Connecting the Dots with Jessica Caresse

About Connecting the Dots with Jessica Caresse

Conversations with leaders who love their work, and found a way to carry it without losing themselves. I spent years as the one holding everything together at work, and I know what it costs. Here, executives, founders and operators talk honestly about the moment success stopped feeling like success, and what they changed: in the process, the team, the tools, and in themselves. Every episode connects one problem at work to the one inside. You leave with one thing to change at work, and one thing to change in yourself. Where are you right now? Take the free Level of Consciousness Assessment: jcaresse.com/podcast Quielimens, my daily practice for leaders, is coming soon. Join the waitlist: jcaresse.com/wellness Jessica Caresse is Managing Director of J.Caresse & Company, an operations and AI transformation firm. jcaresse.com

Publisher

Jessica Caresse

Category

business · education

Language

en

Explicit

No

First episode

23 Feb 2024

Latest episode

14 Aug 2026

Latest episodes

67 episodes in the feed.

1. 

   14 Aug 2026

   She Was Fired While Bedridden — Then Built an Empire on Her Own Terms with Suzzanna Ravenlight, PhD ·

   She was bedridden for 9 months, working from her bed just to keep her job. They eliminated her position anyway.In this episode of Connecting the Dots, Jessica sits down with Dr. Suzzanna Ravenlight — organizational psychologist, executive leadership coach, and founder of Ravenlight Leadership Coaching, LLC — for an unusually candid conversation about intuition, burnout, corporate culture, and what it actually takes to stay yourself under pressure.Dr. Suzzanna shares the coin-flip exercise she teaches clients to distinguish fear from real intuition, opens up about being fired while seriously ill, breaks down why return-to-office mandates and micromanagement are backfiring on the very leaders enforcing them, and gets personal about the health battles — including six miscarriages and an ongoing autoimmune condition — that shaped how she coaches leaders today.This is a conversation about sovereign leadership, authenticity, and refusing to let any one chapter of your life define you.Dr. Suzzanna Ravenlight is an organizational psychologist, executive leadership coach, founder of Ravenlight Leadership Coaching, and author of The Space Between Thoughts. Through her work, she helps leaders and high-achieving professionals quiet the noise, reconnect with their inner wisdom, and lead with greater clarity, confidence, and authenticity.Drawing on more than 20 years of experience in organizational efficiency, leadership development, and human behavior, Dr. Ravenlight combines science, self-awareness, and transformational insight to help individuals navigate change, overcome limitations, and create lives and careers aligned with who they truly are.💼 LinkedIn: linkedin.com/in/suzzanna-ravenlight-phd 📸 Instagram: instagram.com/dr.suzzanna.ravenlight

2. 

   3 Jul 2026

   The Cupcake War That Made Her Quit Baking Forever (True Corporate Story)

   She's been "ruining the workplace" since 1997 — and she has zero regrets. Lori Lalonde spent nearly three decades in corporate tech, including senior leadership roles at Microsoft and Manulife, before walking away to build her own executive coaching practice for women.In this episode, Lori and Jessica dig into the moment a CEO told Lori to choose between her job and her kids, the town hall confrontation that got her called into a boardroom for an "apology," the cupcake incident that ended her office baking career forever, and the specific, practical boundaries — like refusing to answer messages immediately — that changed how she operates as a leader. They also unpack why so many women in corporate are burning out, why "office politics" isn't a dirty word, and what it actually takes to navigate power inside an organization built by people who don't look like you. Lori Lalonde is the CEO and founder of Her Executive Ascent, an executive leadership advisory practice for senior women in high-stakes organizations, and host of the podcast Leadership Recalibrated. Connect with Lori: Website: www.herexecutiveascent.com LinkedIn: Lori Lalondehttps://www.linkedin.com/in/lorilalonde/ (https://www.youtube.com/redirect?event=video_description&redir_token=QUFFLUhqbDVYTDdNVjl6RUhWVzc0WERuOG1aMm9tMnBoUXxBQ3Jtc0tuTzQxcnIzeFJla0Z1RXFFTm02S1V4OUF1VV8wUEJzLXpnRmpENFFyNGptN0JlUDM2bW1kQmRNeVVFN2hlNkRVYmRrR0dVR1VqNDN0NlpSbUpQNUNrTlNGNUZYZEVoekFodUpOYlhPYU1qR2RoQ1RSNA&q=https%3A%2F%2Fwww.linkedin.com%2Fin%2Florilalonde%2F&v=rl4o89-2T7U) Podcast: Leadership Recalibrated (Spotify & Apple Podcasts)https://podcasts.apple.com/us/podcast... (https://www.youtube.com/redirect?event=video_description&redir_token=QUFFLUhqbk1QQjVITlYyaGRHb3dpV2FFSWdPa3k2clZaZ3xBQ3Jtc0tuVHUxODFpdl95WGZYcV9Tei05WnJlQjdGcEx0dHBhRVAtTWVzY1lldHNCbXVVakh5NTY4ajdKWWZWdkdqSENlTlFUYTZ4WnZYUWRHTHNqN3o5bmRoNWNaNk9EaUg2bWw0Ul9EOTdCakpza2o3R1JPaw&q=https%3A%2F%2Fpodcasts.apple.com%2Fus%2Fpodcast%2Fleadership-recalibrated%2Fid1869939398&v=rl4o89-2T7U) Follow Connecting the Dots with Jessica Caresse for more conversations on leadership, entrepreneurship, and building a career (and life) on your own terms.

3. 

   5 Jun 2026

   Why Everything Got Easier the Moment She Stopped Listening to Everyone Else

   She passed the California Bar while getting her nails done — and then left Big Law to build exactly the firm she wanted. Attorney, wellness visionary, and founder of Southwind Law PLLC, Syrita Morgan joins Jessica Caresse for a conversation about what happens when you stop letting other people's fear become your reality. In this episode: how Syrita turned bar prep into a joy practice, why she chose litigation at State Farm over Big Law (and what she extracted from those six years), the energetic tools she actually uses — Rolfing, flower essence therapy, breathwork, and the Access Consciousness Bars — and why "patience" is the most misunderstood skill in any professional's toolkit. This is also a conversation about identity — about being a woman of color who "broke the mold," about code-switching without losing yourself, and about what it really means to follow your own compass when everyone around you is running a different direction. Guest: Syrita Morgan📲 Instagram: @happygolfingesq | @southwindlaw🌐 southwindlawyers.com Topics covered: mindset & performance, bar exam prep, Big Law to entrepreneurship, holistic wellness in law, flower essence therapy, energetic awareness, patience, intuition, identity, and women in law. Subscribe to Connecting the Dots with Jessica Caresse for weekly conversations at the intersection of empowerment, wellness, AI, and the future of work.

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

236,299

Score snapshot 15 Sept 2025

Apple Podcasts (US)

5.0 / 5

13 ratings

Spotify

5.0 / 5

5 ratings

Podcast Authority Score: 46 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

28

Social presence

0

YouTube

93

Engagement

71

Contact Connecting the Dots with Jessica Caresse

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.