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9 signs you nailed the interview
Company: Location: Remote Published: 2026-09-23
Not sure how to know if an interview went well? Learn the 9 signs to watch for that hint that you're likely to get the job.
Glean: Enterprise Account Executive, Chicago
Company: Location: Remote Published: 2026-09-23
Headquarters: Remote - US
About Glean:
Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles.
At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level.
Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality.
If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craft and care required for enterprise trust, as we bring Work AI to every employee, in every company.
About the Role:
Glean is seeking an Enterprise Account Executive for a high-impact sales role focused on driving new business and expanding relationships within large enterprise accounts. AEs at Glean are responsible for landing and managing multi-million dollar, often global, accounts by leveraging Glean’s differentiated AI technology and foundational knowledge graph to deliver tangible business outcomes for customers.
You will:
Source and close net new logos within a given territory
Have the ability to navigate complex organizational structures and identify executive sponsors and champions
Research and understand the business objectives of your customers and have the ability to perform a value drive sales cycle
Collaborate with internal partners to move deals forward and ensure customer success
You will consistently deliver ARR revenue targets and drive success through a metric based approach
Develop and execute sales strategies and tactics to generate pipeline, drive sales opportunities and deliver repeatable and predictable bookings
Provide timely and insightful input back to other corporate functions
Create ROI and business justification reports based off of a data driven approach
Run tight POCs based off of business success criteria
About you:
6+ years of closing experience in Sales with a track record of being a top performer
Ability to learn, pitch and demonstrate a highly technical product and have the ability to adapt in a fast growing and changing environment
Have clear examples of closing complex deals and selling into complex organizations
Effectively use a repeatable method for uncovering greenfield opportunities and building out a new territory
Previous experience building relationships and selling face to face to C level executives
Knowledge of best of breed softwares and a technical understanding of integrations, APIs, infrastructure management, security and analytics
Experience selling technical SaaS and cloud based software solutions
Basic understanding of search infrastructure is a plus
You have previous experience working with multiple teammates including SEs, BDRs, PMs, Executives & Engineers
Experience with target account selling, solution selling, and using MEDDIC and Challenger (or similar) methodologies is a plus.
Location:
This role is remote (must be based in Chicago)
Compensation and Benefits:
The OTE range for this role is $250,000 - $300,000 annually. Compensation offered will be determined by factors such as location, level, job-related knowledge, skills, and experience. Certain roles may be eligible for variable compensation, equity, and benefits.
We offer a comprehensive benefits package including competitive compensation, Medical, Vision, and Dental coverage, generous time-off policy, and the opportunity to contribute to your 401k plan to support your long-term goals. When you join, you'll receive a home office improvement stipend, as well as an annual education and wellness stipends to support your growth and wellbeing. We foster a vibrant company culture through regular events, and provide healthy lunches daily to keep you fueled and focused.
We are a diverse bunch of people and we want to continue to attract and retain a diverse range of people into our organization. We're committed to an inclusive and diverse company. We do not discriminate based on gender, ethnicity, sexual orientation, religion, civil or family status, age, disability, or race.
#LI-REMOTE
AI-First Mindset at Glean:
At Glean, AI fluency is core to how we work and we're committed to ensuring every new hire feels confident integrating AI into their everyday work. As part of the interview process, you'll complete a brief AI-focused exercise or discussion so we can understand how you think about, design, and use AI to drive impact in your role. Feel free to reference any tools, platforms, or workflows you use today — prior Glean experience isn't required.
Global Data Privacy Notice for Job Candidates and Applicants:
Depending on your location, the General Data Protection Regulation (GDPR), California Consumer Privacy Act (CCPA), or other privacy laws may regulate the way we manage the data of job applicants. Our full notice outlining how data will be processed as part of the application procedure for applicable locations is available in our Privacy Policy. By submitting your application, you are agreeing to our use and processing of your data as required. US applicants and their applications are subject to arbitration of disputes as outlined in our Applicant Arbitration Agreement.
By clicking “Submit Application,” I confirm that I have read the Global Data Privacy Notice and the Applicant Arbitration Agreement, and I agree to the terms.
To apply: https://weworkremotely.com/remote-jobs/glean-enterprise-account-executive-chicago
Squarespace: Senior Staff Operations Manager, Office of the President (PED)
Company: Location: Remote Published: 2026-09-23
Headquarters: Remote, California
We are looking for a Chief of Staff–style operator to serve as the President’s right hand and help run, maintain, and continuously evolve the Product, Engineering & Design operating model and cadence.
This role will turn strategy into a durable execution system. You will own the connective tissue across the President’s leadership cadence: preparing the right inputs, creating clarity on decisions and tradeoffs, ensuring commitments are followed through, surfacing risks early, and improving the operating model as the organization changes. You will work across Product, Engineering, Design, Commercial, Finance, People, and your peers in Business Operations, partnering with senior leaders who do not report to you and influencing through judgment, trust, and clarity.
The successful candidate will combine executive judgment, operational rigor, business acumen, comfort with ambiguity, strong written and verbal communication, and the ability to move fluidly between strategic questions and the execution details required to make the system work.
AI fluency is an important part of this role. You will use approved enterprise AI tools, including tools such as ChatGPT, Gemini, Claude, Glean, Cursor, or comparable platforms, to automate repeatable operating work, synthesize information across functions, improve leadership preparation, surface risks and dependencies, and accelerate strategic-initiative delivery.
This role reports to the VP of Operations at Squarespace and is based remotely in California or locally at our New York City headquarters.
You’ll Get To…
Run the President's operating cadence. Own end-to-end orchestration of the leadership rhythm: staff meetings, WBRs, MBRs, and QBRs, finance and portfolio reviews, priority updates, and annual operating-plan inputs. Ensure each ritual has a clear purpose, owner, input, output, decision authority, and downstream cascade.
Drive decision quality. Synthesize diverse inputs into concise narratives that make priorities, risks, options, tradeoffs, and recommended decisions clear to the President and leadership team. Document decisions in the room, assign owners and deadlines, track commitments, and escalate unresolved issues with context and a proposed path forward.
Improve execution velocity. Identify alignment and execution risks before they surface as leadership surprises, and facilitate resolution across Product, Engineering, Design, Commercial, Customer Operations, Finance, People, and Business Operations, connecting planning, performance, financial, organizational, and roadmap inputs. Use AI and advanced tooling to make decisions faster and better-informed.
Evolve the operating model. Treat the operating system as a living thing. Establish health measures such as decision latency, action closure, cascade reach, pre-read quality, participation, recurring issue themes, and use them to assess whether rituals, artifacts, and escalation paths are producing the right outcomes. Recommend and implement changes to cadence, governance, templates, roles, and channels as strategy and priorities evolve, codifying what works so the model is easy for leaders to understand and operate.
Lead high-priority strategic initiatives. Drive complex, ambiguous, cross-functional work on behalf of the President, from framing and workplan through decision, implementation, and follow-through, including emerging problems that don't yet have a clear owner. Support annual strategy, goals, headcount, and budget processes by connecting them to the department's operating rhythm.
Represent the President and build transparency. Stand in for the President in meetings, events, and discussions, exercising the remit of the position. Navigate difficult conversations and cross-functional tradeoffs without relying on formal authority. Support two-way access to the President through Town Halls, Roundtables, Office Hours, and written follow-up, using sound judgment about what should be broadly communicated, selectively shared, or handled privately.
Serve as a trusted thought partner to the President and senior leadership team, offering an independent perspective and respectfully challenging assumptions when needed.
Who We’re Looking For
Significant experience in Chief of Staff, Product Operations, Business Operations, Strategy & Operations, or management consulting
A track record of owning an operating model, leadership cadence, or portfolio of complex cross-functional initiatives, preferably in tech companies
Knowledge of the product / software development lifecycle
Demonstrated proficiency with enterprise AI tools, such as ChatGPT, Gemini, Claude, Glean, Cursor, or comparable approved tools, and experience integrating them into daily workflows to automate repeatable tasks, optimize processes, improve synthesis, and accelerate project delivery.
Exceptional written communication: you can turn a large volume of input into a concise, decision-ready narrative tailored to the audience
Strong business and financial acumen, with the ability to understand metrics, forecasts, resource tradeoffs, product or portfolio performance, and organizational implications.
Strong executive presence and facilitation skills; you can create clarity and momentum in high-stakes or ambiguous settings.
Demonstrated ability to influence senior stakeholders, build consensus, resolve conflict, and push for decisions without formal authority.
High judgment and discretion when handling sensitive organizational, people, financial, and strategic information.
Comfort operating in ambiguity, switching between strategic altitude and detailed execution, and taking ownership of problems that cross organizational boundaries.
A continuous-improvement mindset: you distinguish between process and content, challenge ineffective routines, and make change practical and durable.
A bias toward action, paired with the judgment to know when to decide, when to seek input, and when to escalate.
What Success Looks Like
In the first 6–12 months, you will:
Implement a dependable operating rhythm in which leadership forums are well-prepared, decision-oriented, and followed through.
Improve the quality and consistency of pre-reads, decision logs, action tracking, portfolio updates, and quarterly communications.
Make it easy to see what changed, what matters now, what decisions are needed, who owns the next step, and where risk is accumulating.
Establish a small number of reliable AI-enabled workflows that reduce manual preparation and reporting effort, improve the timeliness and quality of leadership inputs, and make follow-through more visible.
Increase the organization’s ability to reuse knowledge, detect recurring issues, and move from raw information to clear decisions without adding unnecessary process.
Build strong working relationships and trust with the President and his leaders across the department and company, leading with tact, discretion and respect.
Help the President and leadership team make faster, clearer, better-informed decisions without adding unnecessary processes or meetings.
Leave the system more scalable and more resilient than you found it.
Benefits & Perks
A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision
Supplemental Life and Disability Insurance plans
Fertility and adoption benefits
Headspace mindfulness app subscription
Global Employee Assistance Program
Retirement benefits with employer match
Flexible paid time off
12 weeks paid parental leave and family care leave
Pretax commuter benefit
Education reimbursement
Employee donation match to community organizations
7 Global Employee Resource Groups (ERGs)
Dog-friendly workplace
Free lunch and snacks
Private rooftop
Hack week twice per year
US Cash Compensation Range: $178,500 - $350,000 USD
The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.
In addition to the cash compensation above (which includes base salary and, where applicable for eligible roles, may include overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock. Sales positions generally offer a competitive On Target Earnings (OTE) incentive structure in addition to base salary.
About Squarespace
Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,700 is headquartered in New York City, with offices in Dublin, Ireland, and Aveiro, Portugal. For more information about our company, visit https://www.squarespace.com/about/careers.
Our Commitment
Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customers, but we also work toward the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.
#LI-Remote #LI-HybridThank you in advance for providing the following details about your work history from your resume! This helps us ensure that your candidate information is accurate and consistent during the hiring process.
Squarespace will never solicit your personal banking information or ask you to transfer money in connection with a job offer or interview. We also will not reach out to you via phone or SMS without your permission or knowledge.
If you plan to use AI in any capacity during your candidate journey, please review our Candidate AI Policy.
To apply: https://weworkremotely.com/remote-jobs/squarespace-senior-staff-operations-manager-office-of-the-president-ped
Twilio: Account Executive 3
Company: Location: Remote Published: 2026-09-23
Headquarters: Remote - US
Who we are
At Twilio, we’re shaping the future of communications, all from the comfort of our homes. We deliver innovative solutions to hundreds of thousands of businesses and empower millions of developers worldwide to craft personalized customer experiences.
Our dedication to remote-first work, and strong culture of connection and global inclusion means that no matter your location, you’re part of a vibrant team with diverse experiences making a global impact each day. As we continue to revolutionize how the world interacts, we’re acquiring new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands..
Hiring and how we work
We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!
Also, while we are a remote-first company, you may be asked to report in person on an ad-hoc basis for team gatherings, functional off-sites or customer meetings. .See yourself at Twilio
Join the team as Twilio’s next Account Executive 3 - New Business.
About the job
This position is needed to lead prospecting, solution selling and closing new business opportunities across our Messaging, Voice and Email products. In this role, you will be directly responsible for expanding our messaging business with some of the largest and fastest growing mid-market and enterprise companies in the Financial Services vertical. New Business Account Executives are experts in the CPaaS ecosystem and Twilio’s product offerings. This role is highly cross functional, with deep integration with product management, carrier relations, finance, and solutions engineering teams.
Responsibilities
In this role, you’ll:
Drive new customer acquisition, while being assigned a quota for iACV (incremental Account Contract Value)
Own highly analytical and consultative sales cycles to win business in competitive vendor sourcing cycles with Twilio’s messaging (e.g. SMS, MMS, WhatsApp, Facebook Messenger, Google Business Messages, Account Security, etc.), voice and email solutions.
Work with customers across assigned verticals (Financial Services) to understand their business and technical requirements, and match them to the capabilities of Twilio’s communications API platform, designing a solution for their specific use cases.
Work with teams in Finance, Legal, Pricing, and Operations to design mutually beneficial contracts to address customer requirements, while balancing the needs of our business.
Be passionate about what you do, think outside the box, and use world-class interpersonal and communication skills to present complex contractual, technical, and financial details to prospects in a way that builds confidence and comfort in the proposed solution.
Balance competing priorities and manage multiple projects and deals at the same time.
Partner cross functionally with sales, services, product, and finance to develop long range territory strategies and sales plans.
Act as the voice of the customer to Twilio’s product and carrier relations teams.
Demonstrate a strong understanding of the CPaaS industry - staying up to date on key industry initiatives and new capabilities - on behalf of your customers and the wider Twilio go-to-market organization.
Generate and maintain an accurate pipeline and forecast utilizing our CRM, Salesforce.
Stay current with industry changes and collaborate with your team and peers to learn and share best practices
Qualifications
Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn't followed a traditional path, don't let that stop you from considering Twilio. We are always looking for people who will bring something new to the table!
Required:
Possess a total of 5+ years of full cycle sales experience, with a minimum of 1 year managing or leading quantitative highly analytical products or solutions for their customers.
Directly selling technical SaaS or CPaaS
Experience outbound prospecting into install base, greenfield prospecting into new accounts, and executing strong QBR strategy for territory penetration
Technical solutions selling experience working with real customers, listening to them, and solving problems
Comfortable working with business and highly technical leaders, while influencing their understanding and building supportive partnerships
Analytical account development strategy based on using data to find opportunities and prove value
Demonstrated track record of managing business forecasts and financial models
Entrepreneurial mindset with appetite to define process and build programs
Record of delivering market driven results, especially to scale and enterprise customers
Excellent verbal and written communication skills (English)
Bachelor’s Degree or equivalent years of experienc
Desired:
Deep experience working with telecom companies, including CPAAS, SMS aggregators, carriers, or global communications platforms.
Domain expertise from a highly quantitative industry such as DevOps, Fintech, advertising optimization, investment banking, security or commodity trading especially in non-standard segments.
Software, SaaS, CPaas or PaaS selling experience
Location
This role will be remote, and based in the United States.
Travel
We prioritize connection and opportunities to build relationships with our customers and each other. For this role, approximately 25% travel is anticipated to help you connect in-person in a meaningful way.
We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be required to travel occasionally to participate in project or team in-person meetings.
What We Offer
Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location.
Compensation
*Please note this role is open to candidates outside of California, Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, New Jersey, New York, Vermont, Washington D.C., and Washington State. The information below is provided for candidates hired in those locations only.
The estimated pay ranges for this role are as follows:
Based in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont or Washington D.C. : $86,152 - $107,690.
Based in New York, New Jersey, Washington State, or California (outside of the San Francisco Bay area): $90,936 - $113,670.
Based in the San Francisco Bay area, California: $95,720- $119,650.
This role may be eligible to participate in Twilio’s equity plan and corporate bonus plan. All roles are generally eligible for the following benefits: health care insurance, 401(k) retirement account, paid sick time, paid personal time off, paid parental leave.
The successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.
Application deadline information
Applications for this role are intended to be accepted until September 20th, 2026, but may change based on business needs.
Twilio thinks big. Do you?
We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things. That's why we seek out colleagues who embody our values — something we call Twilio Magic. Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts.
So, if you're ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn't what you're looking for, please consider other open positions.
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Stay alert to recruitment fraud
We care about your safety. Scammers sometimes impersonate Twilio recruiters through fake job postings, emails, websites, or messages. Please ensure you are engaging with an official @twilio.com email address. We will never ask for payment, gift cards, cryptocurrency, or banking information during the recruiting process. We do not make job offers without a formal interview process or conduct interviews exclusively through text-based messaging apps..
Twilio is proud to be an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Qualified applicants with arrest or conviction records will be considered for employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. Additionally, Twilio participates in the E-Verify program in certain locations, as required by law.
To apply: https://weworkremotely.com/remote-jobs/twilio-account-executive-3
Squarespace: Senior Product Director, Client Engagement Group
Company: Location: Remote Published: 2026-09-23
Headquarters: Remote, United States
At Squarespace, we empower our product teams to solve hard problems in ways that our customers love and strengthen our business. As Senior Director of Product for the Client Engagement Group (CEG), you will lead the product strategy and execution for Squarespace's customer engagement platform: the CRM, email campaigns, automations, and transactional communications that enable our merchants to build lasting customer relationships and grow their businesses on Squarespace.
The Client Engagement Group sits at the center of Squarespace's growth strategy. Our marketing tools are a critical lever in increasing product attach, reducing merchant churn, and building a differentiated position in the service commerce landscape. You will own the vision for transforming our current communications offering into a unified customer engagement hub… one that competes with best-in-class tools while leveraging Squarespace's unique data and ecosystem advantages.
You will report directly to the President of Squarespace and serve as a member of the Product leadership team. You will have the option of working on-site (hybrid) at our NYC headquarters or remotely within the U.S.
You’ll Get To…
Define and drive the multi-year product vision and strategy for CEG - spanning CRM, email campaigns, automations, transactional communications, and emerging channels including SMS - with a clear line of sight to revenue growth and platform impact
Own the Email Campaigns business line end-to-end: report on revenue performance, develop engagement and GTM strategies, and lead roadmap decisions in close partnership with commercial and marketing stakeholders
Build toward a competitive, full-featured customer engagement platform by prioritizing investments in business CRM, transactional automations, flexible communication channels, and advanced segmentation that meet the sophisticated needs of today's service sellers
Lead, grow, and mentor a team of product managers across multiple product lines, setting a high bar for hypothesis-driven development, roadmap rigor, and customer-centricity
Partner with Engineering and Design functional leads to deliver outcomes across the team; step in to remove blockers and maintain velocity on high-priority initiatives
Collaborate across the Squarespace ecosystem - with Commerce, Growth, Financial Solutions, and GTM - to ensure CEG products are deeply integrated into the broader platform
Champion the use of Squarespace data and AI to create smarter automation flows, personalized outreach, and differentiated customer engagement experiences that competitors cannot easily replicate
Shape the process, craft, and standards for senior product leadership at Squarespace
Who We’re Looking For
12+ years of product management experience, with a meaningful portion spent building and scaling customer engagement, CRM, marketing, or communications products
5+ years leading and developing teams of product managers in complex, multi-product environments
Deep familiarity with the customer engagement and email service provider landscape; informed perspective on what it takes to compete with and differentiate from best-in-class marketing and CRM tools
Demonstrated ability to own a revenue-generating product line with accountability for business outcomes, not just product delivery
Strong strategic instincts paired with a bias for execution; comfortable operating at the intersection of vision-setting and unblocking day-to-day team work
Excellent communicator and cross-functional partner with the credibility to influence senior leadership and align stakeholders across product, engineering, commercial, and marketing functions
Experience applying hypothesis-driven development and experimentation to accelerate product-market fit and grow adoption
Benefits & Perks
A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision
Supplemental Life and Disability Insurance plans
Fertility and adoption benefits
Headspace mindfulness app subscription
Global Employee Assistance Program
Retirement benefits with employer match
Flexible paid time off
12 weeks paid parental leave and family care leave
Pretax commuter benefit
Education reimbursement
Employee donation match to community organizations
7 Global Employee Resource Groups (ERGs)
Dog-friendly workplace
Free lunch and snacks
Private rooftop
Hack week twice per year
US Cash Compensation Range
Cash Compensation Range: $323,000 - $435,000 USD
The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.
In addition to the cash compensation above (which includes base salary and, where applicable for eligible roles, may include overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock. Sales positions generally offer a competitive On Target Earnings (OTE) incentive structure in addition to base salary.
About Squarespace
Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,700 is headquartered in New York City, with offices in Dublin, Ireland, and Aveiro, Portugal. For more information about our company, visit https://www.squarespace.com/about/careers.
Our Commitment
Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customers, but we also work toward the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.
#LI-HybridThank you in advance for providing the following details about your work history from your resume! This helps us ensure that your candidate information is accurate and consistent during the hiring process.
Squarespace will never solicit your personal banking information or ask you to transfer money in connection with a job offer or interview. We also will not reach out to you via phone or SMS without your permission or knowledge.
If you plan to use AI in any capacity during your candidate journey, please review our Candidate AI Policy.
To apply: https://weworkremotely.com/remote-jobs/squarespace-senior-product-director-client-engagement-group
Glean: Application Security Engineer
Company: Location: Remote Published: 2026-09-23
Headquarters: United States, Remote
About Glean:
Glean is the Work AI platform that helps everyone work smarter with AI. What began as the industry’s most advanced enterprise search has evolved into a full-scale Work AI ecosystem, powering intelligent Search, an AI Assistant, and scalable AI agents on one secure, open platform. With over 100 enterprise SaaS connectors, flexible LLM choice, and robust APIs, Glean gives organizations the infrastructure to govern, scale, and customize AI across their entire business - without vendor lock-in or costly implementation cycles.
At its core, Glean is redefining how enterprises find, use, and act on knowledge. Its Enterprise Graph and Personal Knowledge Graph map the relationships between people, content, and activity, delivering deeply personalized, context-aware responses for every employee. This foundation powers Glean’s agentic capabilities - AI agents that automate real work across teams by accessing the industry’s broadest range of data: enterprise and world, structured and unstructured, historical and real-time. The result: measurable business impact through faster onboarding, hours of productivity gained each week, and smarter, safer decisions at every level.
Recognized by Fast Company as one of the World’s Most Innovative Companies (Top 10, 2025), by CNBC’s Disruptor 50, Bloomberg’s AI Startups to Watch (2026), Forbes AI 50, and Gartner’s Tech Innovators in Agentic AI, Glean continues to accelerate its global impact. With customers across 50+ industries and 1,000+ employees in more than 25 countries, we’re helping the world’s largest organizations make every employee AI-fluent, and turning the superintelligent enterprise from concept into reality.
If you’re excited to shape how the world works, you’ll help build systems used daily across Microsoft Teams, Zoom, ServiceNow, Zendesk, GitHub, and many more - deeply embedded where people get things done. You’ll ship agentic capabilities on an open, extensible stack, with the craft and care required for enterprise trust, as we bring Work AI to every employee, in every company.
About the Role:
Glean is looking for an experienced Application Security Engineer with a primary focus on ensuring that our entire technology stack is free of software vulnerabilities (CVEs). This role is responsible for securing our base OS images, ensuring all open-source software (OSS) dependencies are scanned and patched, and integrating cutting-edge security tools into our CI/CD pipeline. The ideal candidate will drive the adoption of solutions like Google’s Assured Open Source Software (OSS) and explore alternative approaches to enhance software security. This role will lead the vulnerability management charter at Glean, identifying, evaluating, and implementing new security technologies and processes to proactively protect our infrastructure.
You will:
Own the vulnerability management lifecycle across Glean’s technology stack, from discovery and prioritization through remediation, reporting, and measurement.
Harden base OS images and secure open-source dependencies, package managers, and the broader software supply chain.
Integrate SAST, DAST, dependency scanning, and automated security validation into CI/CD pipelines.
Evaluate, adopt, and develop security solutions and tooling, including Google’s Assured OSS and comparable approaches.
Define secure-coding practices and drive engineering adoption through guidance, training, and mentorship.
About you:
BA/BS in Computer Science, Cybersecurity, or a related field (or equivalent industry experience).
8+ years of experience in application security and vulnerability management.
Deep understanding of software security vulnerabilities, including CVEs, OWASP Top 10, and supply chain risks.
Experience with SAST, DAST, dependency scanning, and vulnerability management tools (e.g., Snyk, GitHub Dependabot, Trivy, Clair, Burp Suite, OWASP ZAP).
Hands-on experience with cloud-native security across AWS, GCP, including containers, Kubernetes, and microservices.
Ability to lead cross-functional initiatives and drive security adoption across engineering teams.
Proactive, pragmatic, and collaborative, with strong problem-solving skills and the ability to balance security with performance and usability.
Location:
This role is remote
Compensation & Benefits:
The standard base salary range for this position is $185,000 - $260,000 annually. Compensation offered will be determined by factors such as location, level, job-related knowledge, skills, and experience. Certain roles may be eligible for variable compensation, equity, and benefits.
We offer a comprehensive benefits package including competitive compensation, Medical, Vision, and Dental coverage, generous time-off policy, and the opportunity to contribute to your 401k plan to support your long-term goals. When you join, you'll receive a home office improvement stipend, as well as an annual education and wellness stipends to support your growth and wellbeing. We foster a vibrant company culture through regular events, and provide healthy lunches daily to keep you fueled and focused.
We’re committed to building and sustaining a diverse, inclusive workplace. We strive to attract and retain people with a wide range of backgrounds, experiences, and perspectives, and we do not discriminate on the basis of gender, ethnicity, sexual orientation, religion, civil or family status, age, disability, or race.
#LI-REMOTE
AI-First Mindset at Glean:
At Glean, AI fluency is core to how we work and we're committed to ensuring every new hire feels confident integrating AI into their everyday work. As part of the interview process, you'll complete a brief AI-focused exercise or discussion so we can understand how you think about, design, and use AI to drive impact in your role. Feel free to reference any tools, platforms, or workflows you use today — prior Glean experience isn't required.
Global Data Privacy Notice for Job Candidates and Applicants:
Depending on your location, the General Data Protection Regulation (GDPR), California Consumer Privacy Act (CCPA), or other privacy laws may regulate the way we manage the data of job applicants. Our full notice outlining how data will be processed as part of the application procedure for applicable locations is available in our Privacy Policy. By submitting your application, you are agreeing to our use and processing of your data as required. US applicants and their applications are subject to arbitration of disputes as outlined in our Applicant Arbitration Agreement.
By clicking “Submit Application,” I confirm that I have read the Global Data Privacy Notice and the Applicant Arbitration Agreement, and I agree to the terms.
To apply: https://weworkremotely.com/remote-jobs/glean-application-security-engineer
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