How should I structure the hiring process for Sales Leadership roles?

Learn what top Sales Leaders expect before joining a company. Perfect for hiring VPs, CROs, and Directors across Canada and the U.S.—from Toronto to New York and Austin.

Good Sales Leaders expect a structured, executive-level process. Here’s how we guide clients through it at Quota Crushers Agency:

  • Step 1: Vision alignment call (CEO or Founder-led)
    Set the tone: where is the company going, and what’s the mission?

  • Step 2: Sales performance deep-dive
    Discuss metrics, pipeline velocity, team org chart, and 12-month goals.

  • Step 3: Executive panel interview
    Let them meet cross-functional peers (Marketing, Product, Finance). It shows buy-in.

  • Step 4: Strategic plan presentation
    Ask the candidate to present a 30-60-90 day plan. This reveals thinking style, approach, and priorities.


What are the best cities to hire Sales Leaders in?

While strong leadership can be remote, many companies still want talent based near their HQ or major clients. Based on our work at Quota Crushers Agency, here’s where we see the most high-quality Sales Leadership candidates:

  • Toronto – Tech, finance, SaaS, and food & beverage sectors

  • New York & New Jersey – Fintech, digital advertising, media sales

  • Austin & Dallas – Cybersecurity, telecom, energy

  • Vancouver & Calgary – Mid-market industrial, logistics, and tech scaleups

  • Los Angeles & Miami – Consumer products, ecommerce, and Latin America-focused roles


What should I offer to attract Sales Leaders?

Strong salary and equity are just the beginning. You also need to offer:

  • Clear authority and autonomy

  • Growth runway—within 12–18 months

  • Strong support: RevOps, Sales Enablement, and Marketing alignment

  • No hidden red flags (high churn, bad tech, unscalable CAC, etc.)

Make the offer stage feel like a business partnership, not just a comp negotiation.


Final Thought

If you want a Sales Leader who truly moves the needle, you have to be a company they’d be proud to lead.

Don’t just pitch the job—sell the opportunity. Share the vision, show the metrics, and build a process that respects their experience.

At Quota Crushers Agency, we’ve placed VPs of Sales, CROs, and Regional Directors across the U.S. and Canada, helping growth-stage companies secure the kind of sales talent that turns strategy into revenue.

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