Remote Red team operator Jobs – 13 Openings This Week

VP of Revenue
Red Pepper Digital —Greater Toronto Area, ON
- $180,000–$300,000 a year
- Full-time
- Remote
- Business development
- Team management
- Recruiting
Quick apply
Founding Product & Brand Designer (0-to-1 / Stealth) - Canada
Pack.com —Toronto, ON
- Full-time
- Remote
Quick apply
3d
Crane Operator
Surespan —North Vancouver, BC
- $40–$57 an hour
- Immediate opening
- Remote
- Travel
Quick apply
Senior Visual & Brand Designer (0-to-1 / Stealth) - Canada
Pack.com —Toronto, ON
- Full-time
- Remote
Quick apply
1d
Senior Red Team Operator, Deloitte Global Technology
Deloitte —Toronto, ON
- $85,000–$156,000 a year
- Remote
- Azure
- Research
- Continuous improvement
VP of Operations
Cache Ventures —Vancouver, BC
- Remote
- Paid time off
- Flexible schedule
Quick apply
Head of GTM
Cache Ventures —Vancouver, BC
- Remote
- Sales
- Marketing
- Paid time off
- Flexible schedule
Quick apply
Casino Front End Manager - iGaming
Pure Canadian Gaming Corp. —Edmonton, AB
- Full-time
- Remote
- Merchandising
- Project management
- Marketing
Quick apply
Heavy Duty Mechanic- In Shop/Remote
Arctic Storm Oilfield Ltd. —Daysland, AB
- $450–$550 a day
- Temporary
- Hybrid work
- Schematics
- First Aid Certification
- Construction experience
Quick apply
4d

Other jobs to consider

Find your next job by exploring related positions.

Security Consultant
Redwolf Security —Toronto, ON
Own and ensure a positive experience with clients to understand and document their problems, goals, timelines, and systems architecture to develop test plans…
$100,000–$130,000 a year
Senior Security Analyst
Coalition, Inc. —Vancouver, BC
Knowledge of programming and scripting for development of security tools and industry frameworks is helpful. Knowledge of TCP/IP Protocols, network analysis and…
$106,700–$163,075 a year
Quick apply

Show more related jobs

Explore jobs in cities nearby

Check out jobs in cities near your current location, Columbus

Automation Technician
WIOSS Canada Corporation —East Gwillimbury, ON
2-3 year degree or diploma in Electromechanical Engineering technology or equivalent OR Red seal endorsement in Electrical 442A/ 309A / 5th year Industrial…
$26–$39 an hour
Quick apply
Mechanic
Aquatech Dewatering Company, Inc. —Maple, ON
Communicate effectively with supervisors, team members, and customers regarding equipment status, repair timelines, and preventative maintenance recommendations…
From $34 an hour
Quick apply

Show more jobs in cities nearby

I want to receive the latest job alerts for red team operator in remote

By signing in to your account, you agree to SimplyHired's Terms of Service and consent to our Cookie and Privacy Policy.

Explore jobs in more locations

red team operator jobs near remote

VP of Revenue

Red Pepper Digital
Greater Toronto Area, ON

Quick apply

Job details

Full-time
$180,000–$300,000 a year

Qualifications

Pricing strategies
Customer retention
Product positioning strategy
Coaching
Business development
Team management
Packaging
Sales pipeline
Customer relationship management
Forecasting
Recruiting
B2B
Contracts
SaaS
Negotiation
Pipeline

Full job description

VP Revenue

Location: Toronto, ON (preferred)
Reports to: CEO
Direct Reports: Sales and Customer Success teams

About the Role

Red Pepper Digital is building the essential adtech platform for promotion-led commerce — combining pre-shop engagement, shopper insights, and AI-driven personalisation to drive conversion, basket size, and customer lifetime value for grocery and retail operators across North America.

Our platform — digital promotions, retail media, and data infrastructure — is built to be core retailer infrastructure: embedded, recurring, and high-margin by design. The next phase is extending that model beyond our Grocery cornerstone into Retail and Trade, building the unified ecosystem that makes RPD indispensable at scale.

This is the commercial leadership role that drives it — owning revenue, retention, and commercial architecture, and shaping which verticals we enter next. This is a builder's role for someone who wants to shape a category, not run a playbook.

Key Responsibilities

Revenue Growth

Own the North American sales number across new logos, expansions, and renewals.
Build and manage a disciplined pipeline with accurate forecasting and stage governance.
Drive a consultative, insight-led sales motion across retailer and brand buyer personas.

Commercial Structure & Packaging

Own pricing strategy, packaging architecture, and commercial model design.
Develop tiered offering structures that serve independent grocery operators while scaling into broader Retail and Trade/Manufacturing segments.
Work with Product and the CEO to ensure packaging reflects platform capability and market positioning.
Lead commercial negotiations on strategic deals, setting precedent for scalable contract structures.

Customer Success

Lead a Customer Success function focused on adoption, ROI realisation, and retention.
Build strong executive relationships across the retailer and brand customer base.
Establish health scoring and proactive intervention practices to protect and grow NRR.

Vertical Expansion

Maintain and grow RPD's core independent and regional grocery segment.
Extend the commercial motion into broader retail verticals where the RPD platform has clear application.
Identify vertical-specific packaging, pricing, and partnership requirements for each new segment.

Go-to-Market Leadership

Partner with the CEO on overall go-to-market strategy, market positioning, and competitive response.
Collaborate with Marketing to align campaigns, content, and demand generation to pipeline stage and vertical priorities.
Represent RPD at industry events, trade conferences, and brand/CPG forums.

Team & Culture

Recruit, develop, and retain a high-performing Sales and Customer Success team.
Establish a performance culture with clear KPIs, coaching rhythms, and accountability.

Ideal Candidate Profile

10+ years of experience in B2B SaaS or retail technology, with at least 5 years in senior sales leadership.
Proven track record owning a revenue number in the $10M–$30M ARR range.
Experience across multiple buyer types — retailers, grocery operators, CPG/FMCG brands, or Trade/Manufacturing — strongly preferred.
Demonstrated ability to build and evolve commercial models, including packaging, pricing, and deal structures — not just selling into existing frameworks.
Track record of opening new verticals or segments, not just optimising an existing territory.
Builder mentality — comfortable operating in a scale-up environment where process, structure, and playbooks are still being established.
Strong executive presence with the ability to engage C-suite and ownership-level buyers across both retailer and brand organizations.
A deep North American network is considered a strong asset.

Why This Role

RPD's platform sits at the intersection of retail media, shopper data, and digital engagement — a space attracting significant investment and consolidation.

The person in this role won't inherit a mature sales machine; they'll build one, with real influence over product direction, commercial architecture, and which markets RPD enters next.

For the right commercial leader, it's a rare opportunity to shape a category.

Pay: $180,000.00-$300,000.00 per year

Work Location: Remote

Quick apply

Refine Your Search

red team operator jobs in remote

VP of Revenue

Founding Product & Brand Designer (0-to-1 / Stealth) - Canada

Crane Operator

Senior Visual & Brand Designer (0-to-1 / Stealth) - Canada

Senior Red Team Operator, Deloitte Global Technology

VP of Operations

Head of GTM

Casino Front End Manager - iGaming

Heavy Duty Mechanic- In Shop/Remote

Other jobs to consider

Explore jobs in cities nearby

I want to receive the latest job alerts for red team operator in remote

Explore jobs in more locations

Job seeker tools

Employer Tools

Browse

Stay Connected