Ocra
Regional Sales Manager
- Location
- Chicago, IL, US
- Arrangement
- Remote
- Employment type
- Full-time
- Level
- Manager
- Posted
- 4 November 2026 (11 days ago)
Checked 10 days agoApplications go to the employer, never to RoleSprint
About this role
ABOUT OCRA
Ocra https://getocra.com is an AI-powered Revenue Management System (RMS) and Global Distribution System (GDS) built for hotel parking assets. Hotels use Ocra to sell underutilized parking inventory through “parking OTAs” to non-guest customers looking to park near airports and event venues.
Ocra's team of parking revenue management experts drives revenue growth without adding labor or disrupting operations, helping hotels increase net operating income (NOI) while never compromising parking for hotel guests and staff.
Ocra partners with 50+ operators and 25+ hotel groups at 600+ locations across North America. The company has raised $10M, most recently an oversubscribed $5M round co-led by Trestle Partners and MCR Hotels.
ABOUT THE ROLE
The Regional Sales Manager at Ocra is a sales-focused role aimed at driving new business for Ocra’s hotel parking revenue management software & managed services solutions.
The ideal candidate is a collaborative and proactive sales professional with a strong track record in exceeding sales targets and capable of engaging with various stakeholders, including C-level executives.
This position requires a blend of sales activity, strategic thinking, relationship-building, and effective communication to align Ocra's offerings with customer needs.
RESPONSIBILITIES
- Win new business for Ocra’s parking technology
- Secure and lead face-to-face meetings with business leaders & decision makers
- Deliver compelling customer presentations & proposals that articulate our value proposition
- Develop, maintain, and grow an ongoing sales pipeline
- Maintain accurate information on account status & sales activity in HubSpot CRM
- Manage the account development & opportunity pursuit process using HubSpot CRM
- Accurately forecast new bookings & develop strategies for securing new accounts
- Understand and apply the Ocra consultative & solution selling process
- Adapt to a start-up environment and collaborate within a small team
REQUIREMENTS
- Minimum 3 years of successful sales experience, ideally in enterprise/SAAS software sales
- Excellent verbal & written communication skills with the ability to engage & 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 & apply proven sales methodologies
- Willing to travel frequently
- Experience in building trusting relationships with executive levels of organizations
- Comfortable discussing technical & non-technical aspects of products with executives
- Demonstrated urgency, competitiveness, and a positive attitude
- Strong time management skills and attention to detail
- High levels of business/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
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 our clients’ businesses
- Flexible work-from-anywhere policy
- Company-sponsored 401k
- Training and ongoing professional development
Locations
- Chicago, IL, US
- New York City, NY, US
- Los Angeles, CA, US
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About this listing
Published on Ashby under the board identifier Ocra, which is the name the employer’s own job board carries. RoleSprint has not verified the company’s registered or trading name, so it is shown exactly as published rather than tidied up.
RoleSprint is not the employer and not a recruiter. Applications are made on the employer’s own site and never reach us; what RoleSprint does is help you decide whether a role is worth your time and prepare for it if it is.
Published 4 November 2026, last checked 10 days ago. A posting stops being advertised here 90 days after the employer published it, and one the employer takes down is marked closed rather than quietly removed.