Full-Time

Observability Manager

Posted on 12/4/2025

Toast

Toast

5,001-10,000 employees

All-in-one POS and restaurant tech platform

Compensation Overview

$155k - $248k/yr

+ Bonus/Commissions + Equity

United States

Hybrid

Category
Engineering Management (1)
Requirements
  • Hands-on experience managing an SRE or Observability team, including hiring, mentoring, cross functional collaboration
  • Hands-on coding/scripting experience with Go, Python, etc
  • Deep understanding of observability systems and tools such as APM, RUM, Synthetics, Splunk, OTEL, Log pipelines, SIEM, Terraform etc.
  • Background in leading complex engineering projects in a Scrum environment
  • Direct exposure to cloud infrastructure and SaaS solutions
  • Polyglot technologist/generalist with a thirst for learning
Responsibilities
  • Create and drive strategic organization-wide observability initiatives in collaboration with technical leadership and Product Management
  • Drive day-to-day operations of the team and contribute to the development and prioritization of the SRE roadmap for observability initiatives
  • Enable a geographically distributed team of engineers to continue performing at a high level and help increase the impact of their work
  • Manage observability architecture design, support, and platform management
  • Implement strategies to increase observability platform reliability and performance
  • Lead and contribute to initiatives that automate operational toil for observability focused tasks such as those needed for legal and compliance requirements
  • Guide teams to build and maintain systems that are observable
  • Support end-users with training and technical guidance on observability tools and capabilities.
  • Gather and analyze metrics from operating systems and applications that enable development teams with observability insights
  • Champion the use of AI tools and practices to accelerate development, improve team velocity, and pioneer new ways of building - setting the bar for what it means to be an AI-first engineering organization.

Toast provides an integrated restaurant technology platform with an all-in-one POS system plus hardware and software for dining businesses. It combines mobile ordering, online ordering, gift card management, sales reporting, employee management, and CRM in a single system that processes orders, payments, and back-office tasks. Revenue comes from subscriptions, transaction fees, hardware sales, and value-added services like Toast Capital loans to restaurants. The goal is to help restaurants run more efficiently and grow by reducing third-party dependencies and streamlining operations across formats from fine dining to quick-service.

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

Boston, Massachusetts

Founded

2011

Simplify Jobs

Simplify's Take

What believers are saying

  • Q1 2026 recurring gross profit grew 27% to $2.2B ARR across 171,000 locations.
  • Toast IQ Grow pilots delivered 8% average sales growth via AI marketing automation.
  • Partnerships with Alinea Group and Preferred Hotels expand into hospitality sectors.

What critics are saying

  • $1B shelf filing dilutes shares, dropping stock 15% post-Q1 2026 earnings.
  • Toast IQ Grow adoption stalls below 20% of locations within 9-15 months.
  • Incept AI partners launch competing POS integrations within 18-24 months.

What makes Toast unique

  • Toast builds cloud-based POS exclusively for restaurants with kitchen display systems.
  • Proprietary hardware like Toast Go 3 handheld enables tableside ordering and 24-hour battery.
  • Integrates payments, online ordering, and AI tools like Toast IQ Grow into single platform.

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Benefits

Peer Nominated Toastie Awards

Professional Development Reimbursement Program

Sabbatical

Unlimited Vacation & Flexible Work Hours

Medical, Dental, & Vision Coverage + Wellness Stipend

Commitment to Employee Wellness

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
The Associated Press
Apr 14th, 2026
Toast launches unified drive-thru solution to boost QSR speed and accuracy

Toast has launched Toast Drive-Thru, an enterprise-grade solution designed to modernise quick-service restaurant operations across over 140,000 drive-thru locations in the US. The platform unifies point of sale, digital menu boards, kitchen display systems and AI voice ordering integrations into a single system. The solution includes POS-native software with AI voice ordering partners like Incept AI, trusted hardware by Delphi featuring high-brightness 55-inch screens, and turnkey services including site surveys, content design and installation support. Toast Drive-Thru aims to increase throughput and order accuracy whilst optimising labour efficiency. The platform will roll out to brands with 15 or more locations in the coming months as part of Toast's Enterprise Solutions offering.

Yahoo Finance
Apr 4th, 2026
Toast's data push and security focus may reshape investment case as revenue beats expectations

Toast has raised its profile following presentations at the RSA Conference 2026 and quarterly results showing revenue growth above consensus, though earnings slightly missed expectations. The restaurant platform provider is emphasising how its network of over 160,000 restaurants and new benchmarking tools can create competitive advantages through data insights. The company's new benchmarking product provides operators with aggregated pricing and performance data, aiming to drive higher average revenue per user whilst mitigating risks from potential slowdowns in gross payment volume per location. Toast projects $10.1 billion in revenue and $897.2 million in earnings by 2029, requiring 17.9% annual revenue growth. Analyst estimates vary considerably, with some forecasting $9.5 billion revenue and $574.5 million earnings by 2028, reflecting uncertainty about Toast's ability to convert growth into sustainable profitability amid competitive pressures.

Yahoo Finance
Mar 27th, 2026
Toast named to Fast Company's most innovative companies list, launches restaurant AI assistant

Toast has been named to Fast Company's World's Most Innovative Companies list for 2026 and launched Toast IQ, a conversational AI assistant for restaurant operators. The platform aims to help manage orders, staff questions and daily operations. The company's shares currently trade at $26.39, showing mixed performance with a 55.1% gain over three years but a 22.4% decline year-to-date and 25.4% drop over the past year. Toast IQ represents the company's push into AI-powered automation to address labour pressures in restaurants. The key question for investors is whether these restaurant-specific AI tools can increase customer retention and expand spending per location. However, AI development costs could pressure sales and marketing budgets, a flagged risk for the company.

Yahoo Finance
Feb 28th, 2026
Toast builds restaurant operating system with 156K locations and $51.5B payment volume

Toast, Inc. has raised its position as the foundational integration layer for the restaurant industry, powering 156,000 locations and processing $51.5 billion in gross payment volume. The company's platform connects transactions, inventory, labour, marketing and AI-driven insights, creating high switching costs and operational dependencies. The core SMB business operates at a 40% EBITDA margin, funding expansion into enterprise, international and retail verticals. Recent enterprise wins include Nordstrom and TGI Fridays, whilst international SaaS ARPU grew 20% year-on-year. Analysts suggest a base case target of $37 per share implies 54% upside from current levels, with the bull case offering potential returns exceeding 100%. However, risks include margin durability, enterprise execution and international adoption challenges. The stock has declined approximately 24% since previous coverage in March 2025.

Yahoo Finance
Feb 20th, 2026
Toast reports Q4 revenue up 22% to $1.6B, surpasses $2B ARR milestone

Toast Inc. reported fourth-quarter 2025 revenue of $1.6 billion, up 22% year-over-year, and surpassed $2 billion in annual recurring revenue. The restaurant technology platform added over 30,000 net locations in 2025, ending the year with 164,000 total locations. The company posted 33% growth in recurring gross profit and an expanded adjusted EBITDA margin of 34%. Toast expanded into new markets, launching in Australia and signing major brands including Applebee's and Firehouse Subs. The company introduced over 500 new features, including the Toast IQ conversational AI assistant. For 2026, Toast projects recurring gross profit growth of 20% to 22% and adjusted EBITDA between $775 million and $795 million. Management cited headwinds from higher hardware costs due to memory chip demand and tariffs.

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