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    Business

    Know Pain, Know Gain

    Know Pain, Know Gain: Entrepreneurship Made Real features fireside chats with leaders who have a story worth sharing and lessons worth hearing. Fans will gain insider insights and applicable takeaways about the entrepreneurial journey not found in MBA programs. We’ll cover their background and passions and explore their gristmill moments of entrepreneurship. Join us to explore and navigate the dark moments of entrepreneurship such as running out of money, spouse leaving, picking up side work, impostor syndrome, etc. as well the upsides such as best advice ever given, “what I know now that I wish I knew then”, and beating the inner-critic! The road to success is hard enough. Don’t make things harder than they need to be–know pain, know gain!

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    Latest Episodes:
    110: Say Goodbye to Decision Fatigue! 7 Questions to Gain Clarity with Wendy Hart Sep 28, 2020
    Show notes

    “Commitment is bigger than a choice or a decision. There is an energy that happens when we get committed to a thing that dials in.” -Wendy Hart

    In this episode, I speak with Wendy Hart, Founder of Wendy Hart Coaching. Wendy helps her clients find clarity and wisdom to make decisions they can be proud of. As entrepreneurs, we make decision after decision every day to keep our business running and stable, and that is, apart from decisions we also have to make in our personal lives. As we spend more of our mental powers, our decision-making capacity depletes. At the end of the day, it’s not only our body that gets worn out but also our mind. As a result, we end up making reckless decisions or just doing nothing at all- either way, we are stuck. Poor decisions basically stem from having decision fatigue. Today, Wendy and I talk about how to make intelligent decisions easier. Wendy shares why strategizing is not needed in accessing our deepest needs, how we can build trust in the decisions we make, the 3 steps in effective decision-making, why commitment is a must, why we get stuck, and the 7 questions that can help us gain clarity. If you’re an entrepreneur looking for the fastest way to gain clarity, or just wanting to be better in your decision-making ability, this episode is definitely a must-listen-to!

    Click the link below and listen as Wendy helps me solve my dilemma and gain clarity in minutes:

    https://jayrooke.com/110-Wendy-Hart

    Check out my website: https://jayrooke.com/

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    Episode Highlights:

    02:53 Access Your Deep Intuitive Wisdom

    07:12 Where You Don’t Need To Strategize

    11:13 Something Bigger Than A Decision

    19:39 3 Steps to Decision-Making and Commitment

    25:49 Jay’s Dilemma

    36:59 7 Questions Towards Clarity

    49:00 Why People Get Stuck


    109: The New and Better Way To Approach Entrepreneurship- The One Thing We Should Start Practicing Today! with Sarah Negus Sep 21, 2020
    Show notes

    “Success consciousness is the consciousness of being when you know that you're a miracle incarnate.” -Sarah Negus

    For this week’s treat, Sarah Negus, “The Modern Day Shaman”, joins us all the way from London. Sarah’s expertise is on helping her clients identify their challenges, explore what is holding them back, and uncover communication patterns. I am excited about this conversation because as entrepreneurs, we often go through stagnant moments, whether in our business or professional lives. And in this remarkable time that we are in right now, it is crucially vital that we lean in towards the spiritual aspect of our entrepreneurial journey. Our day-to-day hustles have drowned our opportunity to flourish as spiritual beings and frankly, that is the most significant piece in fulfilling our purpose and satisfying our passion.

    Sarah talks mainly about weaving in spiritual practices in our endeavors. Along with that, we also learn about what would happen if we kept ignoring our calling, what is involved in reinventing ourself, what shamanism and psychosynthesis are, how to lay down judgment and cultivate faith for the unseeable, what it means to think on your foot, and how to honor lived experiences.

    If you are caught up in the tussle between spirit and ego or simply tired of living against your calling, click the link below and learn what you can do today:

    https://jayrooke.com/109-Sarah-Negus/

    Check out my website: https://jayrooke.com/

    Follow me on:

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    Episode Highlights:

    02:20 What Will Happen If You Did Not Follow Your Calling

    08:16 What It Means To Reinvent Yourself

    17:05 What Is Psychosynthesis

    24:14 Shamanism & the Western World

    29:51 A Massive Opportunity To Change

    37:47 #SuccessConsciousness

    41:24 Give Up The HOW

    42:01 Experience Time


    108: Beat The Naming Challenge! -How to Create Brandable Names That Will Get People To Sign Up with Holly Chantal Sep 14, 2020
    Show notes

    “The name isliterally like an address. It has nothing to do with the results you're delivering. Focusing on messaging is definitely more important than just the name.” -Holly Chantal

    What’s in a name? This week, I am joined by Holly Chantal, a Business Integrator and Brand Strategist. You may remember Holly from Episode 059 where we talked about business experiments. And today, I’m excited to have her talk about that one thing that gets us pulling our hairs out for- brand naming. Of course, we want a name that can do the marketing for us and can represent exactly what we stand for. But sometimes, our brain just isn’t excreting enough creative juices for that. It’s about time to take that pressure off of our shoulders and learn from an expert. Today, Holly comes to the rescue with her signature brand naming methodology, Trailblazing Trifecta. She also gives valuable pointers on determining when is the right time to start thinking about your brand name, what makes a good brand name, and whether you have a good brand message that speaks well to your tribe. To better understand these concepts, Julie Galvin, a Decision-Making Strategist joins our forum and Holly walks her through her naming methodology live.

    Click the link below to find out the result!

    https://jayrooke.com/108-Holly-Chantal/

    Visit https://jayrooke.com/108-Holly-Chantal/ for resources and show notes.

    Check out my website: https://jayrooke.com/

    Follow me on:

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    Episode Highlights:

    01:52 The Naming Challenge

    07:18 How To Stop The Naming Struggle

    16:37 What Makes a Good Name

    21:27 How About Tag Lines?

    32:06 Holly In Action With Julie Galvin

    48:18 How Holly Can Help You


    107: The Best Future Advice To Balance Your Fear Of The Unknown with Kenton Bell Sep 04, 2020
    Show notes

    “Things happen differently when we're in… the place where comfort ends, and the unknown begins.” -Kenton Bell

    This week, your KPKG hour is turning into your KPKG power! We often say how things are good but we wish we knew how to apply them in our lives. Well, why not! It is my earnest wish to provide richer empowerment hence, I tweaked our weekly bonding a little. As we bring in experts and geniuses in their fields, we also get to watch them live in action. Our first guest in this series is Transformational Coach, Kenton Bell. Just thinking about what tomorrow will bring gives us a bag of anxiety. Evidently, this fear of the unknown caused some to get stuck and others to step backwards. Today, Kenton teaches us how to balance that fear so we can live our intentions, step into our growing edge, create a discovery space where we can build a solid foundation for a future we cannot see, cultivate deliberate decisiveness, be childlike in how we work through our choices, and so much more! If you’re still thirsting for more, let’s turn over the host’s chair to Kenton and watch him live with some of our sponsors. Maybe their questions are also your dilemmas at the moment.

    You’re only one click away to get your problems answered!

    https://jayrooke.com/107-Kenton-Bell

    Check out my website: https://jayrooke.com/

    Follow me on:

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    Episode Highlights:

    03:16 Sick and Tired of Being Sick and Tired

    08:11 How To Craft A Vision In The Future That Can’t Be Seen

    17:57 Step Into Your Growing Edge

    26:15 Grab The Opportunity To Make Something Happen

    37:06 Why You Should Cultivate Deliberate Decisiveness

    43:20 The “Right” Mindset


    106: How TikTok Could Get You Back In The Marketing Game with Kate Pintor Sep 03, 2020
    Show notes

    “It builds trust for people to see an entire human being in terms of coaching and in that particular industry.”-Kate Pintor

    In this episode, I sat down for an intriguing interview with Kate Pintor, Marketing Synthesist, and TikTok Expert. Kate helps her clients build strong leadership and work culture that thrives. Kate and I talk about all things TikTok and why entrepreneurs should start considering this platform as an innovative business strategy. This conversation resonates a lot with me, not only because it made the headlines lately, which makes it all the more intriguing, but also because as entrepreneurs, we are always looking for ways to authentically build a connection with the people we serve. And TikTok is apparently moving forward to serve that very purpose. While TikTok swiftly invades the social media space, others remain skeptical about it. Today, Kate talks about why entrepreneurs hesitate to utilize TikTok for their marketing and how to turn those hesitations into motivations instead. Kate also shares important points to remember when creating your content, delivering value, knowing the avatar you’re speaking to, building trust, and so much more! TikTok can be a great platform to get rid of all those boring, mechanical marketing that people don’t buy anymore. If you think that you’re not the quirky, video-creating, dancy-type entrepreneur, click the link below and hear Kate’s tips and strategies on how to get started with your first-ever TikTok story:

    https://jayrooke.com/106-Kate-Pintor/

    Check out my website: https://jayrooke.com/

    Follow me on:

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    Episode Highlights:

    00:52 What’s The Big Deal With Tik Tok

    05:01 Tik Tok and Your Business

    09:40 Deliver Your Value With Fun!

    12:23 Why TikTok Is A Great Platform For You!

    17:04 Get Goofy!- How to Get Over The Fear of Exposing Your Vulnerability

    22:53 How to Own Your Quirkiness

    26:25 Hit Record!- How To Get Started With TikTok

    32:04 Show Up!


    105: Save More, Gain More If You Master These Skills: Profitable Hiring and Customer Validation with Derek Andersen Jul 20, 2020
    Show notes

    “The goal as an entrepreneur shouldn't be to just continue to work on random ideas in perpetuity. The goal is to find something and to spend all waking energy on that thing.” -Derek Andersen

    This week, I had a profound conversation with Derek Andersen, Founder and CEO of Startup Grind and Bevy. Entrepreneurs are visionaries but it takes more than bright ideas for a business to thrive and be firmly grounded. We must make sure we are creating a space where our creativity meets our target audience. I had a lot of insights as Derek and I unbox a lot of good stuff around bootstrapping and profitable hiring. Derek points out where entrepreneurs should direct their resources to ensure they’re not killing their own vision. On top of that, he also gives us some direct and rational tips on getting over failures, creating the future we want, hiring efficiently, and so much more! Evidently, those who we choose to work with have the ability to dictate our results. If your vision includes going from local to global, this link will get you there!

    https://jayrooke.com/105-Derek-Anderson/

    Check out my website: https://jayrooke.com/

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    Episode Highlights:

    02:56 Start-Up Grind- From Local to Global

    08:55 The Goal Entrepreneurs Should Aim For

    16:15 Who’s The Real Visionary

    20:22 The Pain of Failure and Its Cure

    25:55 How To Have The Future You Want

    29:36 Customer Validation: A Sure Way To Seal the Deal

    36:00 Save More, Gain More With Exceptional People

    40:44 Be Careful Who You Hire!


    104: Embrace The Art of Showing Up with Shadeed Eleazer Jul 13, 2020
    Show notes

    “If you want to balance, you have to think about what you stand for as if it's the contract by which you see the world and the agreements that you keep with the world around you.” -Shadeed Eleazer

    In this episode, I had an insightful convo with Shadeed Eleazer, Baltimore’s leading Small Business Advisor. Half of being an entrepreneur revolves around building a network and the other half is all about nurturing that network. This discussion is striking to me because, as entrepreneurs, we always engage in transactions, barely noticing that our relationships are gradually turning transactional as well- solely need-based, without the human element of it. In relation to that, Shadeed talks about being intentional as to why, where, and how we show up, and for whom should we primarily do it for. He also discusses how to deal with the dynamic nature of relationships, understand the Power Circle concept, being founded on your core values, and so much more!

    If you are an entrepreneur wanting to establish long-lasting relationships and scale your network rapidly, click on the link below to listen to the conversation:

    https://jayrooke.com/104-Shadeed-Eleazer/

    Check out my website: https://jayrooke.com/

    Follow me on:

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    Episode Highlights:

    02:14 Family Businesses, Profits, and Reinvestments

    07:14 Ego and Performance

    13:01 The Art of Showing Up

    22:46 Projects Over Tasks

    26:26 The Ever-Changing State of Relationships

    30:34 Values Over Tactics

    35:04 The Power Circle

    42:44 How to Scale Your Network Rapidly


    103: Status: Financially Free!! with Judd Armstrong Jul 06, 2020
    Show notes

    “Life gives us one word: It's either a YES or NO… When we grow up with a YES, that's such an empowering thing.” -Judd Armstrong

    For this week’s treat, I had an amazing exchange with Judd Armstrong, Founder of Jaybird and modern entrepreneur. Judd’s key focus is on helping people obtain independence, self-sufficiency, and financial freedom. What’s noteworthy about this convo, is while we are aware that there is a price set for great things, we are often hesitant to take that big leap and Judd’s story is like a map for navigating the ebbs and flows of the entrepreneurial journey while setting a solid stance towards sustainable success. Judd reveals how he changed his financial status from being broke to being financially independent, the eight (8) truths about entrepreneurs, how to change our outcomes by having the “YES” mentality, the guide to having a fresh and unique perspective, the Excavate-Expand-Experience Method of embracing big ideas, how to succeed in Bitcoin Trading, and much more!

    If you’re curious about how Judd doubles his money every six months with just 12 Bitcoin trades per year, catch today’s killer episode by clicking on the link below:

    https://jayrooke.com/103-Judd-Armstrong/

    Check out my website: https://jayrooke.com/

    Follow me on:

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    Episode Highlights:

    01:30 Status: Totally Broke

    06:56 Say It With A Hearty “Yes!”

    12:46 Lock-In What You Want

    19:30 Clash of Corporates and Entrepreneurs

    22:01 8 Truths About Being an Entrepreneur

    28:12 How to Come Up Fresh and Unique

    32:42 Status: Financially Independent

    36:12 How to Succeed in Bitcoin Trade

    41:14 Excavate, Expand, and Experience


    102: Tools & Tips for the Global Businessman (Things You Wish You Knew Beforehand) with Kyle Hegarty Jun 29, 2020
    Show notes

    “What leaders and entrepreneurs have to do is understand the local game if they want to play in it.” -Kyle Hegarty

    In this week’s show, I interviewed Kyle Hegarty, General Manager of TSL Marketing in Singapore, and author of The Accidental Business Nomad. Kyle helps leaders and teams refocus their company culture towards global innovation so they can grow their sales and marketing capabilities across new markets. This conversation is very timely and practical because as innovative entrepreneurs approaching the new normal, we need a borderless marketplace where we can maximize our potential. However, being clueless before diving into this avenue has so much risk and may even lead to failure. Kyle shares the challenges of entrepreneurs launching their first venture in an international setting and how to overcome these challenges, how to win against the local competition, how to adapt to cultural differences and language barriers, and some useful tools for global entrepreneurs. So if you’re an entrepreneur with an adventurous spirit looking into the international market, click on the link below for some useful tips, tools, and wisdom:

    https://jayrooke.com/102-Kyle-Hegarty/

    Follow me on

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    Episode Highlights:

    01:19 Confusing Carrer Directions

    06:14 The Accidental Business Nomad

    09:14 Reconfiguring Things

    14:42 Language Barriers and Cultural Variations

    22:05 Go To Vietnam

    29:32 How To Compete With Local Competition

    35:12 Your Survival Guide To The International Market

    41:10 Tools For Global Businessmen


    101: How To Make More Family Time and More Income with Austin Sams Jun 22, 2020
    Show notes

    “The key differentiation of how you actually make time with your family is how you scale smart.” -Austin Sams

    In this episode, Jay talks to Austin Sams, founder of Family Entrepreneurs. Jay and Austin discuss: how to align your family and business life to have more family time while earning more money, the need to reevaluate how you spend your time as often as possible, being authentic with the type of life you want rather than going with societal ideologies, implementing your life rules, observing your shut off time, setting yourself up for success through recurring revenue, and so much more…

    Visit https://jayrooke.com/101-Austin-Sams/ for resources and show notes.

    Check out my website: https://jayrooke.com/

    Follow me on:

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    Episode Highlights:

    01:44 The Secret To More Family Time

    05:23 How To Have Time for Family and Money

    10:51 Set Rules For Life

    15:32 Be Real

    18:48 Kid Time

    24:46 Your Life and Your Business


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