July 21st, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) debate Damian Lillard's contract extension and his comments about leadership, then dive deep into Jabari Walker and the Las Vegas Summer League champion Blazers.

July 10th, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) discuss Gary Payton II's addition and fit the with Blazers, Portland's potential playing rotation and what to watch from Shaedon Sharpe at Las Vegas Summer League.

June 30, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) dive into the Blazers' home-run trade for Jerami Grant and controversial decision to draft Shaedon Sharpe, then bounce around the league with NBA Finals takeaways and a new appraisal of Portland's chances in 2022-23.

June 11, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) discuss Phil Knight's bid to buy the Blazers, Portland's many rumored trade targets—plus one who HASN'T been linked to Rip City—and the current state of an awesome NBA Finals.

June 2, 2022 — Host Jack Winter (@ArmstrongWinter) gives Portland's new front office hires their flowers, goes through his updated top-three prospects for the Blazers at No. 7 then digs into trade rumors surrounding Raptors wing OG Anunoby.

May 19, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) discuss the ramifications of the Blazers' lottery night letdown, analyze three prospects worth selecting with the seventh overall pick, then take a random, Blazers-centric trip through the latest developments in the NBA playoffs.

May 12, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) cover every angle of the rumors surrounding Zach LaVine, talk Joe Cronin shedding the interim tag and try to put next season's Blazers in the context of this year's playoffs.

April 29, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) take a step back from the Trail Blazers to bounce around the NBA playoffs, discussing players, series and trends that will inform how Portland heads into a critical offseason.

April 21, 2022 — Justus Rogers (@jusrogersTV) and Jack Winter (@ArmstrongWinter) debate the importance of the Blazers losing an extra first-round pick, ponder some realistic free agent targets and stack up where Portland could be in the Western Conference next season before getting into some scattered discussion about the NBA playoffs.

April 12, 2022 — Justus Rogers (@justusrogersTV) and Jack Winter (ArmstrongWinter) talk the Trail Blazers' tumultuous, transformation regular season, digging into positives, negatives and questions that need answering before 2022-23.

April 6, 2022 — Host Jack Winter (@ArmstrongWinter) welcomes Justus Rogers (justusrogersTV) to the show to discuss what's been surprising about the Blazers' regular season, dive into some dark-horse draft prospects and debate what's next for Portland's breakout star, Anfernee Simons.

March 15, 2022 — As the regular season reaches its final weeks, host Jack Winter (@ArmstrongWinter) discusses Anfernee Simons' status and what Josh Hart's big night says about the rebuilding Blazers before transitioning to draft mode, eyeing three prospects outside the top-four that would be great fits in Rip City.

March 8, 2022 — Talking Trail Blazers is back, with host Jack Winter (@ArmstrongWinter) discussing the merits of Chauncey Billups' performance during a topsy-turvy debut season on the sidelines and the encouraging recent play of Trendon Watford, Brandon Williams and Keon Johnson.

March 1 , 2022 — After a transformative trade deadline and stunning pre-All-Star surge, host Jack Winter (@ArmstrongWinter) digs into the Blazers' past, present and future, focusing on the CJ McCollum trade, the status of Damian Lillard and Jusuf Nurkic and what Portland's rotation could look like next season.

February 8, 2022 — With the February 10th trade deadline fast approaching, Jack Winter (@ArmstrongWinter) breaks down Portland's controversial trade with the LA Clippers then dives into hypothetical deals with teams reportedly interested in acquiring C.J. McCollum.

February 2, 2022 —In this week's episode of Talking Trail Blazers, Jack Winter (@ArmstrongWinter) breaks down Nassir Little's injury and what it means for he and the Blazers, then pinpoints what Portland really needs to do before the trade deadline comes and goes on February 10th.

Talking Trail Blazers returns, with host Jack Winter (@ArmstrongWinter) diving into particulars from Portland's shocking 4-2 road trip and Damian Lillard's first media availability since going under the knife.

In this week's episode of Talking Trail Blazers, host Jack Winter (@ArmstrongWinter) digs into the film and numbers behind Anfernee Simons' meteoric rise, then discusses why the trade deadline is much more complicated for Portland than anyone wants to admit.

Talking Trail Blazers is back, discussing Damian Lillard's uncertain current status and whether Portland should shut its superstar down for the season's remainder and focus on the future.

On the second episode of Talking Trail Blazers, host Jack Winter (@ArmstrongWinter) goes in-depth on Portland's much-needed victories over the Charlotte Hornets and Memphis Grizzlies, then discusses how Damian Lillard reaching his All-NBA form trickles down to the rest of the Blazers.