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Goosehead Insurance

Independent agency providing tech-driven insurance quotes

Observability Engineer

Full-TimePosted on 10/26/2026
No salary listed
Mid
Bachelor's, Associate's
Westlake, OH, USA
In Person
DevOps & InfrastructureSite Reliability Engineering

About the job

Requirements
  • At least 3 years of hands-on experience in Observability Engineering, SRE, DevOps, Application Performance Monitoring, Production Engineering, Application Support Engineering, or a closely related role.
  • Hands-on experience with application performance monitoring, metrics, centralized logging, distributed tracing, dashboards, alerting, and production troubleshooting.
  • Experience instrumenting applications or services using OpenTelemetry for custom metrics, structured logs, and distributed tracing.
  • Strong understanding of APIs, integrations, distributed applications, service dependencies, and common performance and reliability issues.
  • Ability to correlate metrics, logs, traces, and change or deployment information to troubleshoot production issues.
  • Hands-on scripting or automation experience using PowerShell, Python, Bash, APIs, or comparable technologies.
  • Working knowledge of SLIs, SLOs, availability, latency, error rates, alert design, and service-health concepts.
  • Working knowledge of cloud environments and the relationship between application and infrastructure telemetry.
Responsibilities
  • Design, implement, and improve observability for production applications, APIs, integrations, and critical services using OpenTelemetry to instrument metrics, logs, traces, and custom telemetry.
  • Partner with Engineering to instrument applications using OpenTelemetry for structured logging, distributed tracing, and custom metrics.
  • Create and maintain service-health dashboards, alerts, service maps, and diagnostic views that clarify availability, latency, errors, dependencies, and customer impact.
  • Establish practical standards for instrumentation, monitoring coverage, alerting, dashboards, Service Level Indicators, and Service Level Objectives.
  • Improve alert quality by reducing noise, false positives, duplicates, and non-actionable alerts, and ensure alerts support effective NOC triage and escalation.
  • Support Incident Management and Production Support during significant events by correlating telemetry, deployments, dependencies, and system behavior to speed diagnosis.
  • Partner with Problem Management to identify observability gaps after recurring or significant incidents and implement preventive improvements.
  • Partner with DevOps and Cloud & Infrastructure to connect application observability with CI/CD, deployments, cloud, infrastructure, and platform telemetry.
  • Build scripts and automation using PowerShell, Python, Bash, APIs, or similar technologies to improve telemetry, configuration, alerting, and operational workflows.
  • Help integrate observability and alert/event data with ITSM and incident workflows, including future ServiceNow capabilities.
  • Maintain concise technical standards, reusable patterns, and operational guidance for Engineering and Technology Operations teams.
  • Maintain service-based error budgets used by development teams to guide feature work.
Desired Qualifications
  • Four to five years of relevant hands-on experience.
  • An associate or bachelor's degree in Information Technology, Computer Science, Engineering, or a related field; equivalent technical experience is considered.
  • Hands-on experience with New Relic, including OpenTelemetry services, logs, dashboards, alerting, distributed tracing, or service maps.
  • Experience with comparable observability platforms such as Datadog, Dynatrace, Splunk Observability, AppDynamics, Azure Monitor/Application Insights, Grafana, or Prometheus.
  • Practical OpenTelemetry implementation experience and experience defining reusable observability or instrumentation standards.
  • Experience establishing SLIs/SLOs or service-health measures for production applications.
  • Experience integrating observability platforms with incident, event, notification, or ITSM workflows; ServiceNow experience is a plus.
  • Experience supporting Microsoft Azure or other public cloud environments and integrating observability with CI/CD or deployment processes.
  • Familiarity with ITIL Incident Management and Problem Management practices.

About the company

Goosehead Insurance operates as an independent personal-lines insurance agency in the United States. It uses a technology-driven platform that lets agents compare quotes from more than 200 carriers and manage policies with integrated CRM and back-office tools. It relies on a hybrid model of corporate agents and franchise partners, separating sales from service to improve agent productivity and client care. Its goal is to simplify how people shop for and manage insurance by offering broad carrier choice and scalable support, while expanding access through franchises.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Westlake, Texas

Founded

2003

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Simplify's Take

What believers are saying

  • Q2 2026 revenue rose 21% to $113.4 million; EBITDA margin hit 33%.
  • Client retention reached 86% in Q2 2026, its best since the hard market.
  • Goosehead raised 2026 revenue guidance after appointing John Martin CFO and Eben Hewitt CTO.

What critics are saying

  • Mark Miller retires December 31, 2026; Mark Jones Jr. inherits execution immediately.
  • Three 2025 lawsuits target unpaid franchise royalties, showing recurring channel conflict.
  • If carrier compensation weakens, Goosehead’s digitally mediated model loses pricing power.

What makes Goosehead Insurance unique

  • Goosehead’s Digital Agent 2.0 began binding Texas auto and homeowners policies in 2026.
  • The company distributes through corporate agents and franchises across 200-plus carriers.
  • Client service is centralized, letting producers sell while specialists handle servicing.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Disability Insurance
  • 401(k) Company Match
  • Employee Stock Purchase Plan
  • Paid Holidays
  • Paid Vacation
  • Paid Sick Leave
  • Wellness Program

Company News

Yahoo Finance
Jul 22nd, 2026
Goosehead Insurance Q2 earnings beat estimates by 23%, revenues top forecasts at $113M

Goosehead Insurance reported second-quarter earnings of $0.64 per share, beating the Zacks Consensus Estimate of $0.52 per share and up from $0.49 per share a year ago. This represents an earnings surprise of 23.08%. The insurance company posted revenues of $113.39 million for the quarter ended June 2026, surpassing estimates by 9.70%. This compares to year-ago revenues of $94.03 million. Over the last four quarters, Goosehead has beaten consensus earnings estimates three times and topped revenue estimates three times. Despite these positive results, shares have lost about 27% since the beginning of the year, whilst the S&P 500 has gained 9.7%.

Yahoo Finance
Jul 22nd, 2026
Goosehead Insurance CEO to retire as Q2 revenue rises 21% to $113M

Goosehead Insurance reported stronger second-quarter 2026 results and raised its full-year revenue outlook. The company also announced CEO Mark Miller will retire at year-end, with President Mark Jones Jr. taking over. Total written premiums rose 14% year-over-year to $1.36 billion, while policies in force increased 15% to 2.1 million. Total revenue climbed 21% to $113.4 million. Adjusted EBITDA grew 30% to $37.9 million, representing a 33% margin. New business commissions increased 27% to $9.6 million, whilst ancillary revenue surged 180% to $16.3 million. Client retention improved to 86%, its highest level since the hard market began. Jones said the company's strategy remains unchanged, focusing on becoming the largest personal lines insurance distributor.

Yahoo Finance
Jul 10th, 2026
Goosehead Insurance named to Selling Power's 60 best companies to sell for 2026 list

Goosehead Insurance has been named to Selling Power Magazine's 60 Best Companies to Sell For 2026 list. The independent personal lines insurance agency was recognised for building a technologically advanced sales organisation with a strong human element. As part of its growth strategy, Goosehead is expanding its corporate sales team and geographic footprint. Since 2024, the company has opened corporate sales offices in Tempe, Nashville, Arlington, Minneapolis, Seattle, and Indianapolis. The company offers its sales agents a fully paid licensing and training programme, unlimited sales territories across the continental US, and multiple career paths including business ownership. High-performing corporate sales agents can advance to leadership roles or transition to becoming franchise agency owners. Selling Power analysed over 260 companies across five key areas, including compensation, training, diversity, and AI incorporation in sales processes.

Associated Press
Jun 15th, 2026
Goosehead Insurance appoints Eben Hewitt as CTO to advance AI-powered platform

Goosehead Insurance has appointed Eben Hewitt as Chief Technology Officer. Hewitt joins from Hyatt Corporation, where he served as Global Chief Information Officer, overseeing engineering, data and AI, infrastructure, cybersecurity and enterprise applications. In his new role, Hewitt will lead Goosehead's technology strategy, including expanding AI-powered capabilities, data and analytics platforms, and the continued evolution of Digital Agent 2.0. Previously, he held senior technology leadership positions at Sabre Hospitality Solutions, Choice Hotels and O'Reilly Media. Goosehead is an independent personal lines insurance agency that distributes products through corporate and franchise locations across the United States. The company represents over 200 insurance companies that underwrite personal and commercial lines.

Yahoo Finance
Apr 23rd, 2026
Goosehead Insurance reports 57% adjusted EBITDA growth to $24.4M in Q1 2026

Goosehead Insurance reported first-quarter 2026 revenue of $93 million, up 23% year-over-year, with adjusted EBITDA of $24.4 million, a 57% increase. Core revenue rose 15% to $79 million, whilst total written premiums reached $1.1 billion, up 13%. Policies in force grew 14% to 2 million. CEO Mark Miller announced John Martin as new chief financial officer, with Mark Jones Jr. promoted to president and COO. The company highlighted progress on its Digital Agent platform, which now enables digital binding with multiple auto carriers in Texas, including Progressive and Liberty Mutual, and homeowners products through SageSure and Mercury. Ancillary revenues jumped 141% to $11.9 million, driven by contingent commissions. Management noted carriers may pay higher compensation for digitally distributed policies.