona virus we are not supposed to be hugging right? It’s called keeping your social distance. We are now forced to find new ways to greet others at social gatherings such as in the networking sphere.

5 Ways To Greet Safely

Here are 5 Ways:

  1. Look the person in the eye and use your feet to greet (shown in video). It’s called the Wuhan Shake.
  2. Wave to say hello
  3. Fist Bump
  4. Head nod
  5. Just say hello

There are tons more circulating but for now as we battle the Corona health pandemic, these should help bridge the gap.

Cheers!

 

Will Anyone Want To Read What You Write?

Raise your words not your voice. It’s rain that grows flowers not thunder ~Rumi

With exclamation signs and all the teacher sent an email titled “Important! Please read!” Parents rolled their eyes. Who wants to read a lengthy email captioned like that? The essence of what she wrote was students folders were sent home with report cards. Why not just say that? What parent isn’t interested in his/her child’s performance?

Corporate Communication

It’s the same with communication sent to employees by supervisors and managers. That’s essentially what  Aaron Orendorff   discussed in his insightful New York Times article Your Colleagues don’t read anything you write.

Simply say what you mean. No need to shout. It’s what Rumi’s quote alluded to Raise your words not your voice. It’s rain that grows flowers not thunder. 

3 Communication Gems

Personally, I walked away with three gems:

  1. Put action words in your subject line
  2. Listen more. Talk less
  3. Don’t answer. Ask

Often it’s not what we say but how. So check your manner, tone, words and how you speak. Chances are your tone precedes your voice. Something to think about.

Cheers!

Goals. Burn That Midnight Oil…

 

Burning the midnight oil…literally, figuratively, or virtually. It’s all the same. Staying up late studying, working, or playing the role of parent to a newborn. That’s the meaning of the phrase burning the midnight oil. It originated from the 1600s practice of literally staying up late to finish work.

Today it’s meaning extends to waiting in line to get the latest release of the iPhone or other noteworthy–or should I say wait-worthy item. You then scream to the world that you are among the forerunners to get the envied product!

Whatever your dream; whatever your goal; burn that midnight oil and achieve it! It’s those who sacrifice much that achieve much. There’s Success in store for sure.

Burn baby–burn!

Cheers!

7 Strategies New Entrepreneurs Lack That Cause Failure…

If planning is important, execution is everything

Done! Then Came The Hard Part…

Years ago I decided to publish my research on Success Strategies. This after interviewing heads of organizations in healthcare, media, aviation, politics, education, and such industries. I was thrilled! Hurrah I had published my first non-fiction book that was professionally edited and peer-reviewed!

Then came the hard part. I was now an author, but how could I let others know that I had written something they may benefit from? Something that if the right person receives, it would help them to succeed in business and new career ventures. Not to mention that it would drive them to take the leap and make that change in their goals, aspirations and ability to manage themselves and others?

That set me on a path... to learn what I don’t know. It’s a quest that I am still on. Tons of hard work but I’m loving it! Fast forward several years later I have published other books on success and career change, personal development and motivation.

So if you find yourself thrust into the unknown and being faced with a situation that you must confront or be left behind, take the time to assess these 7 things new entrepreneurs lack that causes them to fail to succeed.

The 7 Lacks Of New Entrepreneurship

1.Lack of Vision. Do you understand how your dreams fit into the big picture?

2. Lack of Planning. Do you know where you want to go and how to get there?

3. Lack Execution. If planning is important, execution is everything.

4. Lack of Funds. No revenue.

5. Lack of Marketing. How will others know that you exist?

6. Lack of good people. Hiring the bad. The cheap. The uncommitted.

7. Lack of Resilience. Giving up too early.

Are you a New Entrepreneur? Did any of the above resonate? Any that you think should be a part of this list? Do share. We would love to hear.

Cheers!

 

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