Regional Sales Manager

Ocra•Chicago, IL
•$75,000 - $100,000•Remote

About The Position

The Regional Sales Manager at Ocra is a sales-focused role responsible for driving new business for Ocra’s hotel parking revenue management software and managed services. The role combines sales activity, strategic thinking, relationship-building, and effective communication to align Ocra’s offerings with customer needs. The ideal candidate is a collaborative, proactive sales professional with a strong record of exceeding targets and the ability to engage stakeholders, including C-level executives. Ocra is an AI-powered Revenue Management System (RMS) and Global Distribution System (GDS) for hotel parking assets. Its solutions help hotels sell underutilized parking inventory to non-guest customers through parking OTAs, while protecting parking availability for hotel guests and staff. Ocra partners with 50+ operators and 25+ hotel groups at 600+ locations across North America.

Requirements

  • Minimum 3 years of successful sales experience, ideally in enterprise or SaaS software sales.
  • Excellent verbal and written communication skills, with the ability to engage and influence decision-makers.
  • Proven ability to exceed sales targets and manage a designated territory.
  • Strong understanding of the sales cycle and ability to leverage each stage effectively.
  • Ability to learn and apply proven sales methodologies.
  • Willingness to travel frequently.
  • Experience building trusting relationships with executive-level stakeholders.
  • Comfort discussing technical and non-technical product aspects with executives.
  • Demonstrated urgency, competitiveness, and a positive attitude.
  • Strong time-management skills and attention to detail.
  • High levels of business and financial acumen and emotional intelligence.
  • Ability to articulate client strategies and develop solutions that deliver value.

Nice To Haves

  • Experience in technology-driven sales environments.
  • Familiarity with HubSpot CRM or similar tools.
  • Familiarity with parking industry software.
  • Experience selling into the hospitality industry.

Responsibilities

  • Win new business for Ocra’s parking technology.
  • Secure and lead face-to-face meetings with business leaders and decision-makers.
  • Deliver compelling customer presentations and proposals that articulate Ocra’s value proposition.
  • Develop, maintain, and grow an ongoing sales pipeline.
  • Maintain accurate information on account status and sales activity in HubSpot CRM.
  • Manage the account development and opportunity pursuit process using HubSpot CRM.
  • Accurately forecast new bookings and develop strategies for securing new accounts.
  • Understand and apply Ocra’s consultative and solution-selling process.
  • Adapt to a start-up environment and collaborate within a small team.

Benefits

  • Competitive salary and uncapped commissions.
  • Comprehensive benefits.
  • Unlimited PTO that supports work-life balance.
  • Stock option incentive plan.
  • Opportunity to work in a dynamic and growing company.
  • Collaborative and supportive work environment.
  • Chance to make a real impact on clients’ businesses.
  • Flexible work-from-anywhere policy.
  • Company-sponsored 401(k).
  • Training and ongoing professional development.
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