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The Winning Momentum Podcast with Scott Sinclair
Winning Momentum is for business leaders, entrepreneurs, owner managers, related professionals and students of business. It is about improved business performance, leadership and crisis management. Turning negative momentum into positive momentum that, in turn, renews energy and passion, attracts resources, both human and financial, and relieves the destructive personal and family pressures that come with a struggling business. Winning Momentum content consists of three parts: 1. Leadership Skills: Because troubled businesses need leadership to change. 2. Mindset Development: Because troubled businesses are always limited by the personal habits and mental filters of its leaders. 3. Technical Skills: Because running out of money during a turnaround is not an option.
The Winning Momentum Podcast with Scott Sinclair
Sinclair Range Week in Review – October 31, 2025
It’s Halloween and a busy week at Sinclair Range. This episode includes the usual segments — Lessons Learned of the Week, Interesting Deal of the Week, and Struggles of the Week — with sharp insights into the real world of deals, debt, and capital.
Highlights:
• Inside look at The Inner Circle: Deals & Capital — Sinclair Range’s free, live biweekly community for founders, executives, and advisors. Next week’s meeting features a bridge loan pitch, a private debt lender, and a retired Air Force General discussing emerging warfare technology.
• Lesson Learned: What is angel investing really? Scott breaks down the three major risk profiles — private debt, PE-style equity, and VC-style equity — and shares what works (and doesn’t) for individual investors.
• Interesting Deal of the Week: Sinclair Range is arranging a 5 million dollar DIP financing for a premium and medical-grade cannabis producer in Alberta. Learn how the CCAA process, secured lending, and distressed debt intersect in this real-world turnaround story.
• Struggles of the Week: Behind the scenes on Ninepoint Private Debt and its Canadian Senior Debt Fund — and why OPM Wire’s coverage caught Scott’s attention. Insight into fund-agent structures, liquidity issues, and Sinclair Range’s unique perspective from direct industry involvement and ongoing litigation.
From angel investing and private debt to active restructuring mandates, this week’s episode dives deep into how real deals get made — and sometimes, how they go sideways.