Leadership is Tricky

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Leadership is Tricky was born in 2019, as a platform to share experiences in exercising formal and informal leadership with a broad and diverse audience across a wide spectrum. A by product of us living our PURPOSE to serve and give back to servant leaders everywhere.

Erick Ocasio


    • Jan 12, 2025 LATEST EPISODE
    • monthly NEW EPISODES
    • 35m AVG DURATION
    • 52 EPISODES


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    Latest episodes from Leadership is Tricky

    Season 5 - Episode 7 - COL (Ret.) Mo Barrett

    Play Episode Listen Later Jan 12, 2025 60:09


    Erick sits with Mo Barrett, a high energy, hilarious motivational speaker, TedX regular and a pioneer for women in aviation! I was blessed to sit down with her to discuss her upbringing, challenges navigating societal norms and bias and “being the first” in history to do something amazing in the United States Air Force! This retired Colonel will have you invested! She's that good.

    Season 5 - Episode 6 - Brigadier General Antoinette Gant

    Play Episode Listen Later Nov 10, 2024 56:31


    Erick sits down with BG Antionette Gant to discuss her upbringing, inspirational story of becoming an engineer, General Officer in the United States Army and an inspirational figure in STEM and for those young girls that will one day stand on her shoulders!

    Season 5, Episode 5 - COL (Ret.) Drew Doolin

    Play Episode Listen Later Oct 6, 2024 47:11


    I had the honor to sit down with Drew Doolin who was influential in my development as a professional at a time where his words, guidance and encouragement were needed. A marine who embodies selfless service and servant leadership… we speak about his journey, hardships, family and mental health!

    Season 5, Episode 4 - MG (Ret.) Garrett Yee

    Play Episode Listen Later Aug 5, 2024 47:42


    Erick sits down with Major General retired Garrett Yee to discuss his journey, successful career, family history of service to our nation and his leadership challenges!

    Season 5, Episode 3 - Leading through the Artificial Intelligence Age

    Play Episode Listen Later Jun 24, 2024 32:59


    I'm sure you've heard that Artificial Intelligence will take our jobs! Well, Erick and Steven explore how we navigate this new world we live in. While powerful and intriguing, A.I. will assist us, not replace us! We need to lead through the loss and show people where they fit in!

    Season 5, Episode 2: Indira Rice Donegan

    Play Episode Listen Later Jun 8, 2024 59:10


    Erick sits with Mrs. Indira Rice Donegan - Chief Technology Evangelist to discuss her leadership journey, through her storied military career and transition into the private sector. Her ability to grab the audience is uncanny and her stories are real and candid! Tune into her success and enjoy the episode!

    Season 5, Episode 1: Protecting your energy

    Play Episode Listen Later May 25, 2024 32:54


    Leadership is Tricky is back! Erick and Steve get real about life and navigating loss, misplaced expectations and taking inventory of your relationships in order to protect your energy. We welcome you back to the podcast! Lets build success together.

    Exploring OMR w/ Connecting for Future

    Play Episode Listen Later May 6, 2024 14:33


    On the eave of OMR24 - Erick sat down with the hosts of Connecting for Future to discuss the OMR, leadership and how the future is in good hands and bright!

    Season 4 - Episode 7 - Ulrich Irnich

    Play Episode Listen Later Sep 17, 2023 53:17


    Steven and Erick sit down with Ulrich (ULI) Irnich, Chief Information Officer of Vodafone Deutschland. We discuss his technological journey and early leadership challenges. As we touch on modern work needs, way to work and workforce opinions get heightened. Great dialogue and plenty of laughs.

    Season 4 - Episode 6 - SMA Daniel A. Dailey, USA, RET.

    Play Episode Listen Later Sep 3, 2023 28:36


    Erick has a discussion with the 15th Sgt. Maj of the United States Army, Daniel A. Dailey. They discuss his upbringing and inspiration to join the Army, moments that defined him and what his purpose is now serving as the vice president of Noncommissioned Officer and Soldier Programs for the Association of the United States Army.

    Season 4 - Episode 5 - General Robert Brown, USA, Ret.

    Play Episode Listen Later Aug 20, 2023 41:36


    Erick sits down off-site with General (ret.) Robert Brown who is currently the CEO of The Association for the United States Army, to discuss his journey to becoming the 216th four star General in the United States Army's storied history. He speaks of his successes and failures and how he learned from them. He touches on his basketball career and how Coach K helped him become the leader he is. He speaks about the AUSA mission and why we must continue to be the voice of the soldier and continue to invest in the Army profession.

    Season 4 - Episode 3 w/ Britta Rudolphi (Part 2 of 2)

    Play Episode Listen Later Jul 2, 2023 29:07


    Erick and Steven sit with Britta to discuss her path to becoming a pioneer in technology. We discuss her early pathway to becoming a technologist, solving complex issues with the introduction of 5G, recognition for building a Womens network and transition into motherhood.

    Season 4 - Episode 3 w/ Britta Rudolphi (Part 1 of 2)

    Play Episode Listen Later Jun 25, 2023 34:20


    Erick and Steven sit with Britta to discuss her path to becoming a pioneer in technology. We discuss her early pathway to becoming a technologist, solving complex issues with the introduction of 5G, recognition for building a Womens network and transition into motherhood.

    Season 4 - Episode 2 - Part Two- Chat with a Diplomat Mr. Darion Akins

    Play Episode Listen Later May 28, 2023 39:41


    Part Two: Steven and Erick sit down with Mr. Darion Akins a Senior Foreign Service Officer, Diplomat in Residence for the D.C Metro Area and Former Consul General, Hamburg, Germany. We explore his passion for leadership and service, his curiosity of the world and what shaped him to continue to further change in the world!

    Season 4 - Episode 1 - Chat with a Diplomat Mr. Darion Akins

    Play Episode Listen Later May 21, 2023 43:29


    Steven and Erick sit down with Mr. Darion Akins a Senior Foreign Service Officer, Diplomat in Residence for the D.C Metro Area and Former Consul General, Hamburg, Germany. We explore his passion for leadership and service, his curiosity of the world and what shaped him to continue to further change in the world!

    Season 3 - Episode 8: Generational Communication

    Play Episode Listen Later Nov 24, 2022 31:54


    During the AUSA Thanksgiving event Erick & Dr. Carter discuss how to communicate across generations in the workforce. There is no easy way to do it, but they discuss some tips and tricks they've observed work or don't work.

    Season 3 - Episode 9: AUSA Thanksgiving Event

    Play Episode Listen Later Nov 24, 2022 25:33


    LIT and AUSA discuss why they are thankful & who they are thankful for....

    Season 3 - Episode 6: AUSA Special Event

    Play Episode Listen Later Oct 10, 2022 53:02


    Leadership is Tricky goes mobile! Erick sits down with members of the Association of the United States Army (AUSA) at the C.W Abrams Chapter Octoberfest Event to discuss the "Why" they continue to serve. Erick Interviews Presidents, Lifelong members, leaders, a Chicago Police Officer and a War Hero! We have it all in this episode!

    Season 3 - Episode 6: Guest Trish Martinelli - Psychological Safety

    Play Episode Listen Later Sep 25, 2022 38:46


    Erick sits down with Trish to catch up on her Ted Talk, Psychological Safety and her journey as a cultural facilitator and design thinking sherpa!

    Season 3 - Episode 5: Guest Patti Tutalo - Women Inclusion Strategy

    Play Episode Listen Later Apr 10, 2022 41:44


    Recorded: 19 March 2022 Patti Tutalo discusses women's inclusion strategy, how to deal with nay-sayers and shares some of her own personal journey including the necessity of pausing. She gives practical ideas for how to navigate the complexities of women's issues to create a more inclusive environment. Patti is the founder of Patti Tutalo Consulting helping organizations become more inclusive of women and helping women professionally and personally. She does this through consulting, coaching and women's circles. http://www.pattitutalo.com/ (www.pattitutalo.com) Patti Tutalo is a recognized expert on military women specific topics, policy and their impacts on recruitment and retention in the Armed Services. During her 20-year career in the United States Coast Guard, she focused primarily on women's advocacy, human resources, and diversity and inclusion. Most recently, she served as the Gender Policy Advisor to the Commandant of the Coast Guard.

    Season 3 - Episode 4: Importance of Networking

    Play Episode Listen Later Mar 27, 2022 30:26


    Erick and Steven discuss Networking ... Why is it needed and what are the pitfalls? Are you going into it with the right intentions?

    Season 3- Episode 3: Are First borns born to lead?

    Play Episode Listen Later Mar 20, 2022 30:54


    Steven and Erick discuss their first borns and whether or not they are born to lead or unfairly thrusted into that role! They share their experiences and engage in great dialogue.

    Season 3- Episode 2: How do you lead when your cup is empty?

    Play Episode Listen Later Mar 13, 2022 19:47


    Steven and Erick discuss what happens when you reach your limit. When you are giving so much of yourself to others... how do you pour, when your cup is empty?

    Season 3 - Episode 1: Leadership is Tricky is Back!

    Play Episode Listen Later Mar 6, 2022 34:01


    Season 3 opens with Erick and Steven catching you up on where they've been, their new leadership challenges and sharing thoughts!

    Episode 5: Facilitation and Navigating Transition w/ John Hawley

    Play Episode Listen Later May 30, 2021 36:44


    Erick sits down with John Hawley to discussion transition from the Navy and starting a business while navigating a pandemic. He's overcome the odds and shares his experiences with us all.

    Episode 4: Just Keep Pushing w/ Eric Collier

    Play Episode Listen Later Apr 25, 2021 41:59


    Erick Ocasio and Dr. Steven Carter have a discussion with Eric Collier whose motto is "Just Keep Pushing". A widely respected and accomplished life coach, public motivational speaker and most importantly family man.... Eric shares how he overcame adversity and set out to live his purpose!

    Episode 3: Leading at Home / Fatherhood

    Play Episode Listen Later Jan 24, 2021 36:29


    STEVEN IS BACK!!!!! Steven shares some BIG news and his new normal.... He and Erick discuss Fatherhood and the boundaries required to lead an integrated life.

    Season 2 - Episode 2 - Leader Competencies w/ Dr. Carter

    Play Episode Listen Later Jan 10, 2021 38:14


    Dr. Carter joins Erick to discuss what competencies we need in leaders!

    Season 2 - Episode 1 - Forced Adaptation during Pandemic w/ Dr. Carter

    Play Episode Listen Later Dec 20, 2020 35:55


    Kicking off Season 2 - Erick has a discussion with Guest Dr. Steven Carter on how the pandemic has changed how we operate, collaborate and see our workforce. Dr. Carter provides great insight!

    Episode 20 - How do we survive through crisis w/ Dr. Steven Carter

    Play Episode Listen Later May 31, 2020 51:18


    Erick invites Dr. Steven Carter to walk us through what is required to survive through crisis. We discuss purpose, practice and people as well as what we need to do to get through this both individually and together!

    Episode 19 - Leading Through Crisis w/ COL Neil Khatod

    Play Episode Listen Later May 18, 2020 44:48


    Erick sits down (Virtually) with COL Neil Khatod to discuss leading through crisis and uncertainty. As someone leading a diverse, distributed workforce, what are the challenges he's faced with? What are the things that weigh heavy on this commanders mind?

    Episode 18 - Authority vs. Leadership Part 2

    Play Episode Listen Later Apr 26, 2020 33:55


    Erick attended a great training session with Konu.org to discuss Authority and Leadership during our current crisis. Erick and Steven sit down to have a conversation on the topic from their lens. Why do we need both? Why is it important to know the difference?

    Episode 17 - Authority vs. Leadership Part 1

    Play Episode Listen Later Apr 20, 2020 34:15


    Erick attended a great training session with Konu.org to discuss Authority and Leadership during our current crisis. Erick and Steven sit down to have a conversation on the topic from their lens. Why do we need both? Why is it important to know the difference?

    Episode 16 - Life After COVID - What must change? W/ Tarek Elmourad

    Play Episode Listen Later Apr 13, 2020 43:01


    Erick has a conversation with Tarek Elmourad of Dubai ... who has many years in the education sector and published an article on what must we consider as we come out of this pandemic. They discuss various things like how different sectors will be forced to change, how as leaders we must identify true value and how this will shape us globally.

    Episode 15 - Learning In Crisis - Keeping the Momentum

    Play Episode Listen Later Mar 29, 2020 31:48


    Erick and Steven welcome Mrs. Valerie Myers to the show to talk through lessons learned three weeks into the COVID19 Pandemic and discuss how to keep the momentum post crisis.

    Episode 14 - Leading Through Chaos

    Play Episode Listen Later Mar 22, 2020 33:56


    Erick and Steve are practicing social distancing, linking up virtually to discuss current crisis and leading teams through this unprecedented time!

    Episode 13 - Diversity and Inclusion with Patti Tutalo

    Play Episode Listen Later Mar 8, 2020 44:09


    Patti Tutalo discusses best practices on diversity and inclusion and authenticity as a woman in the Coast Guard in this podcast. She gives practical ideas for how to navigate the complexities of diversity and inclusion issues in order to create a more inclusive environment.  Patti is the founder of Whole Authentic You, which focuses on helping women live more authentic lives. She coaches leaders and organizations on diversity and inclusion issues. A retired Coast Guard Commander, Patti is the former Gender Policy Advisor in the Coast Guard, an international speaker, holistic counselor, and advocate for military women.  www.wholeauthenticyou.com (http://www.wholeauthenticyou.com)

    Episode 12 - Leadership Journey with Michele Bolos (Part 2)

    Play Episode Listen Later Mar 2, 2020 35:04


    Erick and Steve sit down with Michele Bolos - CEO and Founder of NT Concepts. We explore her journey from starting her business in her basement to growing a company that employs a thousand employees today. What were her leadership challenges? How did she deal with them? https://www.ntconcepts.com/who-we-are/leadership/michele-bolos/ (https://www.ntconcepts.com/who-we-are/leadership/michele-bolos/) Gabriel Homes: http://gabrielhomes.org/ (http://gabrielhomes.org/) Leadership Center: https://leadershipmissioninternational.org/ (https://leadershipmissioninternational.org/) Women in Technology / Girls in Technology: https://www.womenintechnology.org/girls-in-technology (https://www.womenintechnology.org/girls-in-technology)

    Episode 12 - Leadership Journey with Michele Bolos (Part 1)

    Play Episode Listen Later Feb 23, 2020 33:25


    Erick and Steve sit down with Michele Bolos - CEO and Founder of NT Concepts. We explore her journey from starting her business in her basement to growing a company that employs a thousand employees today. What were her leadership challenges? How did she deal with them? https://www.ntconcepts.com/who-we-are/leadership/michele-bolos/ (https://www.ntconcepts.com/who-we-are/leadership/michele-bolos/)

    Episode 11 - Innovation, Cultural Facilitation, Humility with Trish Martinelli

    Play Episode Listen Later Feb 16, 2020 42:52


    Erick and Steve go on the road and link up with Trish Martinelli to discuss Innovation, Design Thinking, Cultural Facilitation and Humility..... Trish also highlights some great initiatives and organizations that further the conversation in some key areas affecting women!

    Episode 10 - Practical Leadership - Part 2 w/ COL Charles "Dean" Smith

    Play Episode Listen Later Feb 2, 2020 27:24


    Part two of our Practical Leadership series with COL Charles "Dean" Smith Article can be found here: https://leadershipistricky.com/shared-experiences/f/part-two-of-the-practical-leadership-series (https://leadershipistricky.com/shared-experiences/f/part-two-of-the-practical-leadership-series)

    Episode 9 - Practical Leadership w/ COL Charles "Dean" Smith

    Play Episode Listen Later Jan 26, 2020 24:12


    COL Charles "Dean" Smith - Join the LiT Crew to discuss the power of appreciation and provides some actionable ways to show your team that they are appreciated!

    Episode 8 - People First or Mission First???

    Play Episode Listen Later Jan 19, 2020 31:24


    Erick and Steven dive into a question posed to the world on LinkedIn. Jeff Beaudoin asked this question: "Should we as leaders have our primary focus: Take care of our people first, or make sure the mission comes first?" Erick and Steven also discuss Technical vs Adaptive Leadership

    Episode 7 - Leadership Journey with David King

    Play Episode Listen Later Jan 12, 2020 50:11


    David King is the President and Founder of Neuma Consulting, a minority owned small business providing services to defense and intelligence agencies. David walks through his journey, motivations and values. Erick, Steve and David also tackle Finding your True North and the pitfalls of compromising your value system. Makes for a long episode but it's worth it! https://www.neumaconsulting.com/ (https://www.neumaconsulting.com/)

    Episode 6 - Importance of Goals with Mrs. Shanita White

    Play Episode Listen Later Jan 5, 2020 26:42


    Erick has a discussion with Mrs. Shanita White about Mentor / Mentee Relationship, Career Goals with Educational Alignment and most of all... why goals are important!

    Episode 5 - Peer to Boss (Part 2)

    Play Episode Listen Later Dec 29, 2019 25:48


    Part two of Stevens Leadership Challenge!

    Episode 5 - Peer to Boss - Steven's Leadership Challenge

    Play Episode Listen Later Dec 22, 2019 25:21


    Steven and Erick Explore Steven's Leadership Challenge. How do you navigate being promoted ahead of peers and becoming the formal leader? What are some of the challenges you must confront and overcome?

    Built in Bias and "Isms"

    Play Episode Listen Later Dec 15, 2019 24:25


    Steve and Erick discuss the known bias's in society and the ISM's that get in the way of understanding, progress and change!

    Rewards, Recognition and Performance Appraisals

    Play Episode Listen Later Dec 8, 2019 22:26


    Steven and Erick discuss rewards, recognition and why it's important to understand the motivations of those around you!!!

    Steven Ollek's Perspective

    Play Episode Listen Later Dec 1, 2019 2:34


    Steven talks about his motivation to join and grow Leadership is Tricky and why he's so invested in leadership.

    Coaching and Mentoring

    Play Episode Listen Later Dec 1, 2019 22:51


    As Erick and Steve navigate Coaching and Mentoring.... Trying to understand the difference. They both give their unique perspective and share their experiences in this space!

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