Top 15 Career Coaches in Louisville in 2026
Louisville, Kentucky is a mid-sized U.S. city known for blending Midwestern practicality with Southern hospitality, and it serves as an important regional hub with a diverse economy built on logistics, healthcare, manufacturing, and major corporations. Its central location and steady growth make it a practical place for both businesses and professionals. Career coaches in Louisville typically focus on helping people navigate this diverse job market, offering guidance on career changes, skill building, and networking to match the city’s evolving opportunities. So, without further delay, here are the Top 15 Career Coaches in Louisville in 2026 that you can contact right now:
Don’t miss our article, Top 15 Coaches In Louisville In 2025
Amanda Milby
Amanda is a Career Coach and Talent Acquisition Specialist at Goodwill Industries of Kentucky, based in Louisville. With over 8 years of experience in Social Services and Human Resources, she specializes in the “Power of Work” model—bridging the gap between specialized government programs (like SNAP/DCBS) and sustainable employment. Her philosophy is built on “Barrier-Breaking Navigation,” where she combines high-volume recruiting expertise (having recruited over 2,500 people) with personalized coaching to help individuals overcome systemic and personal obstacles to enter the workforce.
Connect with Amanda on her LinkedIn profile to explore more!

Becca Cason
Becca is a Career Coach at Southern Indiana Works, based in New Albany. Currently a Counseling Student with a background in Sociology and Communication, she operates at the intersection of workforce development and human advocacy. Her coaching philosophy is rooted in “Collaborative Problem Solving,” where she combines nearly 10 years of case management experience with a passion for Gender Inclusive Language and Disability Inclusion.
Learn more about her work by taking a look at her LinkedIn profile!

Bill Fletcher
Bill is the Director of the University Career Center at the University of Louisville. With a track record of department transformation, he oversees career initiatives for approximately 17,000 students across 9 colleges, including Arts and Sciences, Education, and Public Health. His philosophy centers on “Decentralized Leadership”—partnering directly with faculty and employers to embed career readiness into the full student life-cycle.
We invite you to learn more about Bill by visiting his LinkedIn profile.

Erin Heakin
Erin is the Associate Director for Student Engagement at the University Career Center at the University of Louisville. A self-described “Career Development Nerd,” she is a Gallup-Certified Strength-Based Counselor with a specialized focus on the Social Sciences (Psychology, Sociology, Sustainability, etc.). Her philosophy is rooted in “Individualization and Empathy”—helping young adults navigate the transition to adulthood by identifying their innate strengths and aligning them with community-impact roles.
If you want to know more about Erin and her skills, we invite you to visit her LinkedIn profile right now!

Jennifer Cobb
Jennifer is a College and Career Counselor for Hardin County Schools in Elizabethtown, Kentucky. A former secondary English teacher, she translates her foundations in literacy and communication into a high-impact “Readiness Architecture.” Her philosophy is rooted in “Productive Citizenship”—advocating for student empowerment through diverse pathways, whether that leads to trade schools, large universities, or military service.
Explore her profile to learn about her mind-blowing work.

Jenny M. Terry
Jenny is a Technical Career Coach at Code Louisville, a division of the Code:You community. With a background in Criminal Justice and state government advisory (WorkOne Southern Indiana), she specializes in the “Human Element” of the tech transition. Her philosophy is rooted in “Community Resilience”—supporting over 1,400 individuals as they break into the technology sector.
Learn more about her work by taking a look at her LinkedIn profile!

Joe Diersing
Joe is the Director of Sales Delivery at Whalls Group and a Career Coach at New Hope Services, based in Louisville, Kentucky. A self-described “TA Metrics Wonk,” he leverages deep experience from Orion Talent and Xavier University to meet the complex staffing demands of Law Enforcement, Corrections, and Tech sectors. His philosophy centers on “Doing the Right Thing”—balancing high-level recruitment strategy for national agencies with part-time advocacy for individuals with intellectual disabilities, helping them access and maintain meaningful employment in Southern Indiana.
If you want to know more about Joe, visit his LinkedIn profile!

Leonardo Salinas
Leonardo is a College and Career Coach at Everybody Counts, based in Louisville. With a dual background in Economics and Spanish from the University of Louisville, he operates at the intersection of “Numbers and Impact.” His philosophy is built on “Evidence-Based Policy”—using data to drive retention and financial self-sufficiency. Drawing from nearly five years at U.S. Bank as a Client Relationship Consultant, he bridges the gap between high-level economic theory and the practical financial tools (credit building, debt elimination) needed for long-term career stability.
Connect with Leonardo on his LinkedIn profile to explore more.

Letitia Akens
Letitia is a Career Coach at Goodwill Industries of Kentucky-Power of Work. With a background in Political Science and Public Administration (CUNY), she specializes in “Systemic Career Support”—helping job seekers navigate the complexities of intake, enrollment, and long-term retention. Her philosophy is rooted in “Advocacy and Partnership,” specifically focusing on industry sectors like Healthcare, Manufacturing, and Early Childhood Education.
We invite you to learn more about Letitia by visiting her LinkedIn profile.

Mollie Bringhurst
Mollie is the Sr. Manager of Career Navigation and Skills Strategy at Allstate. An early adopter of AI in HR, she leads enterprise-wide skills strategies for a global workforce of over 50,000 employees. Her philosophy centers on “Organized Chaos”—blending strategy, storytelling, and agility to solve business challenges. She is a pioneer in using AI feedback agents to deliver personalized growth recommendations and has successfully mapped skills to over 3,000 jobs, reducing data alignment timelines from months to weeks.
Learn more about her work by taking a look at her LinkedIn profile!

Patricia Richter
Patricia is a Career Development Coach at Incipio Works and a veteran leader in the staffing industry, based in Louisville. With a background as a Managing Director for Engineering & Technology, she bridges the gap between high-stakes technical recruiting and mission-driven community impact. Her current work centers on a powerful partnership with The Healing Place, where she supports individuals in recovery as they navigate their professional re-entry.
Connect with Patricia on her LinkedIn profile to explore more!

Rebekah McCollum
Rebekah is a Re-Entry Career Coach in a dual role with River Valley Resources (RVR) and Ivy Tech Community College, based in Madison, Indiana. A Veteran of the U.S. Army National Guard with an MBA, she specializes in the “Human-Centered Restoration” of the workforce. Her philosophy is rooted in “Economic Empowerment as Recidivism Prevention”—helping individuals with justice-involved backgrounds transition from incarcerated status to engaged taxpayers and community role models.
If you want to know more about Rebekah and her skills, we invite you to visit her LinkedIn profile right now!

Rebecca Simmons
Rebecca is a Manager of Career Pathing & Education at BrightSpring Health Services and Women’s Empowerment Coach at Rebecca Simmons Coaching, where she has been providing leadership, career, and women’s empowerment coaching to women leaders at the Director, VP, and Executive levels since 2021. As an experienced Human Resources leader and Career Disruptor passionate about leadership development and empowerment, Rebecca develops group and one-on-one coaching programs to support professional women in their pursuit of professional development, career transitions, and increasing their income
We invite you to learn more about Rebecca by visiting her LinkedIn profile.

Roshan Toba
Roshan is a Career Coach at WorkOne Southern Indiana, based in New Albany. With over 10 years of experience in the “WorkOne” system and a background from the University of Louisville, she operates as a high-impact “Transition Specialist.” Her philosophy is rooted in “Universal Advocacy”—the belief that a dedicated coach can make a systemic difference for both juveniles and adults. She specializes in the technical and emotional architecture of the job search, from proctoring foundational assessments to writing the strategic training plans that secure funding for professional upskilling.
We invite you to learn more about Roshan by visiting her LinkedIn profile.

Ryan Montgomery
Ryan is a College and Career Coach at Everybody Counts, based in Shelbyville, Kentucky. With an MBA from LSU Shreveport and a background in Finance and Media Studies from Georgetown College, he operates as a “Financial Stability Architect.” His philosophy is rooted in “Data-Driven Budgeting”—using his experience as a former Mutual of Omaha Insurance Agent to coach students and professionals on the overlooked costs of life, from homeownership utility gaps to the necessity of long-term care safety nets.
Explore his profile to learn about his mind-blowing work.

We hope you enjoyed our list of Top 15 Career Coaches in Louisville in 2026!







