Associate Director/Director of Support

Goose

Chicago (IL)

Hybrid

USD 120,000 - 150,000

Full time

14 days+
Application generator

An application made for this job — a tailored resume and cover letter that speak straight to the posting.

Get past ATS filters

Benefits offered by this job

Health insurance
Dental & Vision
Hybrid schedule
PTO + holidays
Professional development
Equity offered

Job summary

Goose is seeking an Associate Director/Director of Support in Chicago, IL to lead and scale our customer operations. You will set strategy for support quality, build and coach a team of specialists, and own systems that make great support repeatable at scale. You will report to the Head of Customer Operations.

The role emphasizes team management, process ownership, and cross-functional influence, with a hybrid in-office schedule (3 days in the office) in the greater Chicago area.

Qualifications

  • 7–10 years in customer support or customer success.
  • 3+ years managing people managers or leads.
  • Exceptional communication, de-escalation, and coaching skills.
  • Strong operational and strategic instincts.
  • Experience managing distributed or offshore teams.
  • Ability to drive process improvements with metrics.

Responsibilities

  • Own support quality end-to-end—setting SLA targets, monitoring queue health, and building escalation framework.
  • Serve as escalation point for highest-stakes customer issues.
  • Hire, coach, and develop Team Leads and Support Specialists, including performance management and career paths.
  • Own partnership with offshore support team—coverage models, quality consistency, handoffs across time zones.
  • Analyze support volume and friction patterns; bring recommendations and business cases to leadership.
  • Partner with Implementation, Customer Success, and Product to close knowledge gaps and influence roadmap.
  • Design and own team coverage models, including weekend and after-hours rotations.
  • Build and maintain documentation, playbooks, and training infrastructure for scale.
  • Own key metrics (CSAT, SLA adherence, resolution time, escalation rate) and report to leadership.

Skills

People management
Customer success
Strategic thinking
Operational excellence
Communication
Distributed teams
Process design

Tools

Intercom
HubSpot
Zendesk

Job description

GOOSE CAREERS

Associate Director/Director of Support

Chicago, IL

Customer Success

About The Role

We're seeking an experienced Customer Operations leader to help scale and strengthen our support organization. This is a leadership role focused on team management, process ownership, and cross-functional influence - you'll set the strategy for support quality, build and coach a team of specialists, and own the systems that make great support repeatable at scale. You will report to the Head of Customer Operations.

Work environment

This role is best suited for someone energized by building teams and improving systems, not just solving individual tickets. Given the close working relationship with the founding team and Head of Customer Operations, our preference is for this candidate to live in the greater Chicago area, with a hybrid schedule (3 days in office).

What will I be doing?
  • Own support quality end-to-end - setting SLA targets, monitoring queue health, and building the escalation framework the team operates within.
  • Serve as an escalation point for the highest-stakes customer issues.
  • Hire, coach, and develop Team Leads and Support Specialists, including performance management, career pathing, and skills development programs.
  • Own the partnership with the offshore support team - coverage models, quality consistency, and handoff processes across time zones.
  • Analyze support volume and customer friction patterns, and bring structured recommendations and business cases to leadership.
  • Partner cross-functionally with Implementation, Customer Success, and Product leadership to close knowledge gaps, influence roadmap, and surface customer insights at a strategic level.
  • Design and own team coverage models, including weekend and after-hours support rotations.
  • Build and maintain the documentation, playbook, and training infrastructure that lets the team scale without you.
  • Own key support metrics (CSAT, SLA adherence, resolution time, escalation rate) and report on them to leadership.
You’ll be successful in this role if you have…
  • 7-10 years of experience in customer support or customer success, including at least 3+ years managing people managers or leads.
  • Exceptional communication skills - able to de-escalate difficult situations, coach leaders, and translate customer problems into structured product and process recommendations.
  • Strong operational and strategic instincts - you spot systemic issues before they surface and bring a plan, not just a diagnosis.
  • Proven experience managing distributed or offshore teams, including building coverage and quality models from scratch.
  • Comfort holding others accountable with directness and empathy in equal measure, at both the individual contributor and manager level.
  • Deep familiarity with support tooling and workflows (Intercom, HubSpot, Zendesk, or similar), including using them to drive process design, not just execute within them.
Bonus points
  • Experience in pet services, hospitality, or another service-based industry.
  • Background in SaaS support at an early-stage startup.
  • Experience building or contributing to knowledge bases and support documentation programs.
What we offer
  • Competitive salary and performance-based bonuses.
  • Health, Dental, and Vision Insurance: 85% coverage for employees, 60% for dependents.
  • Flexible PTO including vacation, sick, personal days, and 6 company holidays.
  • Opportunities for professional development and growth.
  • Collaborative and inclusive work environment.

The base salary range for this position is $120,000 - $150,000 per year.

This range reflects the base salary compensation Goose reasonably expects to pay for this role. Where an individual candidate lands within the range is based on job-related factors such as skills, experience, and qualifications. This role is also eligible equity along with full benefits, including health, dental, and vision insurance, PTO, etc

About The Role

We're seeking an experienced Customer Operations leader to help scale and strengthen our support organization. This is a leadership role focused on team management, process ownership, and cross-functional influence - you'll set the strategy for support quality, build and coach a team of specialists, and own the systems that make great support repeatable at scale. You will report to the Head of Customer Operations.

Work environment

This role is best suited for someone energized by building teams and improving systems, not just solving individual tickets. Given the close working relationship with the founding team and Head of Customer Operations, our preference is for this candidate to live in the greater Chicago area, with a hybrid schedule (3 days in office).

What will I be doing?
  • Own support quality end-to-end - setting SLA targets, monitoring queue health, and building the escalation framework the team operates within.
  • Serve as an escalation point for the highest-stakes customer issues.
  • Hire, coach, and develop Team Leads and Support Specialists, including performance management, career pathing, and skills development programs.
  • Own the partnership with the offshore support team - coverage models, quality consistency, and handoff processes across time zones.
  • Analyze support volume and customer friction patterns, and bring structured recommendations and business cases to leadership.
  • Partner cross-functionally with Implementation, Customer Success, and Product leadership to close knowledge gaps, influence roadmap, and surface customer insights at a strategic level.
  • Design and own team coverage models, including weekend and after-hours support rotations.
  • Build and maintain the documentation, playbook, and training infrastructure that lets the team scale without you.
  • Own key support metrics (CSAT, SLA adherence, resolution time, escalation rate) and report on them to leadership.
You’ll be successful in this role if you have…
  • 7-10 years of experience in customer support or customer success, including at least 3+ years managing people managers or leads.
  • Exceptional communication skills - able to de-escalate difficult situations, coach leaders, and translate customer problems into structured product and process recommendations.
  • Strong operational and strategic instincts - you spot systemic issues before they surface and bring a plan, not just a diagnosis.
  • Proven experience managing distributed or offshore teams, including building coverage and quality models from scratch.
  • Comfort holding others accountable with directness and empathy in equal measure, at both the individual contributor and manager level.
  • Deep familiarity with support tooling and workflows (Intercom, HubSpot, Zendesk, or similar), including using them to drive process design, not just execute within them.
Bonus points
  • Experience in pet services, hospitality, or another service-based industry.
  • Background in SaaS support at an early-stage startup.
  • Experience building or contributing to knowledge bases and support documentation programs.
What we offer
  • Competitive salary and performance-based bonuses.
  • Health, Dental, and Vision Insurance: 85% coverage for employees, 60% for dependents.
  • Flexible PTO including vacation, sick, personal days, and 6 company holidays.
  • Opportunities for professional development and growth.
  • Collaborative and inclusive work environment.

The base salary range for this position is $120,000 - $150,000 per year.

This range reflects the base salary compensation Goose reasonably expects to pay for this role. Where an individual candidate lands within the range is based on job-related factors such as skills, experience, and qualifications. This role is also eligible equity along with full benefits, including health, dental, and vision insurance, PTO, etc

About Goose

Goose is a next-generation software operating system purpose-built for pet service providers

From online to front desk, Goose's end-to-end pet care operating system helps you offer better customer experiences and earn more revenue per customer.

Learn more

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Support Specialist
Support Specialist

Goose • Chicago (IL)

Hybrid
USD 50,000 - 70,000
Bonuses
Health Insurance
Flexible PTO
+2
Hybrid Support Specialist — Chicago (Pet SaaS)
Hybrid Support Specialist — Chicago (Pet SaaS)

Goose • Chicago (IL)

Hybrid
USD 50,000 - 70,000
Bonuses
Health Insurance
Flexible PTO
+2
Director of Support & Customer Operations (Hybrid—Chicago)
Director of Support & Customer Operations (Hybrid—Chicago)

Goose • Chicago (IL)

Hybrid
USD 120,000 - 150,000
Health insurance
Dental & Vision
Hybrid schedule
+3
Director, Implementation & Build
Director, Implementation & Build

PetDesk • United States

On-site
USD 134,000 - 150,000
Medical coverage for employees and-dep
HSA contribution
401(k) match
+4
Manager, Finance Systems
Manager, Finance Systems

Goosehead Insurance • United States

On-site
USD 140,000 - 190,000
Health insurance
401K matching
Employee Stock Purchase Plan
+1
Manager, Finance Systems
Manager, Finance Systems

Goosehead Insurance Agency LLC • Westlake (TX)

On-site
USD 140,000 - 190,000
Health insurance
401K Matching
Employee Stock Purchase Plan
+2
Account Executive
Account Executive

Wild Goose Chase • Chicago Ridge (IL)

On-site
USD 65,000 - 75,000
401(k)
Health insurance
PTO
+7
Account Manager
Account Manager

Wild Goose Chase • Chicago Ridge (IL)

Hybrid
USD 55,000 - 65,000
401(k)
Bonus based on performance
Flexible schedule
+2
Operations Supervisor
Operations Supervisor

Petcompanionsinc • Reading (MA)

On-site
USD 60,000 - 80,000
Competitive compensation
Career growth opportunities
Professional development certifications
Associate Customer Support Representative (Pet)
Associate Customer Support Representative (Pet)

DaySmart • United States

Hybrid
Competitive salary
Medical, dental, vision benefits
401k with company match
+2