Product Support Specialist

Goose; Chicago (IL); Hybrid; USD 65,000 - 75,000; Full time

Benefits offered by this job

Health, dental and vision insurance

Equity eligibility

Flexible PTO

Professional growth

Job summary

Goose is seeking a Chicago-based Product Support Specialist (Onshore) to own Tier 2 escalations for our pet-services platform. You’ll work with the offshore Tier 1 team and a second Tier 2 specialist as the team’s working lead, solving problems end-to-end and elevating where needed.

You’ll reproduce bugs, log them in Jira, build Tier 2 playbooks, contribute to the AI help center, and help grow the offshore team starting mid-2027. Weekend on-call rotates.

Qualifications

• 2+ years in B2B SaaS support, including Tier 2 or escalation work.
• Hands-on experience with a help desk such as Intercom, HubSpot or Zendesk.
• Strong troubleshooting: reproducing issues, reading account settings and data, and fixing root causes.
• Experience working with engineering on bugs, ideally logging issues in Jira or a similar tracker.
• Clear, warm written and verbal communication, including explaining technical fixes to non-technical business owners.
• Strong organization and the ability to juggle many open issues in a fast-paced startup.
• Able to work hybrid in Chicago three days a week, plus your assigned shift and the weekend on-call rotation.

Responsibilities

• Own Tier 2 escalations.
• Be the link to engineering.
• Protect at-risk accounts.
• Build the Tier 2 playbooks.
• Feed AI and the help center.
• Grow the offshore team.
• Cover weekends on rotation.
• Hand off across time zones.
• Surface patterns.

Skills

B2B SaaS support

Tier 2 escalation

Help desk tools

Troubleshooting

Bug logging Jira

Communication

Organization

Hybrid Chicago work

Tools

Intercom

HubSpot

Zendesk

Job description

Job Description: Product Support Specialist (Onshore)

About the Role:

Goose builds an end-to-end software platform for pet service providers, covering both online and front-desk operations, so they can deliver better customer experiences and earn more per customer.

Goose is hiring a Chicago-based Tier 2 Customer Support Specialist to own day-to-day escalations for the pet care businesses that run on our platform. You'll be part of the dedicated escalation team behind our offshore Tier 1 team, so complex issues get solved fast by people who own them. You'll work alongside a second Tier 2 specialist who acts as the team's working lead.

You'll solve problems end to end where you can and elevate cleanly when you can't. You'll also turn what we learn in support into better help articles, product feedback and fewer repeat questions.

Reports to: Senior Director of Account Management

What You’ll Do:

• Own Tier 2 escalations. Take the cases the offshore Tier 1 team hand off: payments and wallet setup, data fixes, deposits, reporting and account configuration.
• Be the link to engineering. Reproduce bugs, log them in Jira with clear steps and impact, manage the "Waiting for Eng" queue and close the loop with customers.
• Protect at-risk accounts. Spot customers with repeat or serious issues and bring in the right Account Manager with the full picture.
• Build the Tier 2 playbooks. Document how Tier 2 issues are solved, so that knowledge lives with support.
• Feed AI and the help center. Turn solved cases into help articles and AI guidance, and tag every conversation Tier 1 or Tier 2 so routing and reporting stay accurate.
• Grow the offshore team. Help train the offshore team to take on repeatable Tier 2 work (payments and wallet setup, reporting how-to, deposits) starting mid-2027.
• Cover weekends on rotation. Share a Tier 2 weekend on-call rotation for urgent escalations.
• Hand off across time zones. Coordinate handoffs with the offshore team so nothing drops between shifts.
• Surface patterns. Escalate recurring issues and customer pain points to leadership, and work with Implementation and Customer Success on cross-team needs.

What You Bring:

Required:

• 2+ years in B2B SaaS support, including Tier 2 or escalation work
• Hands-on experience with a help desk such as Intercom, HubSpot or Zendesk
• Strong troubleshooting: reproducing issues, reading account settings and data, and fixing root causes, not just closing tickets
• Experience working with engineering on bugs, ideally logging issues in Jira or a similar tracker
• Clear, warm written and verbal communication, including explaining technical fixes to non-technical business owners
• Strong organization and the ability to juggle many open issues in a fast-paced startup where processes are still forming
• Able to work hybrid in Chicago three days a week, plus your assigned shift and the weekend on-call rotation

Nice to Have:

• Experience supporting booking, scheduling, payments or point-of-sale software
• Experience in pet services, hospitality or another service industry
• Experience tuning an AI support agent such as Intercom Fin
• Experience writing help center articles, macros or internal playbooks
• Support experience at an early-stage SaaS company
• Interest in growing into a senior or lead role

Schedule, Location and Pay:

• Schedule: Monday to Friday, 9:00a-6:00p Central Time , plus a weekend Tier 2 on-call rotation
• Location: Chicago, IL, hybrid with three days a week in the office (greater Chicago area preferred)
• Type: Full-time, starting as soon as possible
• Pay: $65,000-$75,000 base salary based on skills and experience, plus equity
• Health, dental and vision insurance: 85% covered for employees, 60% for dependents
• Flexible PTO for vacation, sick and personal days, plus 6 company holidays
• Equity eligibility
• Professional development and growth opportunities

How We’ll Measure Success:

By 90 Days:

• All Tier 2 escalations handled by the support team, without pulling in Account Managers
• Tier 2 playbooks documented for the most common escalation types
• Every conversation tagged Tier 1 or Tier 2
• CSAT on Tier 2 conversations at or above the current baseline

By 6 Months:

• Offshore team trained and handling repeatable Tier 2 work (payments and wallet setup, reporting how-to, deposits) from July 2027
• Covering Tier 2 on your own when the working lead is out