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Do Trailblazers have a lot of problems?

Yes. The Trail Blazers are dealing with multiple significant challenges as they navigate a rebuild following the departure of a franchise icon and the rise of a young core.


In the current era, the team must balance player development with on-court competitiveness, while facing leadership changes in the front office and coaching staff, injuries to rising players, and the broader realities of operating in a small market while trying to regain playoff relevance.


Context: A Franchise in Transition


Since trading Damian Lillard in 2023, Portland has leaned into a youth-driven plan built around Scoot Henderson, the 2023 draft's 3rd overall pick, and other developing players. The organization has also recalibrated its management structure to emphasize long-term growth over quick wins.


Current Challenges Facing the Team


Here are the major hurdles the Blazers face as they try to convert potential into consistent results.


Roster development


Building a cohesive, two-way rotation around a young core while protecting growth and managing minutes.



  • Developing Scoot Henderson as a lead guard with immediate expectations for playmaking and scoring.

  • Defining roles for Anfernee Simons and other young players to maximize growth without sacrificing competitiveness.

  • Finding reliable depth behind the core to withstand injuries and load management.

  • Maintaining a clear, long-term development plan that keeps the team on track without overcommitting to short-term wins.


The team must optimize development while balancing wins, a common tension in rebuilds.


Front office and coaching stability


Leadership changes over the past few years have created an ongoing transition as the organization defines its strategic direction and coaching philosophy.



  • Front office leadership adjustments since the Neil Olshey era, including the evolving role of the general manager and Presidents of Basketball Operations.

  • Coaching stability under Chauncey Billups and the ongoing task of installing a system that fits a young core.

  • Evaluation of draft choices and asset management to build a sustainable long-term plan.

  • Balancing cap flexibility with the need to acquire veteran help to support development.


Until leadership trends stabilize, clear long-term direction and consistent development plans remain in question.


Market realities and health constraints


External factors also complicate the rebuild, from the constraints of operating in a smaller market to the health and availability of key players.



  • Challenges in attracting top-tier free agents given market size and dynamics.

  • Injury risk to a young core, including Scoot Henderson and other developing players, which can derail momentum.

  • Salary-cap considerations and the availability of draft capital to pursue trades or salary-related moves.

  • Rising fan expectations and media scrutiny that place pressure on the organization to produce tangible progress.


External factors complicate but also offer opportunities if development and smart asset management pay off.


What the Blazers Have Done to Address the Issues


Portland has taken several steps aimed at stabilizing the future and accelerating player development.



  • Selected Scoot Henderson with the 3rd overall pick in the 2023 NBA Draft and prioritized his development.

  • Recalibrated the front office structure to emphasize a long-term plan and asset management.

  • Laid groundwork for a youth-focused roster with supplementary veterans to support growth and learning.

  • Invested in coaching and development infrastructure to improve the production of a young core.


These actions demonstrate a commitment to a sustainable path, even if execution remains a work in progress.


Summary


The Portland Trail Blazers are navigating a transitional period marked by a franchise-icon departure, a focus on young talent, and leadership changes. While this creates multiple immediate challenges, the path forward hinges on accelerating Scoot Henderson’s development, stabilizing management and coaching, and leveraging smart drafting and development to return to playoff relevance in the coming seasons. The next 12-24 months will be telling in whether the problems are temporary roadblocks or signs of a longer-term struggle.

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Kevin Bennett

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Kevin Bennet is the founder and owner of Kevin's Autos, a leading automotive service provider in Australia. With a deep commitment to customer satisfaction and years of industry expertise, Kevin uses his blog to answer the most common questions posed by his customers. From maintenance tips to troubleshooting advice, Kevin's articles are designed to empower drivers with the knowledge they need to keep their vehicles running smoothly and safely.