The Winning Momentum Podcast with Scott Sinclair

In December 2025, the City of Fernie released more than 24 million litres of raw sewage and stormwater into the Elk River. The problem behind it has been known since 2011 — and the city is now formally out of compliance with the Province. In this episode of Winning Momentum, host Scott Sinclair sits down with engineer and Fernie city councillor Harshan Ramadass — candidate for Mayor of Fernie — fo...

Building software with a cigar, launching a lending company, the merchant-cash-advance trap, and what a small-town sewage crisis teaches about execution. This Week Vibe-coded a business valuation tool — built it just by talking to an AI; it’s going up on thescottsinclair.com.  Also, built two websites. We launched Interim Credit Corp. — a new lender for Canadian businesses in transition: bridge, D...

Credit bids, CRA’s silent priority, and why the “capital has dried up” story is wrong. Deals on the Go •  Court-supervised sale process live — how SISPs and credit bids actually work (public file) •  A recurring-revenue water business drawing a steady stream of serious buyers •  Interim-CFO turnaround of a machine shop with no books •  Equipment liquidation up north — with a CRA-priority wrinkle L...

DIP financing, the turnaround rule nobody likes, and an honest update on our own stuck real estate. Deals on the Go •  DIP financing 101 — court-approved loans that rank ahead of everyone so a stalled company has the capital to change •  Sapphire Global’s DIP on Sirona Pharma: $2.5M to stabilize, stay creditors, get relicensed — business now being sold •  New client: a stalled $100M+ real estate d...

I went to Mexico. Came back sick. Still ran the show. This week at Sinclair Range: three live deals including a cannabis company exiting CCAA, a $100M private credit raise, and an active enforcement file. Plus — the one turnaround lesson that changes everything, a Docusign trap that nearly cost us eight figures, and how AI has taken over our entire operation in two weeks. Deals on the Go A cannabi...

This week we tackle two small business valuations, reveal how AI collapsed 30 hours of professional work into 90 minutes, and share a golden rule every investor needs to hear: you make your money on the buy. Interesting Deal / File of the Week: Valuing a Small Business We were asked to provide valuation guidance on two small businesses for partner buyouts. We walk through the full professional pro...

This week at Sinclair Range, we catch up on the high-stakes drama and deals of 2026. From a $100 million private credit mandate to a "hostile takeover" attempt that required a 48-hour emergency rescue, we dive into the real-world grit of restructuring and transition. Interesting Deal / File of the Week: $100M Private Credit & Ontario Machining We went to market on a $100 million priv...

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 irration...

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, Ris...

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 com...

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 outrage...

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 advis...

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 turnaro...

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...

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, includ...

Brand Power, Receivership Risk and Office Struggles Join Scott Sinclair, Founder and President of Sinclair Range, for your weekly window into the real world of deals, decisions and business adventures. This week, we look at how brand eliminates the sales cycle, the risks of a receivership motion, and the frustrations of office providers who don’t deliver. In this episode: • Lesson of the Week – Po...

Deal Momentum, Oil Patch Challenges & Fundraising Success Join Scott Sinclair, Founder and President of Sinclair Range, for your weekly window into the real world of deals, decisions, and business adventures. This week, we dive into why preparation kills or saves deals, a high-stakes oil patch restructuring, a real estate deal heading to litigation, and a fundraising win for a local ski team t...

This week we get into how deals are packaged, why focus matters, a live opportunity in Alberta’s energy sector, and a reminder that staying humble is always good advice. In this episode: • Lesson of the Week – Too many entrepreneurs are pitching without numbers, structure, or focus. Investors need clarity: how they get in, how they get out, and what happens in between. • The Inner Circle – Our liv...

This week’s episode blends economic reality checks with behind-the-scenes dealmaking, negotiation strategy, and the ongoing rebuild at Sinclair Range. In this episode: • Canada’s economy contracts 1.6% in Q2 2025, with exports plunging 31% and unemployment hitting its highest level since 2016 (outside the pandemic). Does Mark Carney have a plan? • A restructuring file where a customer dispute led...

This week’s insights range from timeless marketing strategy to messy real-world restructurings, with lessons on how leadership, fundamentals, and clear process make the difference in deals. In this episode: • A quick MBA-level lesson in marketing strategy: the 3Cs and 4Ps. Outdated in the classroom, still essential for real-world pitches and business plans. • A restructuring file where a U.S. cust...

This week we hosted the first-ever meeting of The Inner Circle: Deals & Capital. Close to 30 founders, executives, investors, brokers, and advisors joined us on Zoom to pitch deals, share challenges, and sharpen strategies. The next session is Tuesday, August 26 at 3 p.m. Eastern. Bring your deal and your questions. In this episode: • Why bad news should be delivered immediately. Delaying only...

This week at Sinclair Range, we spent serious time preparing for The Inner Circle: Deals & Capital. The calls start Tuesday, August 12 at 3 p.m. Eastern and continue every other Tuesday. If you’re raising capital, restructuring, or navigating challenges — show up. In This Episode: • Lesson of the Week: Be a magnet. You can’t sell financial deals — people have to want in. Structure and storytel...

Scott's back from a golf break (4 rounds in 5 days - now the back is jacked) and diving into what’s happening at Sinclair Range during the summer slowdown. Here’s what we’re covering this week: Lesson of the Week • Why do we prepare financial models? • Not to predict the future—but to clarify our assumptions • A good model forces you to think about what really drives profit and cash flow • An...

This week: when lawyers derail deals, a high-stakes bridge loan, and a closing that crashed at the finish line. Lesson Learned of the Week Lawyers are there to protect the deal - not make it. Use them to paper what’s been agreed, not to run point. And definitely not to negotiate on your behalf. Especially not litigators. There are exceptions, sure – but, as a rule, deals should be made by business...

Welcome to the Week in Review with Scott Sinclair, Founder and President of Sinclair Range. In this episode, Scott shares a candid look into the reality of getting deals done during the summer slowdown, managing conflicting schedules, and staying focused when momentum stalls. This week’s episode is pre-recorded, and for good reason—it’s been a long few days packed with travel, shifting meetings, l...