Sales Enablement Specialist

Draganfly, Inc.

$80K — $95K *
US-AnywhereRemote in Canada
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in Business Administration, Marketing, Communications, Sales, or related field, or equivalent experience.
  • 3-6 years in sales enablement, revenue operations, or proposal coordination.
  • Experience with complex sales cycles, especially in B2G or regulated environments.
  • Hands-on experience with RFPs, RFIs, and proposals.
  • Strong knowledge of CRM systems, particularly HubSpot and sales documentation processes.
  • Experience in technical or solutions-based sales environments.
  • Sales enablement or CRM-related certifications are a plus.

Responsibilities

  • Create and manage quotes, sales orders, and ensure CRM alignment.
  • Support the submission of RFPs and RFIs, ensuring compliance and deadlines are met.
  • Maintain a library of approved proposal content for reuse.
  • Continuously improve sales playbooks and internal sales documentation.
  • Identify process gaps and collaborate on improvements.
  • Assist with deal structuring and solution packaging for complex sales.
  • Support sales training and ongoing enablement sessions.

Benefits

  • Participation in the company's stock option plan for long-term ownership.
  • Comprehensive medical and dental coverage with a Health Spending Account.
  • Matching RRSP program for financial planning support.
  • Generous time-off policy, including vacation and wellness days.
  • Professional development support for obtaining relevant certifications.
Full Job Description
Description

About The Role:

Draganfly Innovations is seeking a highly organized and execution-focused Sales Enablement Specialist to support and strengthen our growing sales organization. This role is critical to ensuring our sales team is equipped with the right tools, content, processes, and insights to operate efficiently, move deals forward, and win complex opportunities.

This position goes well beyond content creation or administrative support. You will act as the connective tissue between Sales, Revenue Operations, and cross-functional teams, supporting proposal development, sales processes, onboarding, and deal acceleration. You will help bring structure to complex B2G sales cycles, supporting public safety, defense, and enterprise pursuits from opportunity to close.

This role is ideal for someone who thrives in a fast-moving environment, enjoys building and improving processes, and takes pride in enabling others to perform at their best.

Key Responsibilities:

Proposal, RFP / RFI & Deal Support
  • Create quotes, organize sales orders and purchase orders, and ensure CRM (HubSpot) alignment with all sales documentation
  • Support the development and submission of RFPs, RFIs, and tender responses
  • Maintain a centralized library of approved and reusable proposal content
  • Ensure submissions meet compliance requirements, formatting standards, and deadlines


Sales Process Enablement
  • Maintain and continuously improve sales playbooks, SOPs, and internal sales documentation
  • Ensure alignment with defined sales stages, qualification frameworks, and approval processes
  • Identify process gaps and inefficiencies and collaborate with Revenue Operations leadership to implement improvements


Deal Acceleration Support
  • Assist sales teams with complex deal structuring, including product configurations, solution bundles, pricing frameworks, and proposal development
  • Build and maintain standardized solution packages (e.g., platform and payload bundles) to streamline quoting and reduce turnaround times


Sales Training & Onboarding
  • Support onboarding of new sales team members, including CRM usage, sales tools, sales processes, and product knowledge
  • Coordinate and deliver ongoing enablement sessions, including product updates, messaging refinement, and competitive positioning
  • Reinforce best practices across the sales team to drive consistency and performance


Sales Performance & Insights
  • Monitor usage and effectiveness of sales materials and enablement programs
  • Support development of dashboards and reporting related to content usage, deal velocity, and win/loss insights
  • Use insights to continuously refine enablement strategies, tools, and materials


Who are you really?
  • You are highly organized and enjoy bringing structure to complex sales environments.
  • You take pride in execution - following through on proposals, processes, and enablement initiatives from start to finish.
  • You are comfortable supporting sales teams in B2G or enterprise sales cycles with long timelines and detailed requirements.
  • You communicate clearly and work well across teams, including Sales, Marketing, Operations, and Leadership.
  • You are proactive, detail-oriented, and continuously looking for ways to improve how things are done.
  • You thrive in a role where your work directly enables others to succeed.


Qualifications:
  • Bachelor's degree in Business Administration, Marketing, Communications, Sales, or a related field, or an equivalent combination of education and relevant experience
  • 3-6 years of experience in sales enablement, revenue operations, sales operations, deal desk, or proposal/RFP coordination
  • Experience supporting complex, multi-stakeholder sales cycles, preferably in B2G, public safety, defense, aerospace, or other regulated enterprise environments
  • Hands-on experience with RFPs, RFIs, proposals, and tender responses
  • Strong working knowledge of CRM systems (HubSpot preferred), quoting, pricing frameworks, sales documentation, and approval workflows
  • Experience enabling sales teams in technical or solutions-based selling environments
  • Sales enablement, proposal, or CRM-related certifications (e.g., HubSpot, PMP, APMP, MEDDICC) and exposure to sales analytics or dashboards are considered assets


Compensation package:
  • Competitive salary: $80,000 - $95,000
  • Equity / Stock Options: Participation in the company's stock option plan, providing long-term ownership and alignment with company growth.
  • Comprehensive medical and dental benefits, including a Health Spending Account (HSA).
  • Matching RRSP program to support long-term financial planning.
  • Generous time-off program, including vacation, wellness days, and a full week off between Christmas and New Year's.
  • Professional development support, including assistance toward obtaining your FAA Part 107 Remote Pilot Certificate or equivalent training required for operational roles.


Compensation

$80,000.00 - $95,000.00 per year

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