CLIENT PORTAL

About Win at Work

Win at Work helps individuals, teams, and organizations crush conventional barriers and dramatically elevate performance across government, business, non-profits, higher education, cultural organizations, international civil society, and beyond. Since launching in 2019, we've empowered over 1000 clients worldwide to clarify their current path or discover the next big leap in their careers. Our secret? Rejecting conventional wisdom. Because "best practice" is code for average—and our clients don't do average. At Win at Work, we believe in deep, authentic service that makes people feel genuinely seen, heard, and understood. We level the playing field, helping you thrive in a working world that's rarely linear, logical, or fair. Why? Because the world is in need and it needs more of you.

Anne Caipang

Chief of Staff

As Chief of Staff at Win at Work, Anne works closely with the CEO and team to keep things running smoothly behind the scenes. Whether it's managing projects, connecting the dots across teams, or helping turn big ideas into action, She is all about making sure everyone has what they need to do their best work.

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Cassidy Carlson

Coach

Cassidy is a coach and consultant focused on transformational leadership. She helps individuals and mission-driven teams to lead with clarity and confidence. Drawing on 10+ years of executive experience in nonprofit and educational organizations, Cassidy is known for her calm presence and strategic mindset. Her consulting background includes curriculum design and assessment, financial planning, and improving organizational effectiveness, giving her a well-rounded perspective on both people and systems.

Cassidy is based in Miami Beach, where she maintains her most cherished title, Mom, to two human children and three furry ones.

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Rich Carter

Coach

Rich is a life and career coach with over 25 years of corporate experience who now coaches full-time, helping individuals create more success, fulfillment, and clarity in their lives and work. With a background in leadership across industries and extensive training in mindfulness, stress reduction, and meditation, Rich empowers clients to lead with presence and to be comfortable in their own skin. Rich’s coaching spans all levels of the corporate business world as well as small businesses. His clients include those that work in sales, distribution, operations, healthcare and finance.

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Jessa De Loyola

Client Success Coordinator

As Client Success Coordinator at Win at Work, Jessa helps drive engagement by reaching out to potential clients and guiding them toward our events and services. She specializes in making the first connection—sending outreach messages, extending event invitations, and ensuring every lead feels personally welcomed. With a friendly, proactive approach, Jessa helps turn cold leads into warm relationships, all while supporting the team’s goals for growth and client success.

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Jelly Duran

Client Success Coordinator

As a Client Success Coordinator at Win at Work, Jelly plays a vital role in empowering clients on their career journey. She supports current clients by identifying job leads tailored to their goals and assists in marketing outreach efforts that amplify client visibility. Behind the scenes, Jelly keeps operations running smoothly by contributing to backend tasks such as graphic design and CRM management. Her dedication to both client-facing and internal support helps ensure a seamless and successful experience for everyone she works with.

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Lauren Fischer

Coach & Director of Client Experience

As a Professional Life, Business & Career Coach, Lauren collaborates with clients to develop personally effective leadership frameworks for work, home and everywhere in between. Drawing from her two decades of bi-coastal leadership experience at a Broadcast Television Network, Lauren coaches toward insight followed by action. And sometimes it’s the action that leads to insight. Lauren is a PCC-accredited coach with the International Coaching Federation (ICF) and has partnered with leaders in media, entertainment, healthcare, technology, non-profit, and higher education, among other industries. Originally from Albany, NY, Lauren makes her home in Los Angeles, CA.

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Patrick Fulton

Coach

Patrick (he/him) is a Professional Leadership and Life Coach living in Salt Lake City, UT with 10+ years' experience serving clients to transform their careers and relationships to their work. He is known for his transformative, strategic, and good-humored approach to personal and professional growth and has extensive experience in the medical, higher education, non-profit, and staffing industries (having worked as a professional Recruiter within staffing agencies and corporations). With a deep ability to listen and challenge, Patrick helps clients uncover clarity, build confidence, and take purposeful action—especially during pivotal moments in their careers and lives. Whether you're navigating a job transition, redefining your goals, or seeking deeper fulfillment, Patrick brings the structure, insight, and motivation to help you move forward with intention.
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Paula Garcia

Client Success Specialist

Paula is a Client Success Specialist at Win At Work, where she connects with job seekers to guide them toward life-changing coaching calls that lead to real career breakthroughs. With a background in customer support and a passion for helping others, she brings empathy, energy, and encouragement to every conversation.
Her goal is to make sure every person she speaks with feels supported and confident about taking the next step in their job search. She’s proud to be part of a mission-driven team helping people win in their careers—and in life.

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Kristen Hoover

Coach

Kristen is an Executive Coach with a proven track record of leading, inspiring, and coaching clients to develop high-performance executive skills. Drawing from her 14+ years as a Chief Operations + Innovation Officer, she serves as a trusted advisor for professionals seeking career advancement, having improved executive performance by 28% through structured advisory frameworks and strategic guidance. Kristen specializes in helping individuals develop the strategic mindset and operational excellence needed to secure and thrive in their desired roles. Kristen has a history of coaching in healthcare, SaaS, construction, and startups.

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Elena Rangel

Coach

Elena (they/them) is a Life and Leadership coach who emphasizes holistic, person-first transformation and healing.

They are passionate about helping entrepreneurs, executives and artists create pathways out of stagnation, finding clarity on goals, and taking supported, consistent action. Elena has worked in recovery and complex mental health coaching, career coaching, and corporate coaching focused in law firms and tech. Their private practice focuses on wellness and fulfillment within the LGBTQ+ community.

Elena is a certified Life Coach and has certifications in DBT Foundations, Motivational Interviewing and NeuroAffective Relational Model Level 1.

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Natalia Ruiz

Coach & Director of Client Enrollment

Dynamic and results-driven Heart-to-Heart Enrollment Coach for Get Hired FAST, with a proven track record of driving high-ticket enrollments for leading transformational brands around the world. She supported top-tier coaches like Selena Soo, Sahara Rose, Neeta Bhushan, Gerard Adams, and Bibi Brzozka—bringing that same heart-centered sales philosophy to Eric’s mission of helping professionals land high-paying jobs fast. Known for authentic connection, deep listening, and closing with compassion and integrity, she helps high-achievers make empowered decisions about their future. If you’re ready to stop spinning your wheels and start building a career you love, She's here to walk beside you—every step of the way.

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Jan Santos

Client Success Specialist

Jan Rudielee Santos is a Client Success Specialist at Win at Work and a seasoned freelancer with nearly five years of experience in client engagement, outreach, and content creation. At Win at Work, Jan combines data-driven strategies with a personalized approach to identify potential clients, build meaningful relationships on LinkedIn, and drive conversions through targeted email campaigns. Proficient in using LinkedIn Recruiter and CRM tools, Jan ensures seamless lead tracking and follow-up. With a creative edge, Jan also designs compelling graphics and videos that support outreach and brand visibility. Passionate, proactive, and results-oriented, Jan is committed to delivering value at every stage of the client journey.

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Tammi Scott

Coach

Tammi is a PCC accredited executive coach who has integrated her 30+ years of sales, consulting and leadership experience into her coaching work with her clients. She brings understanding and insight from a span of industry experience, including high-end retail, pharmaceutical, education, non-profit, government, and financial.

She is known for the gentle, persistent way in which she works with her clients, focusing on self-leadership, strategic planning, emotional intelligence, professional growth and personal fulfillment.

Tammi currently lives in Mukilteo, WA with her sweet dog, Maggie.

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Diana Tauder

Coach

Diana is an ICF credentialed Executive Leadership Coach who helps people connect more powerfully with their lives and more positively with the world. She partners with leaders, entrepreneurs, and creatives to experience greater joy, fulfillment, and transformation in their lives and careers. Diana supports clients with their personal and professional development, focusing in on intentional and actionable changes as the keys to becoming a transformational leader. Her clients span industries including Technology, Entertainment, Consumer Products, Non-profit, and the Public Sector. As a former film industry executive with over two decades of experience, Diana brings bold perspectives, high energy, and a passion for the power of community to those around her.

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Eric Woodard

Coach and CEO

The mission: knock down stories that are holding you back. The opportunity to reach higher levels of aliveness, impact, and connection by breaking through limiting beliefs is available to everyone. It’s available to you. For the last 25+ years Eric has hundreds break through barriers in work and life around Presidents and Princes, Senators and Scientists, Deans and Diplomats, CEOs and Consultants. He has travelled or worked in over 70 countries. Eric has completed 9 marathons and is the author of multiple books including Your Last Day of School and The Ultimate Guide to Internships. He has MANY fancy degrees and certifications. Eric lives in Alexandria, VA with his amazing wife Keri and their 4 fantastic kids.  (read more about Eric here)

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