The VIP 90-Day Coaching Program

Personalized Coaching. Executive Branding. Unmatched Strategy. Elite Career Growth.

This isn’t just another job search support package. It’s a high-touch, all-in-one career acceleration experience for driven professionals and executives who are ready to lead their next move with clarity, confidence, and impact.

Whether you're aiming for your next executive role, pivoting to a new industry, or ready to stop playing small, this 90-day partnership is designed to help you craft your brand, tell your story, and secure a role where your leadership can thrive.

Your 5 STARS Framework for Success

We don’t just help you find a job. We guide you through a full transformation using our proven 5 STARS Approach:

S = Support:
You’ll partner with two certified resume writers & executive career coaches, Kara and Jack Dennison, who bring a background in HR and experience reviewing over 500,000 resumes. Together, they've written over 5,000 resumes and coached thousands of high-performing leaders to secure successful job offers.

T = Training:
Access powerful tools, proven strategies, and career-enhancing training that get results. From video walkthroughs and interview prep packs to real-time feedback and templates, you’ll have every resource at your fingertips.

A = Alignment:
Together, we’ll clarify your ideal next step, align your branding and positioning, and eliminate roadblocks so that your job search is rooted in strategy and aligned with your worth and goals.

R = Reach:
You’ll expand your network with intention and precision. We’ll help you target decision-makers, navigate strategic conversations, and position yourself as a top-tier candidate, without wasting time on ineffective applications.

S = Success:
You’ll learn how to negotiate with confidence, start your new role strong, and ensure long-term fulfillment. This is about securing the right role, one where you feel valued and make an immediate impact.

Here’s What’s Included in the 90-Day VIP Package:

  • Unlimited 1:1 Coaching Sessions: Meet with Kara and Jack as often as you need, whether you’re refining your story, preparing for an interview, or making tough career decisions. Every session is recorded and sent to you the same day, so you can revisit key insights anytime.

  • Executive Resume Rewrite & Unlimited Revisions: We don’t just write resumes. We translate your leadership impact into clear, results-driven language that opens doors. You’ll receive a resume tailored to your goals and refined as many times as needed to feel confident sending it out.

  • Custom LinkedIn Content: We’ll craft an optimized, keyword-rich profile that aligns with your resume, increases recruiter visibility, and positions you as a thought leader in your space.

  • Executive Bio: Receive a polished, third-person executive summary you can use for board applications, speaking engagements, press opportunities, and internal visibility.

  • Target Market Research & Networking Pipeline Strategy: We'll help take the guesswork out of where to focus by providing you with top companies in your area, salary benchmarks, and a list of up to 500 decision makers in your ideal companies and industries.  
  • Custom Elevator Pitch: We’ll help you articulate exactly who you are and what you bring in 60 seconds or less, perfect for interviews, networking, or high-stakes introductions.

  • Custom Cover Letters & Script Templates: You’ll receive adaptable templates with tailored messaging so every application, email, and cold outreach feels authentic and effective without starting from scratch.

  • STAR Interview Stories: We’ll work together to develop strategic, story-driven responses you can confidently use in behavioral interviews, networking conversations, or salary negotiations... and you'll get the chance to practice your stories in real-time with your coaches on recorded mock-interviews!

  • Top Interview Questions & Custom Answers: No guessing games here. We identify the questions you're most likely to be asked and prepare you with smart, tailored responses that reflect your value and leadership.

  • Curated Questions to Ask in Interviews: We’ll equip you with insightful, strategic questions to ask hiring managers, positioning you as thoughtful, engaged, and aligned with executive-level decision-making.

  • Custom Interview Prep Packs: Before every interview or call, you’ll receive a personalized briefing with company research, suggested talking points, and insights, delivered within 48 hours to help you show up prepared and confident.

  • Unlimited Email & Custom Messaging Support: You’ll never be left wondering what to say or do next. Ask questions, send drafts, or request feedback and receive strategic, personalized responses within one business day. 

This Package Is For You If...

  • You're ready to make a big move, but need guidance, clarity, and expert support

  • You’ve outgrown your current role and want to show up powerfully in your job search

  • You want personalized coaching, not a cookie-cutter program

  • You’re done doing it alone, and are ready for a team of experts to help you land faster, negotiate better, and step into a role where you belong

Let’s Build the Brand, Strategy, and Momentum to Land Your Dream Role

This 90-day experience is designed for professionals and leaders who are committed to their career growth. We’ll walk beside you every step of the way, from clarity to offer, and equip you with everything you need to thrive.

Please note: All support, including unlimited coaching sessions and email access, is available for 90 days from the date of your onboarding session. While we cannot guarantee a job offer within that timeframe, since factors like 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 walk away with a powerful brand, a strategic plan, proven tools, and the confidence to continue your search with clarity and momentum.

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

What People Are Saying:

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.

KC

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

$4,997.00 USD

By investing in this program, you agree that this does not guarantee you a job, but rather that we are giving you the tools to optimize your resume and LinkedIn profile, best practices and strategies utilizing years of expert knowledge, and 90 days of support as laid out here on this page. Results are not guaranteed as they are dependent upon your implementation and market fluctuations. As such, you are also agreeing that there will be no refunds for services delivered.

We look forward to partnering with you. If you have any questions, please let us know at [email protected]

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