The VIP 90-Day Coaching Program

Personalized Coaching. Executive Branding. Elite Career Strategy.

This isn’t just another job search program. It’s a high-touch, results-driven career transformation designed for professionals and executives ready to make a powerful move.

Whether you’re preparing for your next executive role, pivoting industries, or elevating your leadership presence, this 90-day partnership gives you the strategy, structure, and support to land a role where you feel valued, fulfilled, and aligned with your long-term goals.

Your Personalized Career Acceleration Experience

In just 90 days, you’ll work directly with Kara and Jack Dennison, certified resume writers and executive career coaches with a combined background in HR, recruiting, and leadership development.

Together, they’ve helped thousands of professionals and leaders clarify their direction, refine their message, and land roles they once thought were out of reach.

This program combines personal coaching, strategic branding, and cutting-edge interview technology, all built around you.

What’s Included:

Weekly 1:1 Coaching Sessions:

Meet weekly with Kara or Jack for focused, results-oriented sessions.
Each call is tailored to your stage of the journey, whether that’s refining your brand, strengthening your interview storytelling, or building negotiation confidence.

All sessions are recorded and sent to you the same day, so you can revisit insights anytime.

Executive Branding Suite:

Executive Resume Rewrite with Unlimited Revisions: Your leadership story, transformed into a clear, results-driven resume tailored to your target roles and refined until it’s perfect.
Custom LinkedIn Content: A keyword-optimized, recruiter-ready profile that aligns seamlessly with your resume and elevates your visibility.
Executive Bio: A professional, third-person narrative ideal for board applications, public speaking, and internal recognition.

Target Market Strategy & Networking Pipeline:

A list of 500 verified hiring managers and decision-makers across your desired industries and companies.
Custom salary benchmarks for your target roles.
Networking and outreach strategies & scripts designed to help you make meaningful connections and get in front of the right people faster.
Custom communications & cover letter templates designed to showcase your impact and take the mental load out of the communication portion of the job search.

Interview Readiness & Strategy

Custom Elevator Pitch: A powerful, concise message that communicates who you are, what you bring, and why you stand out.
Executive Storytelling Pack: 10+ core STAR stories, researched interview questions for your target roles, customized STAR-format answers based on your achievements, strategic questions to ask in interviews, and templates for outreach.
Custom Interview Prep Packs: Before every interview, receive a personalized company briefing with research, suggested talking points, and insights delivered within 48 hours.

Optimized AI & Executive Coaching Interview Experience

6 Months of Unlimited Access to the Optimized Interview Studio: Practice unlimited AI-powered mock interviews tailored to your target roles, with instant feedback to sharpen your tone, clarity, and presence.
Unlimited Personalized Coach Feedback Requests: Submit as many recorded interviews as you’d like for direct review by our executive coaching team. Receive actionable feedback within two business days to strengthen delivery, refine messaging, and master your executive presence.

This combination of AI precision and human expertise ensures you walk into every interview fully prepared and leave a lasting impression.

Ongoing Support & Communication

Unlimited Email & Messaging Access: Ask questions, share drafts, and get strategic feedback between sessions with personalized email responses within one business day.
Accountability: Each 1:1 session's recording is sent with a recap email that includes goals for the week, additional mindset and coaching tips, ensuring accountability to momentum.
Full Access to Strategic Job Search Courses: On-demand lessons covering interview mastery, networking strategies, and mindset clarity so you can keep your momentum long after the program ends.

The Result

By the end of 90 days, you’ll walk away with:

A complete executive brand that reflects your value and direction
A focused networking and outreach system targeting 500+ decision-makers
Confident storytelling for interviews and negotiations
A proven, repeatable job search strategy you can use for the rest of your career

Your next move deserves intention and impact.

Let’s build the strategy, brand, and momentum to help you land the role you’ve earned.

_{Please note: Your 90-day support period starts at the finalization of your resume. This means your full engagement within this program is approximately 100-104 days, allowing us to focus on the core of your branding without the pressure of a time constraint. While we cannot guarantee a job offer within that timeframe, as factors such as market conditions and timing are outside our control, we are deeply committed to ensuring you're fully equipped to succeed. By the end of this program, you will have a powerful brand, a strategic plan, proven tools, and the confidence to continue your search with clarity and momentum. Finally, we know life gets in the way. This program can be paused on a case-by-case basis for up to 60 days.}

_{Need to split up the investment? Check out our split payment option here.}

What People Are Saying:

Kara has provided me with not only a resume and courses to gain confidence (while moving through recruitment and multiple high level interviews) but one on one sessions that helped me see the true value I bring to my career. This coaching combined with the courses gave me the confidence to navigate the process of switching careers. The Resume spoke to the talent and skills I brought to my newly chosen path and within a few months a new career was achieved. I feared the change after a decade in the same career but ultimately she saw the change was not only within my grasp but easily achievable given my portfolio. Kara is the Brene Brown of careers and its related self worth. I have never felt more capable and worthy as I have when given guidance by her. Thank you Kara, you are such an inspiration and a talent.

Brandi

Kara and her team are life savers. From the consultation call with Kara to determine what will work best for me, to working with her team to update my resume, their execution was flawless. They truly go above and beyond to ensure that you are satisfied. There are very few people that I would wholeheartedly recommend when it comes to career coaching services - Kara and her team will always be one of them. Thank you for all that you do!!!

Robin

Kara is phenomenal to work with and I highly recommend following her guidance when you’re looking for advancement in your career. Kara taught me how to tell the story of my career by writing my résumé in a way that took me through a process to identify remarkable achievements to highlight. Not only did this elevate the content of my resume, but it was fun to draw all those memories out into the spotlight. She also has a great video series that served as a tutorial for insight into in all things HR and I found myself clicking next video repeatedly. If you’re in a place where you need guidance on career advancement and you’re lucky enough to know Kara, I highly recommend her services.

I had the privilege of working with Jack Dennison. Jack’s thoughtful approach transformed my personal brand. He listened intently, asked insightful questions to clarify my achievements, and offered strategic insights that sharpened every document. His encouragement and timely feedback kept me motivated and confident throughout the process. What sets Jack apart is his calm, honest, and approachable demeanor. Conversations with him felt effortless. He creates a safe space for reflection, is unwaveringly supportive, and always follows through on his commitments. His professionalism and empathy make him not just an outstanding career coach but a trusted partner in any executive’s journey. I wholeheartedly recommend Jack Dennison to anyone looking to elevate their career brand. His blend of coaching excellence and authentic rapport delivers results, making the entire experience a true pleasure.

Will W

Kara provided invaluable advice on how to optimize my resume and LinkedIn profile, as well as successful techniques for how to stand out from the crowd in the eyes of hiring managers and not get lost in the sea of resumes with recruiters. I highly recommend Kara, Jack and Optimized Career Solutions to anyone looking to elevate their career. Their expertise, personalized approach, and professionalism not only give you a refreshed set of career tools, they also imbed a new sense of confidence that makes it all well worth the investment.

Marcus

Kara is a dream to work with. I recently faced a tough decision about whether to transition my professional focus to a new area and how to even consider doing that. Kara met with me after reviewing my resume and offered excellent insights into a strategy to leverage my strengths moving into a new field... If I had one nugget of my experience to share, it would be the benefit of having someone look at your professional experience without bias to identify where you shine and help you see it yourself. Internal doubt can be our biggest barrier, and Kara won't let you get away with that!

Erin

Where to begin?! When I decided to take the leap from the TV News business and jump over to Public Relations/Public Affairs, I knew from the start, I needed expert help to energize my, er, rusty resume. I connected pretty early on in my search with Jack and Kara Dennison... Looking back, this is one of the BEST decisions I made early on. Kara was so thoughtful and helped me craft a CV that sold my strengths. Starting down a new career path, mid-life, can be scary.. But, with Kara's help, my confidence grew more and more each day as we discussed how my skills were highly marketable in this new field. Kara's writing skills are superb. Her attention to detail is top notch. If you're looking for a true expert to help launch you into your career - Kara is the right person for you to connect with! I landed my dream job and the same thing can happen for you too!

Jeff