Why does entrepreneurship feel so lonely, especially as your business starts to grow?

The more you grow in business, the more you realize your circle can start getting smaller. So who do you talk to when you’re the entrepreneur everyone expects to have it figured out?

In this episode of the Risk Taker Podcast, Ebens and Gigi talk about a side of entrepreneurship that doesn’t get discussed enough: entrepreneur loneliness, isolation, burnout, trust, and the pressure that comes with building a successful business.

Sometimes you can’t talk to your employees about everything happening behind the scenes. Your clients expect you to deliver. And while family and friends may support you, they may not fully understand the decisions, pressure, or vision that comes with being an entrepreneur. 

Ebens and Gigi also share what happened when they spent five years focused on building their businesses without taking a real vacation. They were hitting goals, but eventually the nonstop grind led to burnout and resentment. Taking a break helped them reset, clear their minds, and realize that building a business also means learning how to celebrate the wins. 

Most importantly, they talk about why entrepreneurs need community and why finding people who understand the journey can make a difference.

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Having a business idea or dream is one thing. Turning it into a real business takes a plan, mentorship, the right support, and someone willing to help you push.

In this episode of the Risk Taker Podcast, Ebens sits down with Tanya Morris, founder of Mom Your Business, for a real conversation about entrepreneurship, mentorship, business growth, faith, and what it takes to keep going when things get hard.

Tanya shares why entrepreneurs need both mentors and coaches, why every business needs a plan, and why growth sometimes means being willing to evolve or walk away from what isn’t working. She also talks about why many Black and Brown women start businesses from a need in their family or community and how they can turn their skills and passions into businesses that grow. 

She also gets real about the times she wanted to quit, struggling to pay bills, and the faith that kept her moving forward. Her advice to entrepreneurs starting out is simple: find somebody to help you push, find somebody to help you build it, and get a plan. 

If you’re starting a business, feeling stuck, or trying to take your vision to the next level, this episode is for you.

In this episode:

•  Mentorship vs. coaching 
•  Turning your passion into a real business 
•  Why entrepreneurs need a plan 
•  Knowing when to evolve or walk away 
•  Why Black and Brown women often start businesses from a need 
•  Faith and resilience in entrepreneurship 
•  Collaboration over competition 
•  Business growth and succession planning

Connect with Tanya Morris

 https://momyourbusiness.com/

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How do you build a powerful network, get into the right rooms, and create opportunities that can change your life?

Jeffery Dorestant, known as “The Global Connector,” joins Ebens Jean on the Risk Taker Podcast Mobile Podcast Studio for a powerful conversation about networking, entrepreneurship, taking risks, building relationships, and learning to bet on yourself.

Jeffery shares how attending an HBCU helped him learn the art of networking, how he learned to identify the right people in the room, and why building genuine relationships can open doors you never expected.

He also shares the life-changing lesson he learned after missing an opportunity to reconnect with Dr. Myles Munroe before his passing. That experience changed the way Jeffery approaches opportunities: when the opportunity is there, take action and figure out the rest along the way.

From losing jobs and businesses to starting over, changing industries, traveling across the country, and becoming The Global Connector, Jeffery’s journey is a reminder that setbacks can become lessons—and sometimes your next opportunity is waiting in a room you haven’t entered yet.

In this episode:
• How to network and build meaningful relationships
• How to get into the right rooms
• Why your network can change your opportunities
• Taking action before you feel completely ready
• Betting on yourself as an entrepreneur
• Turning failures and setbacks into lessons
• Why attending an HBCU changed Jeffery’s life
• How Jeffery became “The Global Connector”
• The lesson he learned from Dr. Myles Munroe
• Why entrepreneurs need mentors and the right people around them

🎙️ Risk Taker Podcast — conversations with entrepreneurs, leaders, and dream chasers who took the risk, bet on themselves, and went after something bigger.

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Starting a business because you’re great at your craft is one thing. Learning how to actually run and grow a successful business is another.

In this episode of the Risk Taker Podcast, Ebens sits down with Chevonne Boyd of The Hive on Loockerman St for an open conversation about entrepreneurship, business ownership, betting on yourself, and the lessons you sometimes don’t learn until you’re already running the business.

Chevonne shares how she went from spending years helping other people with their dreams to finally saying yes to her own. But once she stepped into entrepreneurship, she quickly learned that knowing your craft and knowing how to run a business are two different things.

She gets open about going from 23 events in one month to slower seasons, cancellations, unexpected expenses, taxes, and reaching a point where she had to figure out how she was going to make payroll.

Instead of hiding from the experience, Chevonne went back to the numbers, invested in learning what she didn’t know, and started putting better strategies in place.

In this episode, we talk about:

• Why knowing your craft doesn’t mean you know how to run a business
• Betting on yourself and finally saying yes to your own dream
• Cash flow, payroll, expenses, and preparing for slower seasons
• Learning from business mistakes instead of repeating them
• Why investing in yourself matters as an entrepreneur
• Getting rejected for a business grant, applying again, and winning
• Faith, marriage, and having the right support system while building a business
• Taking the next step even when you’re scared

If you’re an entrepreneur who knows your craft but is still learning what it takes to run, manage, and grow a business, this conversation is for you.

Pray first. Do it scared. Keep learning.

Connect with Chevonne Boyd 

https://www.thldover.com/

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What happens when a husband and wife walk away from successful corporate careers, bet on themselves, and build a business around faith, purpose, and partnership?

In this episode of the Risk Taker Podcast, Ebens and Gertha sit down with Jason and Jermonica Boardley, the husband-and-wife team behind JB Premier Transportation.

Jason and Jermonica share how they took a leap of faith, left corporate America, and started their transportation company without a guaranteed contract. They open up about growing the business together, dividing responsibilities based on their strengths, keeping faith at the center of their decisions, and why protecting their marriage will always come before the business.

They also discuss betting on yourself, owning your time, building with purpose, and the mindset behind one of the most powerful statements from the conversation:

“We are the brand. We are the investment.”

In this episode:

• Leaving corporate America for entrepreneurship
• Building a business as a married couple
• Faith, purpose, and taking calculated risks
• Protecting your marriage while growing a company
• Knowing your strengths and staying in your lane
• Why you are your greatest investment

Connect with Jermonica and Jason Boardley 

https://jbpremiertransportation.com/

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What happens when you mix hip-hop, math, entrepreneurship, and faith?

In this episode of the Risk Taker Podcast, Ebens sits down with James Finney to talk about the journey behind Lyrical Math and how an idea grew into a new way to help students learn and connect with math.

James shares the real story behind building the business from taking out an $8,000 loan and barely selling 40 CDs to hearing “no” for years, landing opportunities with school districts, and finding a way to keep the vision moving when COVID changed everything. 

The conversation also gets into faith and entrepreneurship, working alongside his wife, knowing when to pivot, finding your “why,” and why James believes entrepreneurship requires faith. 

Connect with James Finney 

https://www.lyricalmath.com/

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Who you allow into your life can shape where you end up.

In this episode, Ebens Jean talks about one of the most overlooked parts of building a business and chasing a dream: the people around you. Not everyone is meant to go where you're going, and not every opinion deserves your attention.

If you're serious about your goals, it's worth asking yourself a few hard questions. Are the people around you pushing you forward or pulling you back? Are they adding value, or draining your time and energy? And are you taking advice from people who have actually done what you're trying to do?

Ebens shares why every entrepreneur should regularly audit their relationships, build a strong network, find mentors who have been where they want to go, and stay focused during the seasons that matter most.

Whether you're starting a business, growing your career, or working toward a personal goal, this episode is a reminder that the right people can open doors and the wrong people can keep them closed.

In this episode, you'll learn:

•  Why your relationships matter more than you think 
•  How to know when it's time to distance yourself from certain people 
•  Why mentors can help you grow faster 
•  The danger of taking advice from people who haven't been where you want to go 
•  How consistent action moves you closer to your goals 

If this episode challenged you, subscribe to the Risk Taker Podcast, leave a review, and share it with someone who's building something bigger than themselves.

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In this episode of the Risk Taker Podcast, I sit down with Dr. Angela Lee, founder and publisher of My Mind Beautiful Magazine, to talk about the journey behind building a publication created to serve and celebrate women of color.

What started as a simple four-page newsletter grew into an international magazine reaching readers across the United States and the Bahamas. Dr. Angela shares how she got the idea, found supporters before she had a finished product, and stayed committed to building something that people now look forward to reading every quarter.

We also talk about the lessons she's learned along the way from making wise business decisions and doing your homework before taking risks to building with excellence, surrounding yourself with the right people, and creating something that leaves a lasting impact.

If you're an entrepreneur, business owner, creator, or someone with an idea you've been sitting on, this conversation is a reminder that every big vision starts somewhere.

In this episode:

•  How a four-page newsletter became an international magazine 
•  Why she created a publication for women of color 
•  Finding investors before the finished product 
•  Why wisdom matters in business 
•  The difference between a setback and a lesson 
•  Building a business with excellence 
•  The importance of choosing the right life partner 
•  Why your greatest investment is your family 

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https://mymindbeautiful.com/

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Most people see the entrepreneur. They don't always see the person standing beside them. In this episode of the Risk Taker Podcast, We down with Bernard and Danielle Johnson to talk about what it's really like building multiple businesses together while protecting their marriage, raising a family, and staying true to their purpose.

One thing we appreciated about this conversation is that they didn't pretend entrepreneurship is easy. They talked about defining roles, trusting each other's strengths, making tough decisions together, and leaving ego out of the business. They also shared how their faith has helped guide some of their biggest decisions along the way.

One of our favorite moments was when Bernard said, "If she wins, I win. If I win, she wins." That simple mindset says a lot about why they've been successful together. 

In this episode, we talk about:

•  Building multiple businesses as husband and wife 
•  Knowing your role in business 
•  Supporting your spouse's vision 
•  Why communication and trust matter 
•  Faith and entrepreneurship 
•  Building a business that creates opportunities for others 
•  Thinking beyond today and building a legacy 

If you're an entrepreneur, business owner, or you're building something with someone you love, I think you'll enjoy this conversation.

Connect with Bernard & Danielle

https://www.johnsonscleaningservices.info/

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https://www.mirrormirrorllc.com/

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Some ideas stay with you for years.

For Randall Law, one of those ideas sat in his back pocket until he finally decided to do something about it. Today, that idea has grown into Cool Kolored Kid Generation, a brand that's inspiring people to think differently and believe in what's possible.

In this episode of the Risk Taker Podcast, Randall shares his journey of growing up deaf in one ear, being placed in special education, struggling with self-doubt, and learning to trust the vision God gave him. He also talks about the people who believed in him, the risks he had to take, and why investing in yourself can change everything.

We also get into:

• Why some dreams stay in your back pocket for too long.
• The importance of taking the first step, even when you're scared.
• How his wife encouraged him to invest in himself when money was tight.
• Why faith and consistency matter more than having everything figured out.
• Building a business that's focused on making a difference, not just making money.

Connect with Randall 

https://koolgeneration.com/

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https://www.koolworld.co/

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