Careers on Vacation


Here is a complete overview of the Careers on Vacation Mastermind™, featuring the most asked questions from our clients. 

Who are your clients?

I work with people just like you who have a passion for travel and want to turn their passion into their career.  Some of my clients want to break into the travel industry to build a portable (work from anywhere), profitable business that will allow them the freedom and income they desire.  Some of my clients have established travel businesses that they want to sky rocket to the next level of success.  I also consult with travel companies that want to motivate and inspire their management teams and workforces to increase company performance, improve operations, and increase profits.

Examples of clients I work with include: 


First time & existing business owners


Sales Professionals


Travel Agents

Travel Agency Owners

Travel Business Leaders & Managers

Travel franchisors and franchisees 

Management Professionals

Travel Enthusiasts

Travel Vendors & Suppliers


Tourism Offices

Travel Company CEOs

Host Agencies

Tour Operators

What makes you different from other Travel Career Coaches?

Well, besides being the original Travel Career Coach, and pioneering the niche, you will not find someone more motivated to help you (or your team) succeed.   In a complicated world of travel hosts, franchisors, agencies and multiple options it’s difficult to know where to start, or who is operating in your best interests.  As your personal consultant, I work directly with you on how to understand your vision and get the fastest results in the least amount of time. Most people make years of mistakes before realizing success in their business.  I support you in setting up and scaling your business the right way to map growth for years to come, and how to avoid costly mistakes and setbacks. 

Although we will occasionally cover time management and other “business coach-y” things, you have me as a confidence and business strategy expert and consultant. I work on the inner and outer principals for success and look at your business and your sales results from a strategic, organic, and goals-based perspective.  What that means to you is that you get an experienced, heart-centered, authentic, travel, sales, and marketing guru. I’m not delicate, you’ll always get a straight to the point quick and honest response from me.

I’m concerned with how to get your highly profitable travel business started and growing in abundance.  You may not like what I have to tell you, but you can be sure I will always tell you the truth. The truth about what’s standing in the way of your success and how to get rid of it fast so you can start getting results in record time (and I throw in a healthy dose of humor and inspiration, which always helps).

What type of personality do you work best with and what is expected of me?

My Careers on Vacation Mastermind™ , products and events were created for people who are absolutely excited and serious about running wildly successful travel businesses while enjoying the independence of traveling whenever they want, or working from wherever they want.  It means not running around all day long, beating yourself up anymore saying: “I hate my job, I can’t wait until my next vacation.”  They were created for you to put systems in place within a few months (sometimes weeks), which will eventually lead you to making more money, working for yourself, working from anywhere in the world, and traveling our beautiful world at highly discounted (sometimes free) rates.

Being a Travel Entrepreneur myself, I’m known to work best with other entrepreneurs and people who are committed to their success no matter what.  People who are ready to get going and just want a proven roadmap to create, run, or expand their travel businesses.  My clients often tell me – “Just tell me what to do and I’ll do it!”  Consider what you’ll do with me to be a high-octane crash course on everything you need to know to make a huge income while traveling the world.  You will be expected to take serious and consistent action. No excuses anymore, just a very different way of thinking and full support while you achieve this incredibly exciting goal:  Building a wildly successful travel business, up-level your lifestyle financially and emotionally, and finally have the time to enjoy your life and travel the world at your leisure.

For what type of professionals are your programs NOT going to work?

Please know I’m very selective in who I work with and I cherry-pick my clients, choosing to (gently) turn away people who aren’t suited for my programs and won’t get the results for which they would have signed up for. (It wouldn’t be fair to them.)

The Careers on Vacation™ program is not a fit for those who have no money coming in and are absolutely financially desperate, at least not right away. It’s been my experience that people in financial crisis do not trust the recommendations I give them and do not do the work (probably because they are worrying about where they are going to get next month’s rent check or mortgage payment.) If you fall within this category, it’s absolutely OK. We’ve all been in times of financial crisis at one point or another. Do yourself these five favors to start your journey.

Doing these five things will really help you get primed for our work. When you’re ready, call me and we’ll get you started. (I’m in no rush and will be here when you need me).

Another type of personalities I won’t work with (without exception) are the whiner or the chronic skeptic, as well as individuals who consistently make excuses for not getting their assignments done or challenging every aspect of the program. If you are one of these people, I gently and respectfully ask that you not call and I hope you understand why.

  1. Get some money coming in with a full-time or part-time job at the very least, and then call me. This will take the edge off and provide a little more peace of mind. Mostly, it will de-clutter your mind enough to focus on your Careers on Vacation™ assignments and the BIG picture. Once you start seeing the clients come in regularly as a result of our work, you can then start reducing the hours you work at that other job and focus on your own business.
  2. Sign up for the free Careers on Vacation™ Masterclass.  The free information will get you started towards your goals until you’re ready to work with me one-on-one. 
  3. Join the “Careers On Vacation” Facebook page.  The tips are helpful, and will give you LOTS to think about. 
  4. Subscribe & click the notification bell to receive all my free content on YouTube.  
  5. Sign up for my free weekly one-minute motivational videos

What exactly is the Careers on Vacation™
system and what does it include?

Careers on Vacation™ is so much more than a traditional travel school or general consulting practice because we provide the industry specific business application processes and systems that new and experienced owners need to be successful.  While you still get the benefits that traditional travel schools or a top tier consultant would provide, we take you light years ahead and support you through the planning, launch, and real-life application required to be as successful as possible in today’s marketplace.  Think of Careers On Vacation™ like a fast pass to get you in action and succeeding at lightning speed. Countless clients have told us that they wish they had found us before investing in travel school, university programs, franchises, or other coaching programs that didn’t yield nearly the result that our program did in less than 12 weeks. 

Travel hosts and franchisors retain a percentage of your earnings for the lifetime of your tenure with them, so it’s in their best interest to keep you under their umbrella.  In our program, we work directly for you, so our advice and counsel is always in your best interest. You will learn the best strategy for your unique vision, and how to map out your short and long-term growth plans for maximum earning potential through your career.   

Careers on Vacation™ is the only program on the market that works with both experienced and new professionals to personally understand your unique vision for both your life and business, and support you through the application and execution of your vision.  If you are new, you will avoid years of wasted time and money and fast track yourself to success. If you are experienced, you will blast past your current plateau to supersize and finally realize the success you’ve been craving. 

We will start by understanding your vision, and help you customize a strategic plan to execute your vision.  We will teach you tools to improve your confidence and implement a CEO, results-driven mindset. You will learn how to implement proven systems to powerfully get your marketing machine, sales systems, automation, and growth initiatives in action fast.  Here’s what the system gets you to do:


We examine where you are in your business and get CRYSTAL clear about your intentions, what you want to experience in your personal life and business. Before you can manifest what you want you have to KNOW what you want.  You’ll learn the difference between setting goals and intentions, the biggest mistakes entrepreneurs make when trying to manifest abundance into their business and pave the way for exciting opportunities, synchronicities and wealth to find you.

You might already know what you need to be doing but yet are still struggling in procrastination, feeling stuck and spinning in circles. You’ll be learning proven techniques for breaking through your inner resistance, self-doubt, fear, anxiety and all of that “stuff” that keeps you playing small so that you can begin taking profitable action in your business.

Travel Career Orientation

We have two learning tracks; new and experienced. 

If you are brand new, learning the ins and outs of the entire travel industry can feel overwhelming and makes most people quit before they even get started.  We will work together to determine which area of the industry is the best fit for you and help you build your plan to get started immediately.  Our resource based model will then give you the resources, tools, and access to aid you in making your transition easily and successfully into the industry.  

If you are an experienced agent, agency owner, or travel company we know seeking coveted growth strategies seems impossible.  Let’s face it, most successful owners aren’t exactly sharing their secrets that it took them years to perfect. Rest assured, we are the best kept secret of the travel industry for experienced owners.  We will assess your current standing in the marketplace, assess your operations, and review your current performance. We will teach you our proven systems to improve your operations, sales systems, and marketing strategies to grow your business and increase your cash flow immediately.  We will also consult with you on scaling, growing, and improving performance for your existing or future teams.

You might already know what you need to be doing but yet are still struggling in procrastination, feeling stuck and spinning in circles. You’ll be learning proven techniques for breaking through your inner resistance, self-doubt, fear, anxiety and all of that “stuff” that keep you playing small so that you can begin taking profitable action in your business.


Together we’ll find out exactly who your ideal clients are (and are not). Who do you love working with? Who would get the best results from working with you? We’ll really drill down to the personality traits, income levels, and specifics of your ideal clients so you can easily begin attracting them on an inner level, begin identifying where they hang out and how to engage them in large numbers so you save time. We will also show you how to eliminate pesky tire kickers from your operation.

Engage Your Ideal Clients

We’ll spend considerable time teaching you to create savvy marketing pieces; like your irresistible marketing message, ad copy and video techniques that position you as THE expert to help your clients solve specific problems.  The key we’ll focus on is the “HOW” to engage your ideal clients to take action, raise their hands in regard to working with you.  We’ll accomplish this by creating irresistible calls to action including your improved branding, testing your ad copy, and targeting your ideal clients.

Package Your Expertise

We’ll look at all of your skills, expertise and knowledge, and we’ll package what you do in a way that your ideal clients will raise their hands right away and say “YES! I want to work with them!”  We’ll look at pricing your services and products into juicy offers that will attract the right clients who will gladly pay you more money to help them with all their travel needs.  This is where the cash flow part of the equation becomes really fun!

Focus In

We’ll look at what you should be focusing on to move your business forward. What actions can you take each day to leverage your time, effectiveness and client attraction ability so that your business continues to generate cash flow consistently and you can grow your business.

Get Out There and Get Visible

Together we’ll devise a marketing plan for how to get out there in a bigger way and begin sharing your message with the world. Now that you’re armed with all of the right knowledge, able to articulate and communicate who you are, whom you serve and what you do, you can now take this out there and begin making sales!  Getting out from hiding behind the computer is what generates cash flow for you in a BIG, BIG way! Whether it’s creating a specialized niche, using joint ventures, online marketing, or social media we’ll devise a plan that fits your personality and will help you take your business to the next level and cash flow bracket!

Master the Art of Closing the Sale

I’ll take you step by step through my proven sales system that works like a charm every time. You’ll begin feeling more confident because you’ll know exactly what to say and how to sell without sounding salesy or pushy. You’ll also learn how to handle objections and exactly what to say to help you create those experiences where people love to buy. You’ll start making more money and sky rocket your cash flow once you master the art of closing the sale.


We’ll focus a lot of our time celebrating wins and creating the new habit of celebrating what’s showing up for you. What you focus on expands and everything you are learning and experiencing is of your creation. Your confidence will sky rocket as you consistently produce results over and over again! Celebrate what shows up so you can pave the way for even more success!

Put Systems in Place to Leverage Yourself for Results!

We’ll implement proven systems to put your client attraction on autopilot: you’ll have clients calling you instead of you chasing after them! This allows you to leverage your time and increase productivity.  Congratulations!!! Your confidence and cash flow system is in place and you’ll never have to worry about where or how to generate income in your business ever again! In addition to these categories, you will learn hundreds of things to help you manage your business more effectively, make more money, get out of your own way and into profitable action. These are the steps of The Careers on Vacation™ system that I’ve created with my 25+ years of experience in the travel industry.

Does this really work?

Yes! The result of our work is an approach to shifting your mindset and putting a proven strategic business model in place so you will be able to confidently manifest your travel career at any level. Click on our testimonials link to read about our success stories.

What results can I expect?

  • Have big breakthroughs and ah ha moments.
  • Become your own boss, and all the flexibility that suggests.
  • Follow your BLISS into ABUNDANCE
  • Discover yourself, set goals and reach them.
  • Feel empowered & excited about the future.
  • Fall back in love with yourself and your life’s work.
  • Receive your own custom training and strategy plan. 
  • Gain unshakeable confidence in yourself – (a lot of my clients tell me that is worth the investment alone).
  • Reach your ideal clients in large numbers and inexpensively.
  • Learn proven techniques for releasing your internal resistance and self-sabotaging tendencies so you can take action and start living your passion and purpose with ease.
  • Get crystal clear on who your ideal clients are who will gladly pay you what your worth to help them solve their problems.
  • Create a compelling marketing message that will make your ideal client say, “Wow, that’s exactly what I need”.
  • Create your free and fee offers.
  • Implement a recurring business model.
  • Leverage your time so you can begin selling one to many and make more money in less time.
  • Create a lead generating marketing plan.
  • Work smarter at building your practice, not harder.
  • Close the sale without ever feeling sales-y.
  • Become an expert in your field (and be perceived, and paid, as such).
  • Stay accountable to your vision and goals and achieve them.
  • Set up referral systems, create power referral partnerships. 
  • Get proven techniques you can apply right away. 
  • Receive specific tools, templates and scripts for you to use.
  • Create greater exposure and visibility for your business.
  • Learn time saving techniques that will dramatically cut down your learning curve.
  • Make more money than you’re making now, while enjoying being in business for yourself even more than you’re enjoying it now.
  • Implement systems so you consistently market your services easily and can finally stop struggling to get clients, for good.
  • Be clear, concise and strategic about your business.
  • Learn how to say NO and honor your yes's and no’s.
  • Find your happiness.
  • Watch your best life unfold with ease.
  • Raise your self-esteem and self-confidence.
  • Rewrite your story.

Can I contact some of your former clients to see what it’s like to work with you?

Yes, I encourage you to! Please go to the Client Testimonials page and read all of them. See which ones you feel drawn to, either because the person has gotten the results you want to get to, or perhaps because that person is in a similar situation. Then feel free to email or call them and ask what they got from working with me and my programs.

How Quickly Can I Expect Results?

That depends on how quickly you can make those inner shifts. Some clients are ready to go and open their travel business in a very short time frame, sometimes even a few weeks while others have a bit more work to do first. It also depends on the time and energy you can readily commit to getting started.  Some of my clients start their businesses as part-time while keeping their full-time employment, others go all in right away.  That’s the great part about this business, you can do either it just depends on your preferences and personal goals.

How Can I Guarantee Myself That I Will Have More Success, In Record Time?

Do all of your homework. Be totally committed to your success. Understand that this is a process, a proven one, that works if you take action and implement all of the steps. All my clients who have diligently applied every step of Careers on Vacation™ have successfully built travel businesses, and bigger abundance in much less time than they would have on their own AND have enjoyed the freedom of working for themselves from any location they choose, all while traveling as much as they’d like to.

Cyndi, based on everything I’ve read and heard about you, I know you’re the one I want to learn from. What are my options for getting started with you?

Congratulations on making a decision for success! I’m happy to work with you to achieve your business goals. The best way to work with me is to apply for my 12 week Careers on Vacation™ program. Click below to apply!


OK, I’m ready to do this for myself, but I have a couple of additional questions. Can I call you?

Good, sounds like you’re ready to be pulled into your future! Yes, if you have questions, just e-mail us at  and we will be happy to walk you through the different options to see which one will be the very best for you. I can’t wait to see you succeed and am honored to be the one to help you. Let’s get traveling!