

Shameless Leadership
Sara Dean
Welcome to Shameless Leadership! This show is for women, transgender people, non-binary folks, and allies who are committed to advancing their leadership and the leadership of those around them. In this space, we believe everyone deserves to feel seen, heard, valued, and supported. Our mission is to help you foster these feelings within your own circles of influence to build trust, psychological safety, and a culture of belonging.In each episode, we dive into essential topics impacting women in leadership - everything from shutting down your inner critic and imposter syndrome to overcoming perfectionism to using your voice in new ways to advocate for yourself, your ideas, and other folks carrying marginalized identities. You'll hear practical tips, effective strategies, and inspiring stories that will not only enhance your leadership skills but also broaden your perspective to become a more confident, thoughtful, and empathetic leader.Our stories come from people carrying identities who are often underrepresented, underestimated, and excluded. By sharing their experiences, we aim to provide you with invaluable lessons that will transform your leadership journey. We are thrilled to have you join this community of Shameless Leaders who are actively creating a world where everyone, regardless of gender, can intentionally lead through a more curious, compassionate, and inclusive lens.
Episodes
Mentioned books

Jun 1, 2022 • 58min
655: Piers Kowalski: Shameless Transgender Dad
Piers Kowalski is an average father of two with a not so average story. Born and raised in Colorado, Piers lived and worked on the west coast for 11 years before moving back to Colorado with his wife. He started building a career in his dream field of performance psychology, his wife went back to school for nursing, and they had two children. They seemed to be living a typical life. But at the age of 36, Piers was seven years, two kids, and two dogs into marriage when he discovered he was transgender. He was afraid he was going to lose everything and everyone he loved. On a mission to change the world, Piers shares his story of pain, self-discovery, fear, love, and hope to help others better understand the transgender experience, community, and humanity. We have had parents of trans kids on the show in the past, but Piers is our first trans parent to come on the show. I am so grateful and honored that he said yes. This was a really special and important conversation. I hope you’ll listen and then share it widely.Listen in to hear Piers share:
The unexpected process of realizing he was trangender at the age of 36
The choice he had to make to either live with his family as a women - internalizing destructive pain - or take the risk of transitioning to living in his full male identity and potentially lose everything that meant the most to him
The social conditioning of shame that creates immense and unnecessary pain for trans people
His experience coming out to his mom and where she made missteps out of love that ultimately caused harm
Simple steps cisgender people can support transgender people
His 4 part advice for parents of a child who identifies as trans/non-binary or who are gender expansive/diverse in their gender identity or expression
Links mentioned:
Piers’s Personal IG
Piers’s Professional IG
Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 30, 2022 • 39min
654: How to Inspire Someone to Take Action
How do you get people to do what you want them to do?How do you help people make decisions that will benefit them?How do you help people see the potential they have to be leaders, culture shifters, and culture shapers?How do you move people to action?This might sound daunting, I know. But here’s the thing… You are already doing this in your parenting. You help your children make decisions. You help your children see their potential. You walk them into opportunities that serve them. You probably also cheer for and champion your partners and friends when they are doing something great. How can you take the next step to become someone who inspires others to take action, to step into their gifts to lead, to advocate for themselves and others? You can do this. I’m going to give you 4 steps to do it. 4 steps to inspire your children, partner, parents, friends, and co-workers to become better action takers.Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 25, 2022 • 57min
653: Sonora Jha: How to Raise a Feminist Son
Sonora Jha is the author of the memoir How to Raise a Feminist Son and the novel Foreign. After a career as a journalist covering crime, politics, and culture in India and Singapore, she moved to the United States to earn a Ph.D. in media and public affairs. Sonora’s op-eds, essays, and public appearances have featured in the New York Times, on BBC, and elsewhere. She is a professor of journalism and lives in Seattle. I recently discovered Sonora and her book, How to Raise a Feminist Son, on Instagram. I got her audiobook and was hooked by the end of her introduction. Sonora is a phenomenal storyteller and truth teller. She is a magical combination of professor, comedian and friend as she digs into her life as a single mom who left India to bring her son to Seattle and raise him as a feminist as she built a family around them. I couldn’t be more excited and delighted to be sharing her with you all today. Listen in to hear Sonora share:
How her 27 year old son is showing up as an activist for women’s rights today
What inspired her book, HOW TO RAISE A FEMINIST SON
How raising her son in the dark - at the movies - launched her and her son as a family unit into the world
How she intentionally built a family around her and her son - that did not include blood relatives
Why feminists can and should include men in their activism - and how we might need to check our biases and assumptions that men aren’t open to being feminists
How she redefined motherhood in order to raise a feminist son
Why it is important for men and boys to be intersectional feminists
Links mentioned:
Connect with Sonora: sonorajha.com
Book: How to Raise a Feminist Son by Sonora Jha
Book: Bad Feminist by Roxane Gay
Book: Inclusion on Purpose by Ruchika Tulshyan
Sonora on Twitter
Sonora on Instagram
Sonora on Facebook
Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 23, 2022 • 53min
652: Madeline Reeves: Strategizing, Negotiating and Advocating for Your Needs at Work
Madeline Reeves is the founder & CEO of Fearless Foundry, a creative consultancy that supports ambitious humans in building branding, marketing, and business development strategies that allow them to make a meaningful impact in the world. Madeline is an outspoken force for promoting equity, collaboration, and community in business and she spends her time working with clients, creating content, hosting the Finding Fearless podcast, and leading her growing team. I have had the pleasure of interviewing Madeline as well as being interviewed by her and I can tell you she is the real deal. She walks the walk and lives the values she has posted on her walls and on social media. It’s been awesome getting to know her as we’ve guested on each other’s podcasts! Listen in to hear Madeline share:
Her story of having the rug pulled out from under her in her corporate career
How to assess the cost of staying in a position that’s not working for you
The power and significance of negotiating and advocating for yourself even if you don’t get what you want
How to assess if a company is aligned with your core values and if they are actively LIVING their core values vs just plastering them on a wall
How having to go back to work 2 weeks postpartum fuels her work around parental leave policies
How to start building a strategy and plan if you want to make a career change or start your own business
Links mentioned:
Connect with Madeline: www.fearlessfoundry.com
Madeline’s podcast: Finding Fearless
Madeline’s interviewing Sara on Finding Fearless
Madeline on IG
Fearless Foundry on IG
Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 18, 2022 • 34min
651: Luvvie Ajayi Jones: Be a Troublemaker and Raise a Troublemaker
Luvvie Ajayi Jones is a two-time New York Times bestselling author, sought-after speaker, and podcast host who thrives at the intersection of humor, media, and justice. Her critically acclaimed books Professional Troublemaker: The Fear-Fighter Manual (2021) and I’m Judging You: The Do-Better Manual (2016) were instant bestsellers and established her as a literary force with a powerful pen. Her newest book Rising Troublemaker: A Manual for Teens is out NOW!Luvvie is a proud disruptor who has been featured in NPR, Forbes, Inc, Fortune, Chicago Tribune, and more. She has disruptively graced the stages of Google, Facebook, Microsoft, Twitter, and Nike and many more top brands. Her renowned TED talk "Get Comfortable with Being Uncomfortable" has over 8 million views, has been transcribed into 23 languages, and has placed her in the Top 1% of TED Talks of all time.Born in Nigeria, bred in Chicago and comfortable everywhere, Luvvie enjoys layingaround in her plush robe, eating a warm bowl of jollof rice in her free time. Her lovelanguage is shoes.Listen in to hear Luvvie share:
The importance and urgency of showing up in this very moment in history
How to be a Troublemaker in ways that are authentic and true to who you are
Why you must become a Professional Troublemaker yourself in order to raise a Troublemaker
Why Troublemakers need to ask more questions
How to circle back on missed chances to speak up
The 4 types of Troublemaker
3 things three things Rising Troublemakers can do every day to own your dopeness
The domino effect of using your words to have impact
Links mentioned:
Connect with Luvvie: luvvie.org/
Book: Rising Troublemaker: A Fear-Fighter Manual for Teens
Book: Professional Troublemaker: The Fear-Fighter Manual
Podcast: Professional Troublemaker
Luvvie’s Community: LuvvNation
Luvvie's Blog: https://awesomelyluvvie.com/
Luvvie on Social Media: @luvvie on all platforms
Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 16, 2022 • 36min
650: 3 Steps to Build Your Summer Bucket List
For a few years now I have walked you all through building Summer Bucket Lists. I love that a number of you have taken on this tradition with your families. It is such a fun and meaningful tradition. When I told Vinnie I was going to record an episode on Summer Bucket Lists, he lit up. “Mom, it’s time to make ours!!” I asked him if he had any advice for all the Shameless Moms who are getting ready to make their Summer Bucket Lists and he told me, “You should put a lot of fun things on your list.” So, FUN is the official #1 rule of Summer Bucket Lists. In this episode I walk you through why Summer Bucket Lists are so special and meaningful as a family tradition. Then, I share a few (very loose) rules for building your Summer Bucket List. Lastly, I give you 3 steps/categories to use when creating your Summer Bucket Lists:
Old Traditions
New Adventures
Soul Nourishment (This one is just for you, mama. You’re welcome.)
After you listen to this episode, please create your Summer Bucket Lists and share them to inspire other mamas to make theirs. And make sure to tag me @shamelessmomacademy so I can see all the FUN you are planning this summer. (Don’t forget the FUN.)Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 11, 2022 • 46min
649: Neill Williams: How to Flip Your Mindset Around Productivity
Neill Williams is a Master Certified Life and Productivity Coach, host of “The Unbusy Your Life” podcast, and creator of the Unbusy Entrepreneur Mastermind. Only after ditching her own belief that success was measured by the number of hours worked was Neill able to achieve true lifestyle freedom while juggling her roles as a mom, wife, Master Certified Coach, entrepreneur and employee. Now, she helps too busy high-achieving online entrepreneurs simplify their schedules to 30 hours or less for more time and lifestyle freedom.Listen in to hear Neill share:How she scaled her corporate job from 60 hours a week to 30 hours a weekWhy she set a goal to quit working overtime hours after proudly being the employee with the most overtime hours for a long timeHow to negotiate cutting work hours without cutting your salaryThe two questions you should ask if you want to work fewer hoursThe powerful difference between making a To Do List vs a Done ListHow to shift your mindset around productivity and what you can get done in shorter time framesWhy she thinks “productivity” is an outdated concept that needs to be rethoughtWhy scheduling is a self care toolHow traditional jobs reinforce mom guilt and unnecessary busyness - and how the pandemic massively compounded thisHow to catch yourself when you’re worrying about someone’s reactions to youLinks mentioned:
Connect with Neill: neillwilliams.com
Neill’s podcast: Unbusy Your Life
Neill on IG
Neill on FB
Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 9, 2022 • 33min
648: My 3 Mother's Day Gifts to You
I started dreaming up this episode last Sunday. The next day, the Supreme Court was outed on their plan to own our bodies. The next day, our family was hit with Covid. By the time I sat down to record this, what I wanted to say shifted quite a bit. I was seeing this conversation through a totally different lens. As you listen in, I want you to deeply understand how to honor yourself as well as how to keep showing up for the hard stuff - the stuff that is so critically important in our world right now. This episode gives you permission and guidance on how to do both. In honor of Mother’s Day, let me confirm for you that you are an excellent mother. Full stop. And here are a few gifts I share with you, as you hold space for your excellence:
You don’t owe anyone anything
Your world can suck and be great simultaneously
The little ways you show up in the world are making a difference
BONUS - you gotta listen in for this one. (And it’s my favorite one!)
Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 4, 2022 • 58min
647: Leah Carey: Good Girls Talk About Sex
Leah Carey is a sex and intimacy coach and host of the podcast “Good Girls Talk About Sex.” She works with people eager to explore new avenues of their sexuality and fulfill their greatest desires, like: diving back into the dating pool after a long time away, having first-time queer experiences, investigating consensual non-monogamy, or learning how to communicate about kink. This work was not an obvious life choice for Leah. Growing up with an abusive father, she learned to be a VERY “good girl.” She got involved in a series of emotionally abusive relationships, always convinced that SHE was the problem – not pretty enough, smart enough, or sexually skilled enough. And because she wasn’t having pleasure during sex, so she was convinced she was broken. At age 42, life threw Leah an opportunity to build a new story: with both parents gone and no siblings, she could put aside the family mythology of the “good girl.” She began challenging her old beliefs about worthiness, attractiveness, and desirability. Watching her phenomenal growth, friends started seeking her out to help them do the same. Today, Leah works with women JUST LIKE YOU to reflect their true sexual nature back to them, without the judgment, shame, or fear that can get in the way of seeing it for themselves.Listen in to hear Leah share:
How growing up in an alcoholic and abusive household shaped her sexual identity
The challenge of healing trauma and overcoming sexual repression while her parents were still alive
The road trip that led her on her journey of sexual awakening
How her work with a sex worker was so healing and transformational
How going to a sex resort and not having any sex completely changed her relationship with her body for the better
Why connection and safety must trump sex even in trusted long term relationships
Why libido is likely not the issue holding back sex & intimacy in your life
Why moms are “touched out” and what to do about it
The current cultural shift in acceptance and normalization of sexual identities, practices and frameworks
Links mentioned:
Connect with Leah: LeahCarey.com
Leah’s podcast Good Girls Talk About Sex: GoodGirlsTalk.com
Leah on Instagram
Leah on Twitter
Leah on YouTube
Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 2, 2022 • 34min
646: 3 Things I Didn’t Know I Desperately Needed on Vacation
Last week we went on the spring break trip we had been planning for 4 years. We started planning this trip well before the pandemic hit and then had to cancel it and wait. And wait. And wait. Over the last 2 years, we have done a decent job of taking time as a family to get away in ways that felt safe(ish). Things like road trips and camping trips. And these have all been great. But we were definitely missing bigger vacations and longer getaways to places further from home. Last week, we spent a week on the tiny island of Isla Mujeres, just off the coast of Cancun, Mexico. It was the dreamiest trip (in spite of me completely throwing my back on Day 2.) The trip was dreamy because of its natural beauty - white sand beaches and the lightest turquoise water - but also because of how we managed the trip. In this episode, I share 3 things that made this trip exactly the respite I didn’t know I desperately needed. I hope these 3 things inspire you to take a vacation this summer - in whatever way is accessible to you. I’m guessing you need a break - perhaps desperately so. You might not even realize how badly you need it. I certainly didn’t. Listen in for some serious vacay inspo! Sponsor info and promo codes:
Please find our sponsor information here: shamelessmom.com/sponsor/
Interested in becoming a sponsor of the Shameless Mom Academy? Email our sales team at sales@adalystmedia.com
Learn more about your ad choices. Visit podcastchoices.com/adchoices


