Stop playing small.
Transform your career into your purpose.
The pattern that's kept you small finally gets replaced, not managed.
WHO INDIVIDUAL COACHING IS FOR
Individual coaching is for professionals who want focused, one-on-one support on a specific career challenge rather than a group setting.
You might be a good fit for individual coaching if:
You are navigating a job search that keeps stalling and you want a personalized strategy
You are dealing with a difficult or toxic workplace situation that needs a careful, specific approach
You are preparing for a salary negotiation or promotion conversation and want to do it with support
You are making a significant career transition and want a thought partner through the whole process
You have been through the group coaching experience and want to go deeper on something specific
Your situation feels too complex or sensitive for a group setting right now
Individual coaching is sold as a separate package outside of the Resilient Career Academy membership. If you are not sure whether individual coaching or RCA is the right fit for you, the discovery call is the best place to figure that out together.
WHAT TO EXPECT
Individual coaching sessions are focused, practical, and built around your specific situation. We are not here to talk in circles. Every session moves you closer to a concrete next step.
Here is how it works:
We start with a free 30-minute discovery call to understand what you are navigating and whether we are a good fit. If we decide to move forward, we build a coaching package around what you actually need, not a one-size-fits-all program.
Sessions are conducted on Zoom. Between sessions, you have access to tools, frameworks, and resources relevant to what you are working on.
Every session is confidential.
WHAT WE CAN WORK ON
Individual coaching covers the full range of career challenges, including:
Job search strategy: resumes, cover letters, interview preparation, offer evaluation, and navigating the search when it keeps stalling
Navigating difficult workplaces: managing a difficult manager, staying visible and protected, knowing when to escalate and when to exit
Salary negotiation and advancement: building the case for a promotion, negotiating your worth, getting credit for your contributions
Career transitions and pivots: making a significant career change, the first 90 days in a new role, rebuilding after a difficult exit
Professional identity and confidence: rebuilding your professional self-concept, owning your expertise, stopping one bad experience from defining how you see yourself at work
Leadership development: leading differently because of what you have been through, building psychological safety on your team, using your lived experience as a leadership credential
COACHING PACKAGES
All individual coaching engagements include bi-weekly Zoom sessions and email and message support between sessions. Investment varies based on the scope and duration of our work together and is discussed on the discovery call.
🎯3-Month Intensive
6 sessions over 3 months
Bi-weekly on Zoom
Email and message support between sessions
Best for professionals navigating a specific, time-sensitive career challenge such as a job search, a negotiation, or a difficult workplace situation that needs a focused strategy over a short period.
📈6-Month Engagement
12 sessions over 6 months
Bi-weekly on Zoom
Email and message support between sessions
Best for professionals making a significant career transition, rebuilding after a difficult exit, or working toward a specific advancement goal who want sustained support over a longer arc.
🌟12-Month Partnership
24 sessions over 12 months
Bi-weekly on Zoom
Email and message support between sessions
Best for professionals committed to a comprehensive career transformation over the long term, including job search, landing, onboarding, and early advancement in a new role, or a full career pivot from start to finish.
Not ready for a full engagement?
🔍 Clarity Session
1 session on Zoom
Best for professionals who have one specific situation to work through and need a focused, practical perspective. No ongoing commitment required
RCA Member Discounts
RCA Substack Members receive 15% off all individual coaching packages
RCA Group Coaching Members receive 25% off all individual coaching packages
Discounts are applied at the discovery call
WHY THIS COACHING IS DIFFERENT
Most career coaching focuses on tactics: the right resume format, the right networking approach, the right words for a negotiation. Those things matter. But tactics alone miss what happens when your professional history has shaped how you show up at work in ways the standard advice does not account for.
My approach is built around the understanding that your work history, including the hard parts, shapes your professional patterns. Understanding those patterns is not a detour from career advancement. It is the thing that makes advancement actually stick.
That means the coaching you get here is designed for how you actually operate, not for a version of you that started from a different place.
I am a career coach with a CTRC, an MBA, an M.Ed. in Instructional Systems Technology, and 25 years of corporate experience. I built this work as someone who has navigated a professional life in a large corporate environment as a trauma survivor. I understand what you are carrying into the room because I have carried it too. I take a limited number of individual coaching clients at a time to ensure the depth of attention each situation deserves.
WHAT CLIENTS SAY
"Cyndi Bennett is an intuitively skilled coach with a robust background creating solutions for clients. Her attunement, humor, and compassion cultivate an ideal environment for the delicate work of navigating a career forward. Anyone who finds their way to her sessions will be in more than capable hands." ~ Anonymous
"I joined RCA when I was at a breaking point at my job and wanted to run out screaming. I felt so emotionally unsafe, but I needed the job, and more importantly, I needed the confidence to know I could manage my triggers in the workplace. As a part of this community for the past 1.5 years, I have been able to connect with a great group of fellow CPTSD survivors, and thanks to their and Cyndi's understanding and encouragement, I am taking care of myself rather than running away and moving consciously toward my next career move, which will be a step up, rather than a step back."
Bee, Events and Partnerships Manager
"The weekly coaching calls have been enormously valuable over the last few months. I get to spend time with so many wonderful, caring, and compassionate people who understand the feelings that I'm experiencing. It's the first group I've been in where I truly feel comfortable sharing my story. Cyndi knows how to create a psychologically safe environment where we can all be ourselves and share what we need."
Paula, Business Owner
"I am so grateful that I stumbled on Cyndi's RCA through her post on the CPTSD Foundation website last year. I can say, without hesitation, that it has helped me heal so much more than I ever expected. The group has helped me make significant progress in reframing my career detours from shame-inducing embarrassments to bumps in the road, which I am starting to see as times that I did the best I could with the tools that I had. Also, I can say Cyndi is just as she appears in her videos: kind, supportive, and honest."
Jen, Freelance Writer
MAKING COACHING ACCESSIBLE
Individual coaching is a meaningful investment, and I understand that it is not accessible to everyone at every point in their career.
That is why I have built the Resilient Career Academy with three levels of support at three different price points. Whether you are starting with the RCA Substack Membership at $15/month or stepping into the full group coaching experience, there is a way to get real career support that fits where you are financially right now.
Individual coaching is there for when you are ready, and it is the right fit. It is not the only way in.
READY TO GET STARTED
The first step is a free 30-minute discovery call. No pressure, no pitch. Just a real conversation about what you are navigating and whether working together makes sense.
*Prefer to reach out first?