Know Pain, Know Gain

Latest Episodes:

070: Unleash Your Superpowers with Krish Surroy Aug 20, 2019

Show notes

“If you know what your weaknesses are, you can own your strengths.” -Krish Surroy

In this episode, Jay connects with Krish Surroy, our guest from the UK, who is the co-founder of Mavericks Unlimited and hosts a podcast by the same name. Krish advises startups as they transition through investment phases. Jay and Krish talk about how to identify and unleash your superpowers, being strategically unconventional, losing clarity because of money, ruthless prioritization, and how you can't own your strengths until you know your weaknesses.

Visit https://jayrooke.com/070-Krish Surroy/ for resources and show notes.

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Episode Highlights:

00:59 Mavericks Unlimited

08:51 Deliberate Breaking

12:56 Hire Well

20:19 Build Your Superpower on Positivity

23:44 Role Delegating

28:19 Ruthless Prioritization

37:14 Own Your Strengths From Your Weaknesses

41:00 Don’t Run Solo

069: Becoming Better Entrepreneurs with Annie Schuessler Aug 13, 2019

Show notes

“If you're not finding a way to make a good living, doing really hard work like that you're gonna burn out.” - Annie Schuessler

In this episode, Jay interviews Annie Schuessler, a San Francisco-based therapist and podcast host that founded Rebel Therapist, a business coaching practice that helps therapists break out of the traditional mindset and launch more dynamic private practices. Jay and Annie explore topics such as money shaming, charging your worth, getting deliberate about client acquisition, being simultaneously brave and vulnerable in the face of entrepreneurship, evaluating the ROI of hiring a coach, and so much more....

Visit https://jayrooke.com/067-Annie-Schuessler/ for resources and show notes.

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Episode Highlights:

01:49 Profitable and Helpful

05:49 Helping Others Flip Their Script

11:20 Calculating the Right Charges

19:46 Becoming Better Entrepreneurs

25:29 Dealing with Mindset Issues

37:02 The Rebel Therapist

43:30 Working with Coaches and Having ROI

068: How to be a Smart Entrepreneur with Mark Metry Aug 06, 2019

Show notes

“You can't change something until you raise it to your conscious level.” -Mark Metry

In this episode, Jay talks with Mark Metry, Founder of VuDream and Host of the top-rated Humans 2.0 podcast. At the time of recording, Mark is only 21 and has enjoyed several rounds of success at an early age, and Jay guides Mark through a very revealing conversation around how Mark has navigated his own personal demons and health challenges in order to become a high-performing thought leader. The conversation focuses around how we need to outsmart our own mind to conquer both personal and environmental challenges, and how prioritizing self-care and constantly upgrading our critical thinking and emotional intelligence capacities is one of the fastest ways to achieve success.

Visit https://jayrooke.com/068-Mark-Metry/ for resources and show notes.

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Episode Highlights:

01:49 Unconscious Entrepreneur

08:00 Words I Never Heard Before

11:01 Try and Try and Try Again

21:09 Podcasting or Podfading – Getting the Big Guys on the Show

27:28 An Existential Pessimist No More

36:57 The Immigrant Advantage

39:19 Stress and Entrepreneurship

43:42 All-In Self-Care

067: The Art of Feminine Selling with Julia Andrews Jul 30, 2019

Show notes

“I think that the conversations that become very successful, are not necessarily the one that closes, it's the one that really identifies.” -Julia Andrews

Jay interviews Julia Andrews, a 20+ year veteran of sales and founder of The Art of Feminine Selling, which is a great topic, given how male-dominated the sales industry has been. Jay talks with Julia about playing the long game, finding your authentic selling style, how to combine the masculine and feminine, how to increase your influence in the sales game, being unattached to results and how to integrate trust and intuition into your sales strategy.

Visit https://jayrooke.com/067-Julia-Andrews/ for resources and show notes.

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Episode Highlights:

03:00 Doing Sales in a Masculine Market

08:03 Misconceptions in Feminine Marketing

12:43 Balancing the Feminine and Masculine Aspect of Marketing

21:56 Vulnerability in the Masculine-Feminine Differential

28:29 Working with Metrics and Intuition

38:39 Qualify Your Clients

42:19 The Inner Game of Sales

066: Creating Your Personal Brand with Marc Ensign Jul 23, 2019

Show notes

“The key is consistency.” ~ Marc Ensign

In this episode, Jay talks with Marc Ensign, a former Broadway musician that now runs a personal branding agency called Loudmouse. Marc shares some powerful thoughts on where most entrepreneurs go wrong with creating their personal brand, the importance of what OTHER people are saying about you, controlling your brand, what authentic marketing looks like, the need to understand your own story first, and how collecting "no's" can get you to your goals even faster...

Visit https://jayrooke.com/065-Marc-Ensign/ for resources and show notes.

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Episode Highlights:

02:22 Loudmouse

07:30 The Key is Consistency

15:49 Marc’s Entrepreneurial Journey

26:54 Understanding Your Own Story

34:05 Common Errors of Personal Branding

065: The End of Insurance as We Know It with Rob Galbraith Jul 16, 2019

Show notes

In this episode, Jay connects with Rob Galbraith, known as "the most interesting man in insurance" to talk about innovation and how to write a book while you keep your day job. Rob is the Director of Innovation at AF Group, and the author of "The End of Insurance as We Know It." Jay and Rob explore topics such as how to innovate in a mature sector, being an accidental entrepreneur, navigating the culture shock of change, how small business owners should be thinking about insurance, and much more...

Visit https://jayrooke.com/064-Rob-Galbraith/ for resources and show notes.

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Episode Highlights:

01:58 The Insurance World

08:57 Business + Insurance

14:40 The Importance of Delegation

20:45 Writing the Book “The End of Insurance as We Know It."

39:30 Accidental Entrepreneur

064: Making Every Job A Sales Job with Cindy McGovern Jul 09, 2019

Show notes

“Asking the right question is the key.”

In this episode, Jay brings on Dr. Cindy McGovern, the 1st Lady of Sales and author of "Every Job is a Sales Job." Dr. Cindy helps organizations and entrepreneurs improve their beliefs around sales and generate more revenue through finding their "authentic selling styles." Jay and Cindy discuss topics such as vulnerability and sales, being deserving of a yes, the 5 steps to successful sales, staying connected to one's mission, getting the "ick" out of sales, and so much more.....

Visit https://jayrooke.com/064-Cindy McGovern/ for resources and show notes.

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

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Episode Highlights:

01:04 The First Lady of Sales

11:08 Giving Yourself Permission to Sell

20:40 5 Steps of Sales

30:30 The Gratitude Process

39:02 The Book “Every Job is a Sales Job”

063: Taking Your Health And Business To The Next Level with Pat McAuley Jul 02, 2019

Show notes

“Just get it done and move forward.” ~ Pat McAuley

In this episode, Jay gets to spend time with Patrick McAuley, Social Entrepreneur and Founder of Rewild, Boston's first plant-based restaurant and beer garden. Jay and Patrick discuss such topics as: the role of timing as it relates to social innovation, how to successfully run a values-based business, getting your investors to understand your mission, avoiding "short-termism," granting your employees the freedom to perform, the importance of putting yourself first, and so much more....

Visit https://jayrooke.com/063-Pat-McAuley/ for resources and show notes.

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

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Episode Highlights:

01:15 Social Entrepreneur

05:27 The Social Plan Based Diet

19:54 Pat As An Entrepreneur

23:28 Employee’s Freedom VS Perfectionism

27:54 When To Give-Up An Employee

35:48 Pat’s Lessons For Being An Entrepreneur

062: Creating A Higher Vision with Amy Schuber Jun 25, 2019

Show notes

"Entrepreneurship is NOT safe!"

In this episode, Jay brings on SoCal Business Strategist, Amy Schuber, who also hosts the podcast Inspired Conversations. Jay and Amy have a frank conversation about what it really means to learn how to trust yourself and your decision-making process when you're in uncharted waters of entrepreneurship. As their exchange unfolds, they explore the topics that no one talks about in business podcasts and focus on topics such as alignment, having a higher vision, being adaptable AND grounded, that entrepreneurship is NOT safe, intuition and how to surrender to your success.

Visit https://jayrooke.com/062-Amy-Schuber/ for resources and show notes.

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

Follow me on:

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Episode Highlights:

01:16 Amy As A Business Strategist

08:29 Having A Clear Vision

21:08 Trust

35:17 Sequence Of Growth

42:57 The Resistance Game

061: Leverage Your Presence on TV with Ari Taub Jun 18, 2019

Show notes

“Being real, being honest and being yourself is the best way to develop a relationship with people.”

In this episode, Jay talks with former Canadian Olympic wrestler Ari Taub, who has launched the Entrepreneur's TV Network. Ari and Jay discuss how sports are a training ground for business, pursuing undiscovered opportunities, how to make video marketing part of your mix, gaining traction through video, repurposing content and so much more.... Ari also shares a special opportunity with listeners that want to get on his Entrepreneur's TV Network!

Visit https://jayrooke.com/061-Ari-Taub/ for resources and show notes.

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

Follow me on:

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Episode Highlights:

00:58 What is Entrepreneur's TV Network

03:00 Watching Video = Learning

09:48 Challenges In Creating Videos

22:47 Ari’s Story: How Sports Became His Training Ground For Business

38:23 How To Make Great Videos