Head of Sales, Urgent Care (Remote, Winnipeg)

Blacksmith Agency LLC; Winnipeg; Remote; CAD 211,000 - 366,000; Full time

Job summary

Blacksmith Agency is seeking a Head of Sales for Urgent Care to own our largest multi-location deals from first meeting to signed contract. This remote role targets urgent care groups with many sites, where a single deal covers the whole group and enables the next.

You will close $1M+ annually across large, multi-location accounts, working with owners and regional leaders. No direct reports; this is an individual contributor seat focused on strategic, high-value opportunities.

Qualifications

• Proven track record closing $1M+ annually in large, multi-location or enterprise accounts.
• Experience selling to urgent care groups or similar multi-location buyers.
• Long, consultative sales cycles with multiple decision makers.

Responsibilities

• Own the full sales cycle from discovery to close (3–12 months).
• Negotiate with owners, regional operators and marketing leaders.
• Drive expansion to additional locations and services after signing.
• Collaborate with strategists and leadership to craft proposals for high-stakes deals.

Skills

Closing large accounts

Enterprise sales

Multi-location sales

Job description

Blacksmith Agency

• Sales
• Full time
• Remote (USA or Canada)

No direct reports. This is an individual contributor seat going after strategic, multi-location urgent care accounts: large groups you open and close yourself.

About The Role

Blacksmith Agency is an AI-first digital agency running websites, SEO and paid media for urgent care groups running many sites. As Head of Sales for Urgent Care, you own our largest multi-location urgent care deals, from the first meeting with ownership to the signed contract. One win covers many locations, so each deal is large, multi-stakeholder and worth the work. Our sales development team and inbound put qualified meetings with these groups on your calendar, so your time goes to closing.

The seat

• $2M annual quota, carried on a small number of large accounts.
• Leads fed to you: meetings with urgent care groups running many sites, booked by our sales development team or inbound.
• No management. No team to build, hire or run.
• Strategic accounts: urgent care groups with many locations, where one signed deal covers the whole group and opens the next.

What You Will Own

• The full cycle on large deals: discovery, proposal, negotiation and close, over 3 to 12 months.
• Deals with owners, regional operators and marketing leaders all at the table.
• Expansion: more locations and more services once a group signs.
• Proposals built with our strategists and leadership for the deals that matter most.

What You Bring

• A record of closing $1M+ a year on large, multi-location or enterprise accounts.
• Selling into urgent care groups, or marketing and agency services to similar multi-location buyers.
• Long, consultative cycles with several decision makers. If your background is high-volume, single-location or one-call transactional sales, this is a different job.
• You would rather close business than manage people.