The Winning Momentum Podcast with Scott Sinclair

Scott Sinclair
  • 5.0 (5)
  • BUSINESS
  • UPDATED MONTHLY

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.

  1. JAN 9

    Sinclair Range Week in Review – January 9, 2026

    This week at Sinclair Range, we reflect on the power of persuasion-based thinking, lessons learned from dealmaking under stress, the realities of rebuilding momentum, and why admitting trouble is the first step to any real turnaround. • Tribute & Lessons from Scott Adams Why persuasion-based framing explains behavior better than surface facts, how incentives and framing make seemingly irrational decisions predictable, and why this skill is critical in business, leadership, and negotiations. • Persuasion as a Business Skill Key persuasion concepts including framing, attention, repetition, visualization, and reciprocity, and how understanding persuasion improves sales, dealmaking, and decision-making in complex environments. • Momentum Requires Work A look at the physical and mental grind behind rebuilding a business, why changing momentum is not passive, and how discipline, hustle, positivity, and integrity form a simple but effective operating formula. • Interesting Deal / File of the Week Overview of a new going-concern sale or financing mandate for a precision machining and plastic injection mold tooling company in Ontario, including sector exposure, recent operational challenges, improving cash flow, and growth momentum in aerospace. • Lesson Learned: Deals That Die at the NDA Why prolonged negotiations over standard agreements are a leading indicator of deal failure, how decision paralysis kills distressed companies, and why availability of capital matters more than cost when survival is at stake. • Admitting Trouble as a Turning Point Why true turnaround begins with honestly admitting the severity of a problem, how denial slows decision-making, and why acknowledging rock bottom frees leaders to act decisively. • Struggle of the Week Progress update on completing the Pathway to Profit Academy, why it exists for founders not yet ready to hire Sinclair Range, and how finishing long-delayed projects is part of restoring momentum. • What I’m Thinking About: Momentum and Defense A personal reflection on illness, loss of momentum, rebuilding from defense, and why stabilizing first creates the foundation for growth, expansion, acquisitions, and private credit deployment in 2026. #Business #Deals #Turnarounds #PrivateCredit #Leadership #Momentum #Persuasion #Capital #Restructuring #SinclairRange

    31 min

  2. 2025-12-12

    Sinclair Range Week in Review – December 12, 2025

    This week at Sinclair Range, we break down how to properly evaluate investment performance, why benchmarks and mandates matter more than headline returns, and why private credit generates better returns than real estate. • How to Judge Investment Performance Properly Why two portfolios with similar returns can be judged very differently depending on mandate, risk, and benchmarks. • Benchmarks, Risk, and the AI Bubble Why today’s equity benchmarks are distorted by a handful of AI-driven stocks, how diversification hurts returns in bubbles, and what happens when those bubbles burst. • Knowledge Arbitrage in Investing Why true outperformance comes from information and experience, not risk, and how private credit rewards those who understand complex situations. • Passive Income vs Real Returns Why real estate fund marketing often obscures true performance, how fees and structure compress returns, and why institutional capital is flooding into private credit. • Lesson Learned: Power in Distribution Why having a better product isn’t enough, how margin follows power in the value chain, and why most businesses lose to distribution - unless they go direct-to-consumer. • Struggle of the Week Why investors sometimes make losses worse by trying to “work with” borrowers and when you must shift from solution provider to enforcement mindset. #Finance #Investing #PrivateCredit #Wealth #Benchmarks #CapitalAllocation #Restructuring #CCAA #DIPLoans #SinclairRange

    43 min

  3. 2025-11-28

    Sinclair Range Week in Review – November 28, 2025

    A big week at Sinclair Range, with our first Sapphire Global Finance deal closing, a deep dive into compounding vs “passive income,” and important lessons from real restructuring work across North America. Highlights: • Interesting Deal of the Week: Sapphire Global Finance Closes Its First DIP Loan Sapphire has completed its first transaction — a highly secured DIP loan for a Canadian cannabis company entering CCAA protection. Scott explains why DIP financing pays high returns, how court-ordered super-priority works, and why Sinclair Range’s expertise creates value for borrowers and investors. • Wealth & Compounding: The Truth Behind Passive Income After reviewing Grant Cardone’s “abundance mindset” message, Scott breaks down why compounding — money, skills, network, health, talent stack — is the real engine of wealth creation, and why wasting money kills momentum. • Private Credit vs Real Estate Funds Scott compares real-world returns: Cardone Capital IRR (~8%) S&P 500 (~14.9%) Private credit deals Sinclair Range is closing today, often multiples higher. He also outlines upcoming ways investors may gain access to private credit opportunities alongside Sinclair Range. • Lesson Learned: The Five Ways a Borrower Can Repay a Lender Scott reviews the only five paths in any restructuring: refinance, cash flow, asset/equity sale, restructure, or liquidate — and why borrowers and lenders often lose sight of these fundamentals. • Startups & Capital Founders must focus on mission, value creation, and execution — not just raising money. Scott highlights why capital follows traction and how The Inner Circle: Deals & Capital helps founders get feedback and clarity. #Finance #Investing #PrivateCredit #Compounding #Restructuring #Turnaround #DIPLoan #CCAA #CannabisBusiness #WealthBuilding #Entrepreneurship #SinclairRange #CapitalRaising

    39 min

  4. 2025-11-07

    Sinclair Range Week in Review – November 7, 2025

    A huge week at Sinclair Range — from Elon Musk’s trillion-dollar pay package to real-world bridge loans, litigation, and market opportunities. Scott covers it all in this episode of Week in Review, where business, deals, and persuasion meet reality. Highlights: • Opening Commentary: Elon Musk’s $1 trillion Tesla pay package — what it really means, why it’s more persuasion than pay, and how outrageous anchoring works in business negotiations. • Lesson Learned of the Week: The five real ways a borrower can repay a lender. Forget the noise — Scott walks through the only options that actually exist, how companies get stuck, and what Sinclair Range sees in real debt restructuring work across North America. • Startups & Capital: Founders, stop confusing fundraising with execution. Why mission, business plans, and adding overwhelming value come before capital — and how The Inner Circle: Deals & Capital helps entrepreneurs get clarity, feedback, and traction. • Interesting Deal of the Week: Sinclair Range launches a $6 million Debtor-in-Possession (DIP) bridge loan in Alberta under CCAA protection — a fully secured, high-yield opportunity structured in investor-friendly tranches. • Struggles of the Week: Updates on Sinclair Range’s ongoing litigation with Ninepoint Partners, plus a new case with Zurn Elkay Water Solutions (NYSE: ZWS) — a U.S. industrial giant celebrated for sustainability, yet accused in court of failing cleanup obligations at a small Ontario site. • Musings of the Week: The massive $1-trillion-plus private debt market is booming. Scott explores how Sinclair Range is uniquely positioned in high-yield, secured turnaround lending — and whether it’s time to open co-investment opportunities for accredited investors. From persuasion and planning to private debt and litigation, this episode gives a candid look at how real deals get done — and what happens when they don’t. #Business #Finance #Investing #PrivateDebt #BridgeLoan #Restructuring #Turnaround #Leadership #Entrepreneurship #SinclairRange #TheInnerCircle #Capital #CCAA #Litigation #ZurnElkay #Ninepoint #Tesla #ElonMusk #Persuasion #Negotiation #Momentum #BusinessStrategy

    33 min

  5. 2025-10-31

    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.

    32 min

  6. 2025-10-24

    Sinclair Range Week in Review – October 24, 2025

    This week, Scott takes a different approach — fewer files, more reflection. Amid chaos, tough negotiations, and constant bad news, he shares how The Power of Positive Thinking and the Winning Momentum methodology apply to both global events and business turnarounds. In this episode: • Why President Trump’s first-phase peace deal between Hamas and Israel is a master class in negotiation and turnarounds. • How Scott Adams describes Trump’s “reality distortion” as persuasion — and what leaders can learn from it. • Eric Trump’s surprising comment: “It was an excellent example of the power of positive thinking.” • The connection between Norman Vincent Peale’s 1952 classic The Power of Positive Thinking and the Trump family’s mindset — and why Scott is revisiting the book today. • Lessons from Peale that align with Sinclair Range’s Winning Momentum framework: recognizing “mental garbage,” replacing fear with focus, and manufacturing momentum through compounding wins. • Behind the scenes at Sinclair Range: weeks of chaos, collapsing deals, fraud discoveries, and constant bad news — and why Scott stopped reading negative updates. • The practical leadership takeaway: o Compress your “negative time” into a small daily window. o Focus the rest of your day on progress and value creation. o Find one thing to win at each day — because small wins compound into momentum. • How positivity, reframing, and focus bring order out of chaos — in business, leadership, and life. Quote of the Week: “You don’t have to be relentlessly positive — but you must not be negative. Negativity creates fear. Fear creates paralysis. Paralysis creates more negativity.” Join the conversation: If your company is in transition — growing fast, facing distress, or doing deals — reach out. Sinclair Range exists to help you navigate chaos and create momentum.

    20 min

  7. 2025-10-11

    Sinclair Range Week in Review – October 10, 2025

    It’s been a whirlwind couple of weeks at Sinclair Range. This episode includes our usual segments: Lessons Learned of the Week, Interesting Deal of the Week, Struggles of the Week, and Scott’s Musings of the Week. • Scott shares updates from a long trip to Toronto packed with back-to-back meetings, new client opportunities, and a couple of major blow-ups in the West, including a receivership and a new, complex file involving fraud. • Why Sinclair Range resigned from a client mandate - something that doesn’t happen often. • The critical difference between being “deal people” and running a business. • Why small businesses shouldn’t go public in today’s market • What would Scott do to grow Sinclair Range if he had unlimited capital to deploy? • Introducing Sapphire Global Investments - a brand-new capital pool looking for secured debt, equity, and other deals. • Receivership of a 25-year-old family business in Edmonton. • Highlights from the latest session of The Inner Circle, Sinclair Range’s free, private live community for founders, executives, and advisors: • Join the next session to pitch your deal, ask tough questions, and connect with serious players.

    31 min

  8. 2025-09-26

    Sinclair Range Week in Review – September 26, 2025

    It’s been a busy week at Sinclair Range.  This Episode includes our usual segments: Lessons Learned of the Week, Interesting Deal of the Week, Struggles of the Week, Scott’s Musings of the Week. • Why you should always draft your own non-binding term sheets before bringing in lawyers. • How AI can help you think through deal terms and prepare for negotiations. • Examples from current files, including: o Term sheet for a forbearance agreement o Statement of facts for Novanni litigation o Purchase order work for EarthProject • Bottom line: Sweat the small stuff - being prepared saves money, time, and headaches. • The Inner Circle: Deals & Capital Recap of our latest session: o Rick Williams (Terreno Resources Corp.) – Tantalum project update in Bolivia. o Geoffrey Hiscock (Desmos Partners) – Opportunities in private debt funds for Canadian mid-market businesses. o Jeremy Weber (7024 Ventures) – Using employee personal brands to humanize corporate brands. o Duane Morrison (Siena Lending Group) – Overview of Siena’s lending products. • Join us next time! It’s a free, private, live community for founders, executives, and advisors to pitch deals, share challenges, and sharpen strategies. • Cold email about buying Sinclair Range (unusual, well-written, worth a meeting). • No business for sale today, but Sinclair Range could be a strong platform leader in the future. • Update on the Receivership motion against a client. • Saying goodbye to Jennie, who has been with Sinclair Range through some difficult times. Don’t forget to subscribe, comment, and share if you found value in today’s episode. #Business #Entrepreneurship #Finance #Investing #DealFlow #Capital #PrivateEquity #Restructuring #Turnaround #Leadership

    26 min
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Ratings & Reviews

5
out of 5
5 Ratings

About

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.

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