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Membership Options

ClearSkies is offered through three structured tiers:

Essentials

Do it yourself

$399 /yr

$49 /mo

– 32%
Best suited for individuals who want a disciplined framework and a more intelligent way to research.
Includes:
Learning & Strategy
  • Foundational strategy webinars
  • Core decision frameworks
Tools & Support
  • Decision checklists
  • Monthly office hours
  • Case studies and real-world examples
Best for you if:
  • You enjoy learning the mechanics yourself
  • You want structured frameworks & guidance
  • You're willing to do the searching and execution
  • You value clarity but prefer independence

Advisor

Do it with me

$1,499 /yr

$149 /mo

– 16%
Designed for individuals or households who already understand points - and want structured judgment on when and how to deploy them.
Includes Essentials+ :
CUSTOMIZED & PLANNING
  • Personalized card sequencing guidance
  • Spend and redemption strategy alignment
GUIDED DECISION MAKING
  • Ongoing decision support
  • Periodic strategy reviews
  • Applied tools & calculators
Best for you if:
  • You already search award space
  • You understand transfer partners and multiple currencies
  • You track balances and routing options
  • You sense when something feels inefficient – but want conviction before deploying 100,000+ points
  • You want structured judgement on high impact decisions

Concierge

Do it for me

$4,498 /yr (3 journeys)

$2,249 /6 mos (1 journey)

Structured engagement for those who prefer proactive oversight within defined scope.
Includes Advisor+ :
FULL-SERVICE EXECUTION
  • Award search & booking support
  • Booking path evaluation
  • Priority response
ACTIVE OVERSIGHT
  • Transfer and currency analysis
  • Annual fee review & offset
Best for you if:
  • You value proactive oversight within defined scope
  • You prefer not to manage award searches independently
  • You want structured review of annual fees and card strategy
  • You appreciate disciplined execution without constant decision fatigue

Client Experiences

1 / 5

What our clients say:

ClearSkies Concierge has been an invaluable resource for my travel planning. Their insights into travel points have opened up a world of possibilities for me. I can’t imagine planning my trips without their guidance!

Emily Davis

I highly recommend ClearSkies Concierge for anyone looking to enhance their travel experience. Their strategies for maximizing points are innovative and effective. I was able to upgrade my flights and enjoy premium accommodations!

David Brown

ClearSkies Concierge has unmatched expertise in travel points. Their team guided me through the entire process, ensuring I made the most of my rewards. I was able to book a dream vacation to Europe at a fraction of the cost!

Sarah Lee

The service provided by ClearSkies Concierge is exceptional. They took the time to understand my travel preferences and tailored a strategy that perfectly suited my needs. I highly recommend them to anyone looking to optimize their travel points.

Michael Johnson

Working with ClearSkies Concierge has been a transformative experience for my travel planning. Their expertise in maximizing travel points has allowed me to enjoy luxurious vacations without breaking the bank. I never knew how much I could save until I partnered with them!

Jennifer Smith

Choose your engagement
Learn & Optimize
Guided Strategy
Concierge Support
Best for
Learning & Self-execution
Planning with guidance
Full stewardship
Commitment
Monthly / Annual
Monthly / Annual
6 or 12 Months
Journeys
1 or 3 Journeys
Personalized strategy
Card opening/closing strategy
Flight optimization & hotel strategy guidance
Credit card referral participation
*
*
Price
$49/mo or $399/year
$149/mo or $1,499/year
$2,249 / 6 months or $4,498 / year **
* Annual plans include optional community referral-link participation.
** Engagement confirmed prior to payment.
Coming Soon

What We’re Building Next

ClearSkies knows that strategic travel doesn’t exist in a vacuum. That’s why we are expanding our offerings with optimization tools designed to complement the broader systems behind how you earn, spend, organize, and deploy travel value.

Bank Bonus Strategy

A powerful complement to points and miles.

Strategic guidance on how to utilize high-value bank bonus opportunities that can accelerate travel goals.

One-Off Award Search

For clients who need help with a single trip.

A streamlined option for travelers who want expert award search support without an ongoing membership commitment.

YNAB Consulting

Because optimization works better with clear financial systems.

Practical guidance around organizing finances, spending with intention, and aligning financial decisions with larger priorities — including travel.
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Sign up below to get notified as soon as these features are live.

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FAQ

ClearSkies provides strategic advisory services related to travel rewards and credit strategy. We do not operate as a traditional travel agency, sell packaged travel, or issue tickets directly. Our role is to evaluate options and guide decisions within the scope of your membership.

No. ClearSkies does not accept affiliate commissions from credit card issuers or travel providers. Recommendations are made independently and based solely on client strategy and fit.

Retained point value refers to points preserved by choosing a more efficient booking path. When an alternate transfer partner, booking channel, or structured approach reduces the number of points required for the same outcome, those unused points remain available for future travel.

Yes. Upgrades may be made at any time and are prorated for the remainder of your billing cycle. Downgrades may be scheduled at any time and will take effect at your next renewal. Current billing periods are not prorated. Concierge engagements are structured for a defined term and may be upgraded, but not reduced, mid-engagement.

Yes. You may cancel renewal at any time. Access and services remain active through the end of your current billing or engagement term. Fees already paid are non-refundable.

Concierge engagements are structured for a defined term. If circumstances change, we will clarify remaining scope and access within the engagement period. Fees are non-refundable once an engagement begins.

Yes. Information about points and miles is widely available. What is less available is judgment. Program rules change. Transfer ratios shift. Availability varies. Advice online is often fragmented or contradictory. ClearSkies exists to translate complexity into disciplined action - so you do not need to spend your time assembling, testing, and second-guessing every decision.

Response timing depends on your membership tier. Concierge members receive priority response within the scope of their engagement.

No. Reward programs, transfer ratios, and availability are controlled by third parties and may change at any time. ClearSkies provides structured analysis and guidance, but specific outcomes cannot be guaranteed.

Concierge is designed for individuals or households who prefer proactive oversight within defined scope and do not wish to manage award searches or transfer strategy independently.

No. ClearSkies Concierge does not collect, store, or require access to sensitive personal information such as Social Security numbers, dates of birth, or credit card details.

For application support or booking guidance, we may offer live screen share sessions to walk you through the process step-by-step. During these sessions, you remain in full control — you enter all personal and payment information directly into the relevant websites yourself.

This approach is intentional. It protects your privacy and ensures that your sensitive information stays entirely in your hands.

ClearSkies provides guidance and strategy — you execute securely on your own accounts.