Account Executive - Full Cycle Sales

About Opreto

Founded in 2021, Opreto is a fully remote software development partner based in Windsor, Ontario. We help companies execute on complex software initiatives they can’t afford to get wrong. By embedding directly with client teams, we design, build, and support custom solutions across the full development lifecycle. Our approach is hands-on and delivery-focused, grounded in real operational needs rather than theoretical frameworks.

We’re growing and ready to bring in a dedicated Account Executive to intentionally build and scale our sales function.

About the Role

This is not a plug-and-play sales role.

As Opreto’s first Account Executive, you’ll own the entire sales cycle end to end while helping shape how we sell, who we sell to, and how we grow. You’ll build relationships, generate pipeline, lead consultative conversations, and close deals — with a focus on organizations in healthcare, manufacturing, greenhouse/CEA, and education.

This role is ideal for someone who:

• Enjoys building from the ground up — this is a founding sales role
• Is comfortable with ambiguity and thrives without a playbook
• Wants real ownership and direct impact on company growth
• Knows how to balance strategy with hands-on execution
• Can walk into a room of strangers and leave with 10 new connections

What You’ll Do

Own the Full Sales Cycle

• Prospect, qualify, and close new business opportunities end to end
• Sell high-value, pre-designed solutions (“wedges”) to well-qualified prospects in close collaboration with leadership
• Diagnose customer problems and position solutions consultatively based on real business needs
• Manage deal momentum through complex, multi-stakeholder sales conversations and close high-value contracts

Generate and Drive Pipeline

• Execute outbound campaigns via email sequences, voice calls, and multi-touch engagement
• Attend trade shows, networking events, and conferences (~3 per quarter) to build relationships in person
• Be the first point of contact on inbound marketing leads and act on buying signals
• Propose and support Opreto-hosted events (e.g., dinners during trade shows) to drive engagement

Build Long-Term Relationships and Expand Accounts

• Establish trust and credibility with senior stakeholders and decision-makers — in-person is prioritized
• Maintain relationships over the long term, not transactionally
• Stay involved post-sale to identify expansion and follow-on revenue opportunities
• Identify and manage strategic partnership opportunities and co-selling motions

Collaborate and Manage Pipeline

• Pull in founders as technical/strategic support (sales engineers) when needed
• Maintain HubSpot hygiene — track deal progression, risks, next steps, and all contacts
• Check in with partner networks on a regular basis (monthly, quarterly)
• Translate technical capabilities into business value during proposals

What Success Looks Like in Your First 90 Days

• Learn how Opreto positions its services and develop a strong understanding of our target verticals
• Get fully ramped on HubSpot and identify existing opportunities that can be reactivated
• Build early momentum by proactively engaging high-value leads and initiating conversations with target accounts
• Establish a consistent outreach rhythm across outbound, email, calls, and in-person channels
• Consistently book and run meetings with qualified target accounts within first 60 - 90 days
• Have a calendar that reflects steady, self-generated conversations with real buyers, not handed leads
• Build a qualified pipeline of opportunities with clear deal progression and real  revenue potential

Why This Role is Different

• You’re not inheriting a system — you’re building one alongside the founders
• High ownership, minimal bureaucracy, direct impact on company direction
• Deals are complex, trust-based, and relationship-driven — not high-volume transactional
• You’ll deepen Opreto’s presence in healthcare, manufacturing, greenhouse/CEA, and education
• Uncapped commission means your earnings scale with your results

Compensation and Benefits

Base Salary: $80,000–$90,000 CAD

OTE: $110,000 - $150,000+ CAD (uncapped commission)

Benefits: RRSP matching, comprehensive health and insurance coverage

Additional Perks:

• Volunteer Time Off (VTO) — dedicated time to give back each year
• $500/year Professional Development Budget
• Remote-first with flexible start (anytime before 10am EST)
• 2 weeks PTO + Birthday Off + 3 Personal Wellness Days
• Home office setup support
• People-first culture built on trust, respect, and realistic expectations

Interview Process

• Initial Screening (30 min)
• Sales Strategy Interview with a Co-Founder (1 hour)
• Short practical exercise + references
• Final Leadership Interview (1 hour)

Opreto is committed to creating an inclusive and accessible workplace. If you require accommodation at any stage of the recruitment or interview process, please let us know.