Make decisions with clarity
Work + Life Strategy Session
A one-hour strategy session that turns uncertainty into grounded next steps and a personalized framework.
Discover what’s includedWork + Life Strategy Session
One hour. Three clear steps forward.
You’re at a crossroads. Maybe you’re weighing a job opportunity, exploring a pivot, or sketching out a business idea that keeps tugging at you. Or maybe it’s more subtle, a sense that something no longer fits.
Whatever it is, you’re tired of circling the same questions without traction. You're not looking for a 12-week bootcamp.
You need one sharp hour to get your flywheel in motion.
This session is designed for high-achieving professionals who are used to figuring things out on their own but know when it is time to call in a sounding board with range.
Just one strategic session tailored to your biggest question.
You bring whatever's on your mind. Together we will zoom out, connect the dots, and map a path that fits your values, your season, and your next move.
Think of it like a high-impact “pick your brain” session.
You'll walk away with:
- Clarity on what matters most
- A practical action plan you can start immediately
- A reusable decision-making framework you will return to again and again
You'll get the strategy of a coach and expertise of a business leader delivered with the empathy of someone who has walked through hard pivots too.
Whether it is marketing, mindset, or mapping out a move, I meet you where you are with grounded strategy, simple tools, and a whole lot of permission to stop spinning and start moving.
Not every season calls for a full reinvention.
Sometimes one power-packed hour is all it takes to start the next chapter.
Learn more
Make aligned decisions
Cut through the swirl, find what actually fits your life and goals.
A decision framework that works
Walk away with a simple tool you can reuse for future decisions.
Leave with your next 3 steps
You’ll get a written plan within 24 hours to keep you focused and moving.
This session is for driven professionals navigating a high-stakes decision.
Imagine what it feels like to walk out with real clarity.
You’re not stuck. Okay, maybe you are a little, but it’s not because you’re indecisive. It’s because you’re juggling expectations, competing priorities, and a lot of what-ifs.
This is a private, 60-minute session to help you step back, see the full picture, and make a choice you can trust.
This session is designed to be simple, supportive, and results-focused. No hours of prep required, just bring the question or decision that has been taking up space in your mind.
Before the session
You will answer a few quick questions when you book so I can understand your focus area and come prepared with the right tools, frameworks, or prompts.
During the session
We will spend one focused hour together working through the heart of your question. I will guide the conversation, ask the right questions, and help you connect what matters most to where you want to go next. You will not be rushed, but we will move with clarity and purpose.
After the session
You will receive a short written recap with your key insights, top priorities, and the three next steps we identified together. You can use this to keep your momentum going and revisit it whenever you need a reset.
How it works:
• Book your session
• Fill out a short prep form
• Meet for a focused, strategic hour
• Leave with clarity, confidence, and your next 3 moves
You’ve done the hard work to get here. This session helps you move forward with purpose.
Work + Life Strategy Session Investment: $495
Learn about your coachAbout your coach
Hi, I’m Jessica Taylor. I’m a business strategist and certified executive coach with 20+ years of experience helping professionals and organizations build work that fits not just their skill set, but their season of life.
My career has taken me across healthcare, tech, purpose-driven, and creative sectors, often working at the intersection of growth, complexity, and change. I’ve been in the room for high-stakes decisions, team pivots, and those in-between moments when the next move isn’t obvious.
That work has included:
• Strategic planning and executive retreats
• Program launches and business model design
• Sales strategies and client meetings
• Marketing systems and partnership growth
• Team development and leadership facilitation
• Workflow and decision-making tools that simplify the complex
Credentials include:
• MBA from the University of Colorado
• Professional Certified Coach (PCC) through the International Coach Federation
• Fellow of the American College of Healthcare Executives (FACHE)
More than the titles or tools, my approach is shaped by lived experience. I’ve supported teams through change while finding my own footing in the process. Some decisions looked great on paper but didn’t hold up in practice. There’s been seasons that came with more questions than answers.
That’s why my work is as practical as it is personal. I was the sole caregiver for my dad during the pandemic, and I’m still the family helper today. I live with two rescue dogs and a steady stream of ideas scribbled in the margins of my notebook. I know what it means to build something meaningful while life keeps moving.
Since founding Coaching Coalition in 2018, I’ve coached thousands of hours with professionals across healthcare, creative, and purpose-driven sectors. Most come with deep experience and one big question they’re ready to work through.
If that’s where you are, I’d be glad to help.
👉 Find my full resume and weekly reflections here: LinkedIn
What clients say
“I came in spinning with three possible career moves. In one hour, we sorted my priorities, and I left knowing exactly which path to take. I felt immediate relief.”
⭐⭐⭐⭐⭐
Alex M., VP of Strategy
“This session saved me months of second-guessing. I didn’t just make my decision, it set me up for the future.”
⭐⭐⭐⭐
Priya S., Health Tech Founder
“I stopped chasing every opportunity and started focusing on the people and work that truly fit me. That shift felt like a weight lifted.”
⭐⭐⭐⭐⭐
Daniel R., Psychologist
For people who’ve outgrown their old story and are ready to write the next one.
This is for the one people usually come to for help, advice, or direction.
But right now, you’re the one sitting with a decision that feels weighty, complex, and hard to talk out.
You’re craving more clarity and alignment, not just more achievement.
This session is for you if any of this sounds familiar:
• You’ve been offered a big promotion and questioning whether it fits the life you want
• You’re eyeing a pivot or a launch and want to walk through the practical or financial implications before you leap
• You’re weighing two paths and wondering if the smart choice and the aligned one can actually be the same
• You’ve already made a move, but want a reality check before locking it in
You don’t need a motivational speech, you need space, structure, and a strategic thought partner who gets how much is at stake.
You’ve done the hard work to get here. This session helps you move forward with purpose.
It's just an hour. What will you get out of this?
This isn’t life coaching or therapy. It’s a focused decision-making session designed to help you get clarity on your next career move or business pivot.
Whether you're exploring a new leadership role, launching something of your own, or standing at a crossroads, this session gives you the structure and space to make a smart, values-aligned choice.
You won’t get canned advice. You’ll get a clear process, grounded support, and the kind of strategic thinking usually reserved for boardrooms applied to your real life.
In this 60-minute strategy session, you’ll get:
• Coaching to clarify a high-stakes career or business decision
• A personalized framework to evaluate your options
• Your next three steps, mapped and prioritized
• A written recap and optional recording for reference
If you’re done circling the same question and ready for clarity that leads to real momentum, this session is built for you.
Work + Life Strategy Session Investment: $495
Book now
Work + Life Strategy Session
This one-hour strategy session helps professionals cut through the noise, weigh options with confidence, and leave with a grounded plan that fits both work and life. What You’ll Get ⏱️ 60-minute one-on-one strategy session 🔄 A repeatable framework for decision-making 📝 A concise written summary with next steps 🛠️ Practical tools designed for busy professionals 🎓 Support from an MBA and PCC-certified coach with leadership experience Who It’s For Mid- to late-career professionals across industries. Many are in formal or informal leadership roles considering new directions, including starting a side business or independent consulting. What to Expect Before the session: A quick intake to focus on your most pressing decision During the session: Guided coaching with clear frameworks to cut through the swirl After the session: A written recap, next steps, and tools you can reuse again and again Why It Works The combination of proven frameworks, coaching expertise, and lived leadership experience makes this process effective. It is not theory. It is practical clarity you can use right away. 👉 Book your Work + Life Strategy Session today and make your next step the right one.
Frequently Asked Questions
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Make decisions with clarity
Work + Life Strategy Session
The combination of proven frameworks, coaching expertise, and lived leadership experience makes this process effective.
It's practical results you can use right away.
Start today