Milestone Systems · 2 months ago
Regional Sales Executive - North Central
Milestone Systems, a global leader in open-platform Video Management Software (VMS), is seeking a highly skilled and strategic Regional Sales Executive to drive growth across mid-market enterprise organizations. This role involves engaging with end users and partners to build pipeline, standardize technology architectures, and influence enterprise-wide surveillance strategies.
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Responsibilities
Engage directly with mid-market enterprise end users to uncover surveillance program requirements, risk exposure, compliance mandates, and distributed operational workflows
Lead conversations that drive standardization of VMS platforms, analytics capabilities, device management, and future-ready architectures across the enterprise
Present business outcomes and modernization strategies, framing tradeoffs between legacy infrastructure, sunk-cost investments, and as-a-Service models
Influence communities of interest by connecting vertical peers, regional advocates, and industry influencers to accelerate adoption and build market momentum
Identify, research, and engage prospective end users through proactive outreach, networking, territory segmentation, and industry event participation
Build and maintain a healthy, visible pipeline with disciplined Salesforce utilization, ensuring accurate forecasting and full opportunity transparency
Navigate complex sales cycles from discovery through validation, negotiation, and close, ensuring a predictable path to revenue
Collaborate with integrators and distributors while maintaining direct ownership of customer discovery, opportunity creation, and solution positioning
Partner closely with Milestone channel business managers (CBMs) to ensure all end-user opportunities are ultimately executed through Milestone’s authorized channel ecosystem
Operate with strict adherence to Milestone’s channel-first sales model: Milestone does not sell directly to end users, and all transactions must flow through approved partners
Partner with Solutions Engineers, Marketing, Customer Success, and Product teams to enable seamless execution, drive technical validation, and support long-term retention
Provide customer insights to internal teams to influence product roadmap decisions and content development
Represent Milestone at industry events, regional seminars, partner engagements, and vertical working groups
Promote open-platform VMS strategy and Milestone’s role in risk mitigation, analytics readiness, and enterprise modernization
Contribute territory-level insights to shape marketing campaigns, enablement programs, and future GTM strategy
Qualification
Required
Minimum 5 years of B2B sales experience with consistent success in net-new pipeline generation and complex sales cycles
Demonstrated ability to lead discovery and engage enterprise end users across IT/security, operations, and finance
Strong business acumen with the ability to sell outcomes, not just technology: risk reduction, compliance, operational efficiency, modernization, and cost-model transformation
Proven ability to influence executive and technical stakeholders across distributed customer organizations
Proficiency in Salesforce with a disciplined approach to activity tracking, opportunity management, and forecasting
Exceptional communication, presentation, and negotiation skills
Self-driven, organized, and comfortable operating autonomously in a large geographic territory
Willingness to travel 25–30% across the region, including overnight stays
Preferred
Familiarity with VMS, physical security, analytics, or related technologies strongly preferred
Benefits
Medical/dental benefits
FSA or HSA
401k with 6% Safe Harbor employer match
Paid parental leave
Generous PTO (20 days' vacation, 10 days paid sick time, and 12 company holidays)
Fully paid Short Term disability policy
Fully paid Long Term disability policy
Life Insurance
Company
Milestone Systems
Milestone Systems develops open platform IP video management software, delivering easy-to-manage surveillance solutions for enterprises.
Funding
Current Stage
Late StageTotal Funding
$27.01MKey Investors
Index Ventures
2014-06-12Acquired
2014-02-01Seed· $0.01M
2008-07-07Series A· $27M
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