About
Twenty-five years spent turning emerging technology into results a board can read.
Stone Circle Partners is led by Brad Jaehn, an executive who has run AI, digital, customer-experience, and operating-model transformation across hospitality, travel, gaming, aviation, and consulting — as an operator accountable for the outcome, not an adviser at a distance from it.
Most strategy work fails quietly. The recommendation is sound, the deck is good, and nothing in the operating model changes — because whoever wrote it was never going to be there when the roadmap met the P&L.
Stone Circle Partners was built the other way around. Twenty-five years of operating roles, most recently as Vice President of Product & Customer Experience at Caesars Sportsbook & Casino, where the work included partnering with the AWS Generative AI Innovation Center and Snowflake to define enterprise AI strategy, platform requirements, governance, and adoption — then living with the result across 1.2 million customers.
The pattern repeats across a career: a $200M+ P&L at Arrivia serving 700+ enterprise clients; a 200+ person global organization at McDonald's spanning 70+ markets; product leadership through Gogo's pre-IPO growth, public offering, and international expansion; a product transformation practice built to 70 people and $25M in revenue at CapTech; and a hotel and resort commerce business co-founded, scaled to roughly 250,000 customers, and acquired.
That range is the point. Strategy, product, organizational design, and technology are the same problem seen from four sides, and the useful advice comes from someone who has been accountable on all four.
How We Think
Every meaningful product decision runs through three lenses, in this order.
The commercial lens
How the business actually makes money, and which behaviors move revenue, retention, margin, and EBITDA. Strategy that cannot be traced to one of those is decoration.
The customer lens
What the customer is trying to accomplish, and where friction is destroying trust or trapping value. Most of the highest-return work is here, and most of it is unglamorous.
The technology lens
What is possible now, what scales, what is risky, and what should never get built. The last of those is the one most roadmaps skip.
Background
Where the experience comes from.
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2024–2026
Vice President, Product & Customer Experience
Caesars Sportsbook & Casino- Owned AI-enabled product, customer intelligence, payments, VIP, and service-technology strategy for a regulated digital business serving 1.2 million active customers and 50,000 VIPs.
- Led a 20+ person organization through directors and senior functional leaders, partnering across Technology, Data, Operations, Finance, Risk, Compliance, and Commercial.
- Partnered with the AWS Generative AI Innovation Center and Snowflake to establish enterprise AI strategy, platform and data requirements, and the governance and operating model required for sustained adoption.
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2022–2024
Head of Product Strategy
Caesars Sportsbook & Casino- Recruited as an individual contributor to shift a large digital organization from feature delivery to customer and commercial outcomes; the results led directly to promotion to Vice President.
- Built an integrated customer-intelligence practice combining behavioral analytics, customer research, operational data, financial modeling, and competitive intelligence.
- Redesigned roadmaps around end-to-end customer journeys — onboarding, identity verification, payments, service, personalization, and digital discovery.
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2020–2022
Vice President of Product Strategy
Arrivia- Owned a $200M+ P&L with full accountability for revenue, margin, pricing, supplier negotiation, and customer outcomes across a global travel technology platform serving more than 700 enterprise clients.
- Led a 35-person organization spanning product, pricing, supplier strategy, and operations.
- Created portfolio governance across more than 150 annual initiatives, prioritizing investment by P&L impact, customer value, strategic importance, implementation risk, and organizational readiness.
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2017–2020
Director, Product Management Practice Lead
CapTech Consulting- Served as an embedded executive and transformation advisor for Fortune 500 clients across banking, fintech, hospitality, automotive, and manufacturing.
- Built and scaled the firm's product transformation practice to 70 people and $25M in revenue.
- Led enterprise operating model transformations redesigning governance, planning, decision rights, and portfolio prioritization, reducing digital cycle times from quarters to months.
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2016–2017
Digital Lottery Consultant
Camelot Global (contract)- Recruited to lead digital strategy and business plan development for Camelot Global's pursuit of the Illinois Lottery private management agreement, a competitive bid against global gaming operators. The work contributed directly to Camelot being awarded a 10-year contract.
- Developed the end-to-end digital business plan — market assessment, revenue modeling, investment priorities, financial rationale, operating strategy, and implementation roadmap for a regulated state gaming operation.
- Advised on digital platform architecture and technology partner selection, evaluating third-party vendors against regulatory, integrity, commercial, and scalability requirements.
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2015–2016
Vice President, Global Digital Products
McDonald's- Led global digital transformation across a franchise-based business spanning 70+ markets, managing a 200+ person organization.
- Defined the enterprise omnichannel strategy connecting mobile, kiosk, drive-through, and in-store experiences into a unified customer journey.
- Directed the launch of McDonald's first U.S. mobile app and pioneered self-order kiosks across Australia, France, and the UK.
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2010–2015
Vice President of Product Management
Gogo- Led product strategy and transformation through the company's pre-IPO growth, public offering, and international expansion.
- Built and led a 30+ person global organization spanning product management, experience design, business development, and operations.
- Created and launched Gogo Vision, opening a new revenue stream and scaling the inflight entertainment platform to more than 2,300 commercial aircraft within two years.
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2008–2010
Co-Founder & CMO / VP of HauteLook Getaways
BonVoyou / HauteLook Getaways- Co-founded a hospitality and travel commerce business focused on curated hotel and resort offers, later acquired into HauteLook Getaways.
- Built the product, customer experience, commercial model, and hotel-supply strategy from concept through launch.
- Secured more than 100 hotel and resort supply relationships and grew the platform to approximately 250,000 customers.
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2000–2006
Product Manager → Director of Product Management
Orbitz.com- Held product leadership roles during Orbitz's early growth, building and scaling digital travel products across hotel shopping, booking, and customer experience.
- Partnered with major hotel brands and suppliers to translate complex inventory, rate, and availability requirements into intuitive digital experiences.
Education & Certification