show episodes
 
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 ...
 
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show series
 
"The whole idea of an entrepreneur is to do it uniquely. What becomes unsustainable is, doing it someone else's way on someone else's terms at someone else's amount of money." -Julie Steelman When a deep dream awakens, an entrepreneur is born. Income Growth Business Coach Julie Steelman sits as our guest this week. Julie helps her clients make fina…
 
“Without passion, nothing happens in the world. If you are passionate, there is a path. You’ll get there.” - Victoria Wieck Are your insides burning from the thought of finally doing what you really want but then, all the worries, doubts, and uncertainties keep holding you back? This week, we are honored to have Victoria Wieck, author, jewelry desi…
 
"You don't need to change who you are. Everybody has enough motivation on the inside." -Wendy Hart This week we're going on a little tour out of the box with Professional Performance Coach, Wendy Hart. You may remember Wendy from episode 110 and how we talked about decision fatigue. Today, our talking point orbits around another relatable topic: PR…
 
“Abundance is everyone's birthright- It's how we embrace it and attract it to us.” -Sara J Bronson Did you know? Your viewpoint around money dictates the level of your success. Join me in another exciting week with Sara J. Bronson, Owner of SJB Financial. Money is universal- we know it, we use it, we have it, or do we? Sometimes, we just let out a …
 
“Everything that happens is positive. If something looks bad at the moment, it's how we perceive it and how we roll with it, that’s a true sign of our mastery or lack of it.” -Kenton David Bell This week, our theme is about transformation in action with Transformational Coach Kenton David Bell. Kenton is an expert in helping his clients identify pr…
 
“Hold that vision that the greatest memories, moments, and experiences of your life have not even happened yet.” -Jonathan Masiulionis This week, we will have a blast talking about purpose and destiny with Jonathan Masiulionis, President of Empowered Publicity. Jonathan helps entrepreneurs, innovators, authors, and dreamers stand out in their line …
 
“As long as you don't claim your gift, you can continue to let somebody else be the leader of your life.” -Cori Willis In this episode, I sit with Cori Willis, the author of Gifted for Greatness. Cori helps her clients find and monetize their unique gifts. Cori and I discuss why sometimes, we feel like there's a big hole in our lives. We know we sh…
 
“Make everything you do resonate with who you are. And when you do that, a lot of those tasks get easier, less painful, and manageable.” -Jeremy Finck This week, I interview Jeremy Finck, Founder of ThinckFinck Media and Coaching and Host of ADHD Brains Radio. Jeremy helps adults with ADHD understand and manage their own ADHD experience. You can sa…
 
“Clarity is the answer to all decision-making questions. How and what you're creating is an expression of who you are.” -Julie Gallivan In this episode, we are having a magnified view of decision-making with Decision-Making Strategist and Clarity Coach Julie Gallivan. Julie describes decision-making as our silent partner. Most of the time, we make …
 
“Spiritual thinking is the understanding about the spiritual world and also living in harmony with modern life and mother nature.” -Bachi Nyangar Bachi Nyangar, Founder of Travel Mongolia, occupies the guest’s seat this week. This conversation is not only enlightening because of the spiritual aspects we’ve talked about but also liberating as we und…
 
“Your world is full of everyone else trying to be someone else. Just be you. Don't be afraid to magnify that piece of you that's uniquely you because it can take you to some incredibly extraordinary places.” -Jesse Brisendine We have another incredible guest this week: Jesse Brisendine, host of A Handful of Hope Podcast and creator of Zero Limits C…
 
"Everyday, each of us, is the author of our own life story based on our choices, habits, and actions. At the same time, history is not destiny. Each morning brings a fresh page we get to write on to decide where the plot goes next." -Eric Bartosz Eric J. Bartosz, the Founder of BAR40, stops by this week in our KPKG stage. A day in our lives revolve…
 
“Nature heals and is able to overcome these devastating events, and we are a part of nature- we have that same capability! And while it's hard to feel when we're completely overwhelmed with the intensity and the violence of it all, that is when we need most to calm ourselves, get outside as much as possible, and reconnect with what matters.” -Conno…
 
“We're designed to have desires only around things that we're meant to do… You just need to adjust your setting so you can experience it fully.” -Lenka Lutonska This week, we have Lenka Lutonska in the house, the Limitless Millionaire Mentor and author of Energetic Selling and Marketing. We all have times when, despite having done everything we can…
 
“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 dec…
 
“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.…
 
“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 bu…
 
“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 b…
 
“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 …
 
“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 b…
 
“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 aroun…
 
“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 n…
 
“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 c…
 
“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…
 
“Helping other people do what I did without having the painful experience that I had is what I wanted for others, to both help them understand themselves and get to the business side of things right.” -Jay Rooke Know Pain Know Gain is at 100! Another milestone has been added to our journey together and this is because of your loyal support and unen…
 
“Know when to be efficient and know when to be effective.” -Scott Jeffrey Miller In this episode, Jay talks to Scott Jeffrey Miller, the Executive Vice President of Thought Leadership at Franklin Covey and author of the book, Management Mess to Leadership Success. Jay and Scott discuss: the difference of being reckless vs fearless, being emotionall…
 
“There is no ‘how’; you just do.” -Amanda Young In this episode, Jay talks to Amanda Young, a Mindset Coach, Bestselling Author, Speaker, and Energy Healer. Jay and Amanda discuss: the necessity of a mindset shift, creating a filter for the information we receive, the importance of being fun and creative, dealing with your resentment of the corpora…
 
“To not say anything is out of integrity.” -David Wood In this episode, Jay talks to David Wood, CEO at Tough Conversations International and Play For Real, High-Performance Coach, Expert on tough conversations, and Author of Get Paid For Who You Are. Jay and David discuss: how to artfully navigate through tough conversations, speak your truth, dis…
 
“It's not just what you know about customers, but it's often how you know.” -Tom Coburn In this episode, Jay talks to Tom Coburn, co-founder of Jebbit, a Boston-based startup that Tom created as a sophomore in college in a business competition. Tom later dropped out of college to pursue the business, and it's still growing 7 years later. Jay and To…
 
“You don't necessarily have to be as overt about it but it's really important that you as the brand, understand what those values are so that you can make sure that everything flows out of them in alignment.” -Rebecca Horan In this episode, Jay talks with Rebecca Horan, founder of Plot Twist, a Brand Strategy Consulting firm. Rebecca works with an …
 
“Investing your time, money and energy is the only way that you create transformative results in any area of your life.” -Theora Moench In this episode, Jay learns from Theora Moench, a love and relationship expert who shares her insights about the intersection of love and entrepreneurship. All entrepreneurs need more love, so here are some of the …
 
“A really great referral system is… all that a business will ever need if they execute it.” -Steve Gordon In this episode, Jay interviews author, podcast host and founder of The Unstoppable CEO, Steve Gordon. Steve has made the transition from becoming a CEO of an engineering firm (at age 25!), to launching his current brand, where he helps service…
 
“You have to approach the law just like you approach any other aspects of your business… from a position of power and not from a position of fear.” -Victoria Smolyar In this episode, Jay chats with Victoria Smolyar, a business attorney that runs a virtual law firm in New York City. The two discuss legal challenges for small business owners and earl…
 
“...everybody has inherently great qualities.” -Stephan Thieringer In this episode, Jay talks with Stephan Thieringer, the founder of Human Innovation Garage in Boston. Stephan is a brilliant strategist who understands that the inner-game of business is where the battle is lost or won. Jay and Stephan discuss: business empathy, learning how to fail…
 
“If I'm going to do this, I'm going all in. ” -Aaron Fulk In this episode, Jay interviews Aaron Fulk, founder of Lillian James Creative, a B2B content marketing and digital agency out of Kansas City. Aaron bootstrapped the company and grew it to over seven figures in revenue as a single mom that dropped out of college! Jay and Aaron have a candid d…
 
“If the only thing in your life is your business, there's a tendency to want to work on it all the time which is not necessarily the most healthy thing in the world.” -Kevin McArdle In this episode, Jay connects with Kevin McArdle, founder of SureSwift Capital. Kevin's company buys bootstrapped, successful SaaS businesses and then manages them as a…
 
“If trust is not there, then no one will ever get the results that they're going to need.” -Judy Foley In this episode, Jay talks with Judy Foley, author of Retaliation at the Highest Level and founder of The Culture of Trust. Judy focuses on cultivating and changing organizational culture, so this episode dials in on: being deliberate about cultur…
 
“It's good customer service to show your customers that you care enough to give them a quality professional product.” -Kelly Wilson In this episode, Jay chats with Kelly Wilson, who has been running a voice over business as a side hustle for several years, and just left corporate to go all-in and make it her primary income. Jay and Kelly discuss: h…
 
“We need more empathy, but we need to put empathy into action.” -Maria Ross In this episode, Jay brings on author and founder, Maria Ross for an eye-opening dialogue around harnessing the power of empathy in the workplace. Maria is the owner of a brand consultancy, and recently published the book, The Empathy Edge. Jay and Maria discuss: entreprene…
 
“The more room you have to fail, the more space you have to innovate.” -Christopher O’Donnell In this episode, Jay interviews Christopher O'Donnell, SVP of Product at Hubspot, and founder of the rock band The Providers. Christopher manages a rapidly growing creative team at Hubspot, and thus he and Jay chat deeply about fostering creativity as a sm…
 
“As we get to be more in control of our own lives, we feel differently in terms of how burned out we are or how balanced and happy we are.” -Sarah Argenal In this episode, Jay chats with Sarah Argenal, founder of the Argenal Institute. Sarah is a speaker/author/coach that specializes in dealing with burnout, which is rampant in the entrepreneurial …
 
“Doing this whole entrepreneurial, personal development journey by yourself is hard. It's really really hard and it's unnecessary.” In this episode, Jay chats with the master of masterminds, Sara Christensen, founder of Kickass Masterminds. Jay and Sara have a candid conversation about the predatory nature of marketing "gurus," the isolation of ent…
 
“Just pick something and go for it; and go for it really, really hard.” -Helen Pritchard In this episode, Jay talks with Helen Pritchard, a LinkedIn expert who helps clients increase inbound lead generation. Brace yourself--Helen is not afraid to swear in delivering her message as she shares insights with us such as: why you should never ask for fe…
 
“It's really important that we have that growth and expand the canopy and generate revenue and profit and keep expanding. But on the other hand, to bear in mind that if we don't also nurture those roots, that tree becomes really fragile when they start to blow.” -Dennis Kiley In this episode, Jay interviews Dennis Kiley, founder of the Ecopsycholog…
 
“Your true happiness comes into your relationships, your health and your wealth and having that balance between those three worlds.” -Ody Andrianos In this episode, Jay chats with Ody Andrianos, founder of Ody's Gym. Ody is a wellness coach that is working on launching a retreat center; he currently owns two gyms and teaches his clients at the inte…
 
“Authenticity ...is about being able to show up and be yourself, because that's what people are going to connect with. And being willing to ask for help when you need it, and accept help when it's given.” -Brandi Johnson In this episode, Brandi Johnson joins us; Brandi is a marketing consultant for small business owners and entrepreneurs and she br…
 
“Entrepreneurship is tough… So you better have a bloody good reason for doing it that's beyond the money. You gotta find your purpose, because otherwise you will throw in the towel.” -Dov Baron Jay says this is one of his favorite episodes to date--here he chats with Dov Baron, a powerhouse coach, best-selling author and speaker. They cover: why ev…
 
“We all get hijacked by those bad moments, and it ruins our day. And it doesn't have to.” -Michael O’Brien In this episode, Jay talks with former pharma executive, Michael O'Brien, who after suffering a near-fatal cycling accident now serves as an author, speaker and coach. Michael's newest book is "My Last Bad Day--Shift" where he focuses on not l…
 
“So much of what you believe success is has been externally defined for you and not internally defined by you.” -Maki Moussavi In this episode, Jay connects with Maki Moussavi, transformational coach and author of The High Achiever's Guide. Given the title of her book, Jay and Maki discuss many of the pitfalls that get high achievers stuck and stan…
 
“We have to be really disciplined of how we split our time and our employees time.” -Miguel Galvez In this episode, Jay talks with Miguel Galvez, co-founder of NDB Nanotechnology, an applied materials company based in Boston. Still under 30, Miguel’s company is growing at a rapid rate. Jay and Miguel discuss topics such as: the advantage of startin…
 
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