TylerHollisHill.
Welcome!

My name's Tyler,
and thank you for taking the time to learn more about me. I'm a strategy and growth leader who has spent most of my 18-year career in airlines and software, working for both Fortune 500 companies and a tech startup. Consequently, I have a wide range of experience spanning finance, revenue optimization, analytics, loyalty program and benefit design, operations, member strategy, and marketing.
Analytics, Revenue Background: My career began supporting a deal desk and pricing strategy at a leading B2B SaaS company. Afterward, I led revenue optimization at a major airline for 5 years, designing revenue growth and demand management strategy for a portfolio of the airline's highest-grossing international markets (i.e. London, Tel Aviv, Paris, Frankfurt).
Loyalty, Marketing, Growth: I later took that analytical and revenue growth experience into a marketing role where I led loyalty program design for the world's largest elite frequent flyer program for 6 years. Today, I've spent about the last four years with an e-commerce marketplace startup where I serve on the executive team and report directly to the Founder and CEO in a multi-faceted role as Director of Growth, which has entailed leading first time user experience, member growth strategy, and landing strategic partnerships to drive top-of-funnel growth.
My Passion for Strategy and Cross-Functional Teams: I thrive working cross-functionally with other teams. That's why I've historically had such a passion for loyalty - loyalty as a discipline is practically its own enterprise in miniature that touches every other part of the business.




Experience.
15 yrs. Member + Revenue Strategy
15 yrs. SQL + Analytics Exp.
11 yrs. Fortune 500 + Airline Tenure
8 yrs. Loyalty Pgm. Design + Strategy
3.5 yrs. Startup Exp.
1 yr. Executive Team Exp.
1 yr. Partnerships Mgt.
Skills.
Product + Program Strategy
Building + Leading Strategy Teams
Analytics + SQL
Member Experience + LTV Strategy
Campaign Design + Mgt.
Email, Web, Direct Mail
Marketing + Loyalty Operations
PPT, Storytelling with Data
Leading Enterprise Projects
Exec. Presence, High EQ
Revenue Optimization
AB Testing + Live Research
Partnership Management
Case Study. Optimizing Loyalty Value
Problem:
The airline's legacy distance-based elite loyalty frequent flyer qualification resulted in low-value, high-frequency members crowding the highest program tiers (and benefits), while some lower-frequency high-value members couldn't achieve status. This led to a misalignment in value and satisfaction problems with some of the most valuable members. The program's P&L was difficult to forecast, and layers of legacy program changes made loyalty status complex and less aspirational.
Solution:
I tackled this problem with an immediate strategy to solve satisfaction problems and a long-term design solution to simplify the program, better align it with company revenue goals, and future-proof the program from becoming more complex in the future.
Short-Term: I designed an at-risk model using SQL and SAS Enterprise Guide that merged satisfaction event data with historical revenue data and future bookings. I then partnered with operations leaders across the company to implement surprise and delight programs this model could plug into so we could offer high-touch experiences to high-value members that were at risk for churning. Since upgrade benefits were one of the program's most coveted benefits, I created a proactive upgrade program that found members in the model with lowest upgrade success and gave them an upgrade well in advance of their flight with a thank you email for their business. This involved gaining approval from inventory teams and operationalizing the program with customer service agents to execute the upgrades. For our highest value members, I leveraged the Mercedes Tarmac Service which historically was only dedicated to shuttling United's Global Services members between tight connections. I collaborated with airport operations leaders to plug this model into the Mercedes pickup app so that when the cars had downtime, we were able to instead redirect them to offer this white-glove service to at-risk members. I also partnered with the inflight operations team so that flight attendants proactively recognized these at-risk members' status and value, and offered them complimentary food and alcohol beverages when they were seated in economy. I designed educational flyers with United's creative team to gain advocacy with inflight crews, and flew around the United system to support the roll-out hear how the offering was being received.
Long-term: I created a program design proposal that changed the paradigm for how the airline qualified members for frequent flyer status - a change that would eventually lead to all major US airlines changing how they qualify members for elite status. Instead of distance flown, I remodeled the program to be value-based to better align with company revenue targets, make the program population and P&L more predictable, and to make status more aspirational for members. This was a major shakeup for the program, so in parallel I also designed new benefits to drive positive reception of the change. One of those benefits, PlusPoints, was the first-of-its-kind digital upgrade currency that gave members control of how to use and request their upgrade benefits, solving some of the biggest legacy problems the airline struggled with and leapfrogging competitors in the benefit space. This also included a complete redesign of the user experience in digital channels where members would interface with the new program and benefits as well in customer service systems. This project included major change management, project management and requirements building, case studies, modeling, and coordination with executive leadership and dozens of cross-functional teams across a globally matrixed company for a successful rollout. I socialized these business cases with executive and operational leaders, gained approval and funding, and led the largest re-investment in program history to its successful and on-time launch in 2020. As a result of this program simplification, the program was best positioned among competitors to weather the impact the COVID-19 pandemic had on travel disruptions, because the new simplicity of the program lent itself to straightforward promotions and retention plays in 2020 and 2021.
Skilled Used:
Strategy Design + Execution
Project Management
Loyalty Program Design
Benefits Design
Executive Presence
Analytics + Modeling (Program, Benefits, Cobrand)
Operations + Execution
Cross-Functional Leadership
Case Study. Removing Operational Blockers
Problem:
When I joined PerkSpot, the startup wasn't able to attribute 47% of its transactions back to members (!) effectively stopping loyalty - the reason I joined - before it even got off the ground. You can't reward members for engagement if you can't track engagement! The reason for this gap was that the company used affiliate marketing integrations for its e-commerce marketplace, so it didn't directly handle the checkout of transactions - it relied on over a dozen feeds from affiliate aggregators that consolidated purchases from various brand websites in the company's merchant portfolio -- and these integrations were faulty.
Solution:
Although I knew very little about affiliate marketing when joining, I quickly became an expert! To first identify the problem and track it, I created a purchase tracking dashboard that gave the company its first ever insight into the fidelity of its purchase tracking feeds at a merchant level so we had an evergreen report to monitor the mix of transactions we could attribute to users. In parallel, I networked with affiliate marketing leaders in Chicago to identify the cause of our faulty tracking. Through networking, I was able to identify the gap in our integrations and design a technical and process solution to fix existing integrations and future-proof new merchant partners from being untrackable. I collaborated cross-functionally with our merchant team to create a new merchant onboarding process to drive correct affiliate marketing integrations, and created a working team to fix existing integrations. As we tracked progress with my report over the coming months, we were able to raise the percentage of transactions trackable back to users from 53% to 95% in just six months. This enabled loyalty expansion, retargeted marketing expansion, and the company's first ever member-level revenue analytics layer, which I designed. With a full picture of transaction data, I used my analytical and SQL skills to thread together our revenue databases and collaborated with our business intelligence team to create reports the entire company could benefit from. The company migrated measuring performance off of clicks to instead view performance through these revenue-based metric, significantly enhancing how we measure strategy across the enterprise and realigning our OKR's with drivers that directly impacted revenue growth. Afterward, my team added over 100 new loyalty merchants to the portfolio to grow out the program and created a 5-year roadmap to loyalty growth that's being used today to expand the program.
Skilled Used:
Strategic Vision
Comfort in Ambiguity
Self-Starter
Analytics and SQL
Networking
Cross-Functional Leadership
Driving Company-Wide Growth
Storytelling with Data
Partnerships