Thoughtfully Curated Benefits Jobs

1,322,394 open positions · Updated daily

The Thoughtfully Curated Benefits sector is booming as companies pivot to customized, data‑driven benefit programs that match remote and hybrid workforces. Employers are hiring teams that can build personalized packages, analyze benefit utilization, and integrate new wellness tech. With over 1,000 openings, talent that blends HR knowledge with analytics and tech is in high demand.

Roles span Benefits Analyst, Benefits Architect, Benefits Consultant, Employee Engagement Specialist, and Benefits Data Scientist. Analysts crunch enrollment data, architects design tiered plans, consultants advise on vendor negotiations, engagement specialists drive adoption, and data scientists build predictive models to forecast benefit costs and usage.

Salary transparency is vital for professionals in this field because benefits design directly impacts an employee’s total compensation. Knowing the pay range helps candidates gauge the value of their expertise, negotiate fair compensation, and ensures companies reward impact proportionally. Transparent pay also builds trust, which is essential when shaping benefits that influence employee well‑being.

Sr. Financial Analyst - Corporate FP&A

Company: Upwork

Location: Remote

Posted Dec 01, 2025

Upwork Inc connects businesses with global AI-enabled talent across various contingent work types. The company offers the Upwork Marketplace and Lifted, providing solutions for enterprise organizations to source, manage, and pay talent. Upwork facilitates over $30 billion in transactions and aims to create economic opportunities in every era of work.

Go (Golang) Software Engineer - Developer Tooling and Containers

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open source software and operating systems, with a focus on Ubuntu. They are hiring a Go Golang Software Engineer to work on a new open source developer experience tool, aiming to improve developer workflows and productivity. The role requires experience with Go, Linux system-level fundamentals, and containers, and offers a distributed work environment with opportunities for international travel.

Senior Software Engineer - Platform (Earned Wage Access)

Company: Branch

Location: Remote

Posted Dec 01, 2025

Branch is a fintech company on a mission to empower workers with financial freedom through accessible financial services. They value diversity, innovation, and collaboration, and offer a remote-first work environment with competitive benefits.

Accounts Receivable Clerk

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open source software and operating systems. They offer an exciting opportunity for an Accounts Receivable Clerk to join their growing team. The company values diversity, offers career development opportunities, and has a distributed work environment.

Senior Software Engineer - Platform (Money Movement)

Company: Branch

Location: Remote

Posted Dec 01, 2025

Branch is a fintech company on a mission to empower workers with financial freedom. They provide free financial services to working Americans and focus on building inclusive, transparent, and frictionless products. The company values diversity, innovation, and collaboration, and offers a remote-first work environment with competitive benefits.

Senior Data Scientist

Company: Gradient AI

Location: Remote

Posted Dec 01, 2025

Gradient AI is a fast-growing company revolutionizing Group Health and PampC insurance with AI-powered solutions. They are seeking Senior Data Scientists to help shape the future of their underwriting products in the healthcare and care management space. The role involves designing and implementing predictive models, analyzing large datasets, and collaborating with cross-functional teams to deliver intelligent solutions at scale.

Embedded IoT / Edge Solutions Sales Representative - Manager and Director

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open-source software and operating systems, with a focus on enterprise and technology markets. Their platform, Ubuntu, is widely used in various industries, including public cloud, data science, AI, engineering innovation, and IoT. The company is founder-led, profitable, and growing, with a distributed team across 75+ countries. They are hiring for various roles, including Embedded IoT, Edge Solutions Sales Representatives, Managers, and Directors, to expand their reach in mission-critical industries. Canonical provides a comprehensive portfolio of Linux solutions, emphasizing security, reliability, developer productivity, and footprint.

Senior Software Engineer - Platform (Ledger)

Company: Branch

Location: Remote

Posted Dec 01, 2025

Branch is a fintech company on a mission to empower workers with financial freedom. They provide free financial services to working Americans and focus on building inclusive, transparent, and frictionless products. The company values diversity, innovation, and collaboration, and offers a remote-first work environment with competitive benefits.

Software Engineer - Python/Golang - Kubernetes

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open source software and operating systems. They offer a remote software engineer position to join their Kubernetes product team, focusing on building operators and addons. The company values diversity, offers a distributed work environment, and provides benefits like a personal learning budget and annual compensation reviews.

Ubuntu Core Software Engineer

Company: Canonical

Location: Remote

Posted Dec 01, 2025

Canonical is a leading provider of open source software and operating systems, with a focus on Ubuntu. They are hiring a Ubuntu Core Software Engineer to work on embedded Linux systems in IoT, automotive, and aviation. The role involves designing and implementing software for various CPU architectures, collaborating with a distributed team, and reviewing code. Canonical offers a distributed work environment, personal learning budget, and other benefits.

Sr Technology FP&A Manager - Cloud Hosting

Company: Reddit

Location: Remote

Posted Dec 01, 2025

Reddit is seeking a Senior Finance Manager to join their Technology FP&A team, focusing on cloud hosting spend. The role involves forecasting, budgeting, cost optimization, governance, analytics, and tools. The ideal candidate should have 8+ years of experience in FP&A Technology Finance or Cost of Revenue management, with prior experience in AWS and GCP contract negotiations. The position offers comprehensive healthcare benefits, 401k match, family planning support, gender-affirming care, mental health and coaching benefits, flexible vacation, Reddit global days off, generous paid parental leave, and paid volunteer time off.

Sr. Product Manager - International

Company: Khan Academy

Location: Remote

Posted Dec 01, 2025

Khan Academy is a nonprofit offering free worldclass education globally, committed to improving learning outcomes through diverse teams and impactful product development. They seek a Senior Product Manager to scale international education solutions while emphasizing diversity, equity, and high-impact innovation.

Frequently Asked Questions

What are typical salary ranges for Thoughtfully Curated Benefits roles by seniority?
Entry‑level Benefits Analyst: $60k–$90k. Mid‑level Benefits Architect or Consultant: $90k–$130k. Senior roles such as Benefits Director or VP of Benefits: $130k–$200k. Ranges vary by company size, region, and the complexity of benefit programs managed.
What skills and certifications are required for these positions?
Core skills: benefits compliance (ERISA, COBRA), data analytics (Excel, SQL, Tableau), vendor management, and employee engagement. Certifications: Certified Employee Benefits Specialist (CEBS), Society for Human Resource Management – Benefits Credential (SHRM‑B), Certified Compensation Professional (CCP), and proficiency with platforms like Workday, SAP SuccessFactors, Zenefits, Gusto, or Benefitfocus.
Is remote work available for Thoughtfully Curated Benefits roles?
Yes. Most benefits analyst and consultant positions offer fully remote or hybrid arrangements. Companies use Slack, Microsoft Teams, and cloud‑based benefits portals to enable real‑time collaboration and remote onboarding.
What career progression paths exist in this field?
Typical progression: Benefits Analyst → Senior Analyst → Benefits Manager → Director of Benefits → Vice President of Benefits or Chief Benefits Officer. Alternatively, a consulting track may lead from Benefits Consultant → Senior Consultant → Benefits Partner → Managing Director.
What industry trends are shaping Thoughtfully Curated Benefits?
Key trends include: 1) AI‑driven benefits recommendation engines that tailor plans to individual employee profiles; 2) expansion of mental‑health and flexible‑spending accounts; 3) real‑time enrollment and usage analytics; 4) ESG‑aligned benefit strategies; and 5) increased emphasis on data privacy and compliance in benefits data management.

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