Careers
Chalkline Mission
To become the world’s leading provider of construction documentation management solutions. The AECO market will view Chalkline’s solutions as the highest quality solutions bringing the most value to their businesses.
Chalkline, Inc. welcomes talented, well-spoken, and motivated individuals to help us continue our growth in delivering superior software applications and services to the Architectural, Engineering, and Construction (AEC) market. Chalkline delivers high-value solutions to customers across the globe. Our small company provides top talent the opportunity to get involved in multiple aspects of the business with career advancement opportunities across organizations as we grow. Our customers choose our products and services because they help their business deliver better products while saving time and money. Customer testimonials are abundant due to the diligence of the Chalkline team in delivering easy-to-use and value-driven solutions and services.
We Listen
We Develop
We Deliver
We Repeat!
Employees benefit from a flexible remote work schedule, and receive the following benefits:
- Paid Time Off
- Paid Company Holidays
- Health Insurance
- Life Insurance
- Short Term Disability
- IRA with Company Match
- Advanced Computing & Communication Systems
Send your resume and cover letter to employment@chalklineinc.com to apply.
Current Openings:
Chalkline, Inc. is seeking a capable and detail-oriented DevOps / Cloud Engineer to support and strengthen our Microsoft Azure infrastructure and SQL Server environments while improving how we deploy and maintain our applications in both cloud and customer-hosted installations.
This role is responsible for maintaining the reliability and performance of production systems, improving upgrade and deployment processes, strengthening disaster recovery readiness, and ensuring our database environments remain stable and well optimized. We are looking for someone who takes pride in their work, anticipates issues before they become problems, and approaches infrastructure with discipline and precision.
Chalkline delivers document management software to the global Architectural, Engineering, and Construction (AEC) market. Our platform supports critical documentation workflows, and our customers depend on the stability and security of our systems.
Job Responsibilities:
- Maintain and support Azure-based services including App Services, Azure SQL, Storage, Networking, and Azure Front Door.
- Administer and optimize SQL Server environments, including performance tuning, indexing strategies, backup validation, and ongoing maintenance.
- Monitor system health and proactively address performance and reliability concerns.
- Manage application deployments and version upgrades across development, staging, and production environments.
- Improve and document release, upgrade, and rollback procedures for both cloud-hosted and customer-hosted installations.
- Support disaster recovery processes, including restoration testing and documentation updates.
- Maintain application monitoring and alerting using Application Insights.
- Support identity integrations using Microsoft Entra ID and Auth0.
- Assist with patching, configuration management, and general platform hardening.
- Support Windows-based customer deployments and installers.
- Maintain clear and accurate operational documentation.
- Assist with annual security audits and compliance documentation (SOC 2).
Qualifications:
- 3–5+ years of experience in cloud infrastructure, systems engineering, or DevOps support.
- Solid hands-on experience administering Microsoft Azure services in production environments. Experience with Azure Government Cloud is a plus.
- Strong SQL Server administration experience, including performance tuning, maintenance planning, backup and recovery strategy, and troubleshooting production issues.
- Proficiency with PowerShell scripting.
- Experience with Git/GitHub for version control and source management.
- Working experience with Visual Studio in a development or build-support capacity.
- Experience deploying and maintaining Windows-based applications or services.
- Ability to independently diagnose infrastructure and database performance issues.
- Strong organizational and documentation skills
Benefits:
Employees benefit from a flexible remote work schedule, and receive the following benefits:
- Competitive Pay
- Paid Time Off
- Paid Company Holidays
- Health Insurance
- Life Insurance
- Short Term Disability
- IRA with Company Match
Chalkline, Inc. is seeking an experienced and motivated Business Development Representative (BDR) to help grow our pipeline by identifying, engaging, and qualifying new prospects in the Architectural, Engineering, and Construction (AEC) market.
Chalkline, Inc. welcomes talented, well-spoken, and motivated individuals to help us continue our growth in delivering superior software applications and services to the Architectural, Engineering, and Construction (AEC) market. Chalkline delivers high-value solutions to customers across the globe. We are committed to revolutionizing the engineering, construction, and owner/developer (AECO) market by delivering cutting-edge document management solutions. We empower project teams to achieve seamless collaboration, enhanced coordination, and exceptional quality in construction documentation.
Employees at Chalkline have the opportunity to get involved in multiple aspects of our business, including career advancement opportunities across our organization as we continue to grow.
Job Responsibilities:
- Research and identify prospective customers, including architectural firms, engineering firms, consultants, and building product manufacturers.
- Execute outbound outreach campaigns through email, phone, and LinkedIn to generate interest and book meetings.
- Qualify inbound leads and outbound prospects to determine fit, timing, and buying intent.
- Schedule product demonstrations and discovery calls for the sales team.
- Maintain accurate activity tracking and lead records in our CRM.
- Develop and refine messaging for different market segments, personas, and use cases.
- Collaborate closely with sales and marketing to support campaigns, events, and webinars.
- Follow up consistently with prospects to keep opportunities moving forward.
- Meet or exceed monthly activity and pipeline goals (meetings booked, qualified opportunities, etc.).
- Provide feedback to leadership on market trends, competitor activity, and customer pain points.
Qualifications:
- Associate’s degree or equivalent combination of education and recent, relevant work experience.
- 1–3+ years of experience in business development, inside sales, lead generation, or a related role.
- Strong written and verbal communication skills, with a professional and confident phone presence.
- Comfortable with outbound prospecting and high-volume outreach.
- Ability to quickly learn and communicate technical software concepts in a clear, approachable way.
- Experience working with CRM systems and sales engagement tools (HubSpot, Salesforce, Outreach, Apollo, etc.).
- Strong organizational skills and ability to manage multiple priorities independently.
- Interest in (or familiarity with) the AEC industry is a plus.
Benefits:
Employees benefit from a flexible remote work schedule, and receive the following benefits:
- Competitive Pay
- Paid Time Off
- Paid Company Holidays
- Health Insurance
- Life Insurance
- Short Term Disability
- IRA with Company Match