Field Notes
Where Sales Strategy Meets People Strategy
Practical, research-backed lessons on hiring salespeople and sales leaders, paying them well, and keeping the good ones.
Stop Playing Chess With Your Pipeline: Sales Is a Game of Poker
Stop treating your sales pipeline like a game of chess. Learn why sales is actually a game of poker and how probabilistic thinking drives more closed deals.
When to Hire Your First HR Person (and Why Most Ontario Businesses Wait Too Long)
Most Ontario businesses get the timing wrong on when to hire their first HR person, waiting for a headcount number instead of the moment people risk starts costing them. Here are the real triggers, and what to cover until a full-time hire makes sense.
When should you hire your first sales manager?
Wondering when to hire your first sales manager? Promoting your best rep is the default that backfires. Here is the real trigger, the research, and the Ontario legal trap to avoid.
Hiring for culture fit is a legal landmine. Here's what to hire for instead
Hiring for culture fit may seem like good judgment, but it is often a legal minefield and a bias trap. Here is what to hire for instead, using the four dimensions of fit.
Are Non-Compete Agreements Enforceable in Ontario?
In Ontario, employee non-competes have been void since October 2021. Here is who is exempt, what it means for your sales team, and what actually protects your book of business.
A Construction Sales Pipeline That Goes Beyond the Bid List
A bid list tells you what could be priced. A pipeline shows which projects deserve your estimating time and how to pursue them.
What DeepSeek Made Me Question About How We Lead in Canada
I went looking for a technology story. DeepSeek handed me a leadership one instead, and it wasn't flattering to how we manage people in Canada.
The Candidate Your AI Just Rejected Is Also a Customer
Most job seekers have now been interviewed by an AI, and most weren't told. How AI screening and interviewing reshape candidate experience, and what it costs you.
AI Was Supposed to Take the Bias Out of Sales Hiring. It Just Learned Yours.
Everyone selling AI hiring is selling you Moneyball. The catch: the tool either learned bias from your history or showed up already carrying it. Here's what the research shows, and how to fix it.
I Used to Think an Employee's Money Stress Wasn't My Problem
The cost of living is a business problem, and paying more is not where to start. A note to Canadian small business owners on competitiveness, AI, livable wages, and letting people share the upside they create.
Are Sales Bonuses a Waste of Money?
Sales bonuses are not inherently a waste of money, but companies waste a fortune paying for behaviours they never actually wanted. Here is what the research, and my own mistakes, taught me about designing a plan that buys the right behaviour.
What LeBron Is Teaching Us All About Retaining Top Performers
LeBron James just handed the Lakers his notice. If an organization with that much going for it can’t keep someone, what is a small business actually supposed to do when its best person walks in with the same news?
The Commission Plan That Turned Paul's Engineering Team Into the Enemy
Paul's engineering team had stopped cooperating with sales. His best business dev rep was closing deals that blew up on delivery. His longest-tenured client (eleven years) was now asking for a refund. He was convinced he had a people problem. He didn't. He had a commission plan that was quietly destroying the culture he had spent a decade building.
The probation period myth that costs Ontario employers
Most Ontario employers treat probation as a no-risk window to let someone go. The ESA, the Human Rights Code, and the courts disagree. Here is what probation actually means, and how to run one that holds up.
The 2026 Return-to-Office Mandate Is a Pay Cut You Are Not Calling a Pay Cut
Employees value hybrid flexibility at about 7% of pay, and 70% say they would job-hunt over a full return. A blanket RTO mandate is a pay cut you are not calling one, and it drives out your most senior, skilled, and female employees first.
Ontario's 2026 Job Posting Rules: A Compliance Test You Can Pass and Still Lose
Ontario's new job posting rules took effect January 1, 2026: posted pay ranges, AI disclosure, no Canadian-experience filters, and a 45-day reply to anyone you interview. The bare-minimum version is legal and quietly expensive. Here's the sales leader's read.
The People Who Quit in January Decided to Leave in October
The people who quit in January decided in October, and your comp plan often made the decision for them. With switching no longer paying a premium, a soft market strips away the easy excuse. Here is the retention fix.
Your Annual Performance Review Measures the Manager, Not the Employee
Only 14% of employees say reviews inspire them, and more than half of a rating reflects the rater, not the person rated. Why the annual review measures the manager, what to do instead, and the Ontario documentation risk.
