Sr. Cloud Platform Engineer – Remote

This is a platform role with real scale and real stakes. You’ll keep a large AWS footprint reliable, secure, and fast, while improving the developer experience so teams can ship confidently in a payments environment.

About 8am
8am (formerly AffiniPay) is a professional business platform that helps legal, accounting, and other client-focused professionals run stronger, more profitable businesses. Founded in 2005, it supports over 250,000 professionals across the U.S. and processes over $18B in payments annually. The company has been recognized on the Inc. 5000 list for 13 consecutive years and continues to scale.

Schedule
Remote (U.S. and Canada). You’ll participate in an on-call rotation with occasional off-hours emergency support. Work centers on AWS platform availability, security, performance, and developer tooling in a container and Kubernetes-first environment.

What You’ll Do

  • Automate deployment, monitoring, and management for a 100% AWS-based infrastructure
  • Build and own internal developer tooling and automation as a core product
  • Support container and Kubernetes-first architecture as the cloud subject matter expert
  • Create and maintain automated CI/CD pipelines to deliver releases safely, quickly, and compliantly
  • Leverage agentic and generative AI tooling to improve platform development and operations
  • Partner with developers to identify bottlenecks and improve the overall developer experience and productivity
  • Create onboarding programs and training resources to help new developers ramp quickly
  • Expand observability tooling to detect and resolve performance and usability issues
  • Join an on-call rotation and provide emergency support when needed

What You Need

  • 5+ years of experience in software engineering, cloud operations, or a related technical function
  • 3+ years implementing and maintaining infrastructure in a public cloud (AWS strongly preferred)
  • Strong Infrastructure as Code experience (Terraform preferred)
  • Kubernetes experience (EKS preferred)
  • Solid cloud networking knowledge (VPCs, subnets, route tables, NACLs, security groups, peering)
  • Experience with relational database systems (RDS or Aurora preferred) and working knowledge of MySQL or PostgreSQL
  • Familiarity with security systems (WAF, HIDS/FIM, intrusion detection, vulnerability detection)
  • Experience developing internal tools used by other teams
  • Strong Linux container skills (Docker, OCI, LXC) with automated image build and deployment experience
  • Proficiency in at least two languages: Ruby, Python, Java, JavaScript (NodeJS), or Bash
  • Bachelor’s degree in a related field or equivalent experience
  • Demonstrated experience using AI tools and technologies to improve workflows, decision-making, or innovation

Benefits

  • Salary range: $110,000 to $165,000 annually (location may impact range)
  • Medical, dental, and vision options, including a 100% company-paid HDHP plan for employees
  • Competitive package with bonuses, equity options, and 401(k) match (or RRSP in Canada)
  • Flexible Time Off, paid holidays, and parental leave
  • Wellness stipends, mental health support, and one-on-one nutrition coaching
  • Learning and development resources through 8am.edu plus professional development funds
  • Volunteer time off, charitable matching, and team engagement events

Platform roles at this level don’t stay open long, especially in payments-scale environments. If you’re built for reliability and love making engineers faster, this is one to jump on.

Go be the person who makes “it just works” true.

Happy Hunting,
~Two Chicks…

APPLY HERE

Senior Software Engineer | AI – Remote

This is a builder role for someone who can take AI from “cool idea” to “customers actually use it.” You’ll ship production AI features across a large SaaS platform, working with a seasoned AI team to turn business needs into reliable, secure, scalable product capabilities.

About 8am
8am (formerly AffiniPay) is a professional business platform that helps legal, accounting, and other client-focused professionals run stronger, more profitable businesses. Founded in 2005, it supports over 250,000 professionals across the U.S. with purpose-built solutions designed to simplify operations, support compliance, and fuel growth. The company has been recognized on the Inc. 5000 list for 13 consecutive years and continues to scale.

Schedule
Remote (U.S.). You’ll collaborate cross-functionally with engineering, product, data science, data, and cloud operations to take AI features from prototype through general availability. Salary range varies by location, with the listed U.S. range below.

What You’ll Do

  • Translate business problems into AI-driven solutions in partnership with product managers and stakeholders
  • Design, implement, and integrate AI features into existing 8am products
  • Partner with the Data team to ensure data is collected, enriched, prepared, and staged for AI consumption
  • Build and evaluate AI-powered services from prototypes through GA release
  • Write high-quality Python code for data manipulation, LLM interactions, and performance evaluation
  • Develop tools and infrastructure for reliable, scalable, secure AI deployment
  • Deploy AI features with cloud operations, monitor impact, and iterate for continuous improvement

What You Need

  • 5+ years of professional software engineering experience (ideally full stack SaaS or backend)
  • Proven experience building and deploying production-ready AI/ML services
  • Hands-on experience with LLM frameworks, platforms, and related tooling
  • Strong Python skills with data manipulation and evaluation workflows
  • Experience building scalable data infrastructure and integrating models into broader SaaS systems
  • Experience in AWS environments and modern DevOps practices
  • Demonstrated experience using AI tools and technologies to improve workflows, decision-making, or drive innovation

Benefits

  • Salary range: $150,000 to $180,000 annually (location may impact range)
  • Medical, dental, and vision options, including a 100% company-paid HDHP plan for employees
  • Competitive package with bonuses, equity options, and 401(k) match (or RRSP in Canada)
  • Flexible Time Off, paid holidays, and parental leave
  • Wellness stipends, mental health support, and one-on-one nutrition coaching
  • Learning and development resources through 8am.edu plus professional development funds
  • Volunteer time off, charitable matching, and team engagement events

AI product roles with real shipping responsibility don’t stay open long. If you’ve been waiting for the right platform to build on, this is one to move on.

Come build the AI features customers feel, not just the demos people clap for.

Happy Hunting,
~Two Chicks…

APPLY HERE

Underwriting Specialist – Remote

Help protect a fast-growing fintech platform by making smart approval decisions that keep fraud out and good customers moving forward. If you’re detail-obsessed, calm under pressure, and can spot what feels “off” in an application, this role is built for you.

About 8am
8am (formerly AffiniPay) is a professional business platform that helps legal, accounting, and other client-focused professionals run stronger, more profitable businesses. Founded in 2005, it supports over 250,000 professionals across the U.S. with purpose-built solutions designed to simplify operations, ensure compliance, and fuel growth. The company has been recognized on the Inc. 5000 list for 13 consecutive years and continues to scale.

Schedule
Remote (Mexico). This role supports monthly incoming account volume, with the last day of every month requiring extra attention and focus. Candidates must be legally authorized to work or provide services in Mexico.

What You’ll Do

  • Verify and approve new accounts using independent judgment to support growth while preventing fraud-related losses
  • Review new client account information with strong attention to detail
  • Partner with other departments to help protect the company against fraudulent activity
  • Onboard, review, and approve incoming accounts each month
  • Set initial account limits based on risk review and collaborate with Risk on adjustments as needed
  • Identify suspicious or potentially fraudulent accounts and alert management when appropriate
  • Collaborate with other Underwriting team members to work efficiently and consistently
  • Provide customer account maintenance support as needed
  • Maintain a positive, can-do approach during higher-volume periods

What You Need

  • Bachelor’s degree
  • Minimum 5 years of work experience, preferably in an underwriting capacity
  • 1 year with the company is preferred
  • Strong attention to detail and organizational skills
  • Ability to thrive in a collaborative, team environment
  • Proficiency with Microsoft Office (Word, Excel, PowerPoint, Outlook)
  • A proactive, above-and-beyond mindset and comfort working through busy end-of-month cycles

Benefits

  • Not listed in the posting

If you’re looking for a role where your judgment actually matters and your decisions protect the business in real time, don’t wait.

Bring your sharp eye and steady decision-making, and help keep the front door secure.

Happy Hunting,
~Two Chicks…

APPLY HERE

Data Entry Support Specialist – Remote

If you’re fast, accurate, and obsessive about details, this role is a clean fit. You’ll support agent onboarding and offboarding by processing forms and updating data across websites and internal systems with zero room for sloppy mistakes.

About Ylopo
Ylopo is a fast-growing marketing and technology company serving real estate agents with internet marketing services and proprietary lead generation and engagement software. Their team culture emphasizes development, support, recognition, and continuous learning. They build tools that help real estate pros generate and nurture leads at scale.

Schedule

  • Full-time, remote (Philippines)
  • Shift: 8:00 AM – 5:00 PM Pacific Standard Time
  • Rate: starts at PHP 30,000
  • Must have main + backup internet and required home setup

What You’ll Do

  • Process onboarding/offboarding forms and enter data accurately into websites and databases
  • Verify details and resolve discrepancies via email with customers
  • Respond to client emails promptly and provide strong task-based customer support
  • Collaborate with Branded Sites and Support teams to keep data consistent across platforms
  • Follow protocols to protect data integrity and security
  • Organize and sort information based on provided guidelines
  • Meet daily KPIs and required form-processing volume
  • Support additional admin tasks as assigned

What You Need

  • Previous experience in a data entry role
  • Ability to understand moderate technical concepts and navigate websites/systems
  • Strong attention to detail, organization, and accuracy
  • Professional communication style with responsive email support skills
  • Ability to work independently, take initiative, and hit deadlines consistently
  • Positive, trustworthy demeanor with willingness to learn new tools

Benefits

  • Remote role based in the Philippines
  • Clear schedule and defined performance expectations
  • Supportive, development-focused team culture
  • Opportunity to grow within a fast-moving tech and marketing company

If you’re ready to step into a detail-heavy role where accuracy is everything, apply while it’s open.

Bring the precision and consistency. Ylopo will bring the systems.

Happy Hunting,
~Two Chicks…

APPLY HERE

Onboarding Success Manager – Remote

You’ll be the first strategic partner clients meet after the sale, and that first stretch sets the tone for everything. If you’re organized, client-savvy, and can guide people from “new customer” to “fully live” without chaos, this role is built for you.

About Ylopo
Ylopo is a fast-growing marketing and technology company serving real estate agents with internet marketing services and proprietary lead generation and engagement software. They’re known for a supportive culture focused on development, strong leadership access, and team connection. Their work helps agents grow through smart marketing and scalable tech.

Schedule

  • Full-time, remote
  • Compensation: $55K–$70K base (depending on experience)
  • Bonus: 25% of base salary OTE
  • Benefits include medical, dental, vision, paid holidays, vacation, sick time, and 401(k)
  • Paid monthly parking (if applicable)

What You’ll Do

  • Manage a book of onboarding clients in setup and newly live status
  • Serve as the first point of contact post-purchase, setting expectations and building trust early
  • Lead initial onboarding meetings, reviewing intake forms and aligning on milestones and timelines
  • Project manage each client’s implementation process, coordinating with internal teams to hit deadlines
  • Monitor completion of technical onboarding tasks and remove blockers quickly
  • Guide clients through structured onboarding calls to ensure training, adoption, and confidence
  • Support retention during onboarding, including working with at-risk clients and cancellations
  • Host office hours and/or live group support sessions via Zoom
  • Partner with the Growth team to identify clients ready for expansion conversations
  • Handle escalations and resolve client concerns with urgency and professionalism
  • Facilitate large-scale account changes (DNC, brokerage changes, CRM changes, license transfers)
  • Maintain accurate, timely documentation in Salesforce and internal systems

What You Need

  • Undergraduate degree preferred
  • Experience in support, training, and customer service
  • Strong organizational skills, attention to detail, and ability to multitask toward deadlines
  • Strong written and verbal communication skills (email/tickets, phone, Zoom)
  • Project coordination skills and the ability to drive tasks to completion
  • Professional, trustworthy, and client-focused demeanor
  • Comfort learning new tools and explaining detailed service and system info clearly
  • Real estate knowledge is a plus, but not required

Benefits

  • Medical, dental, and vision insurance
  • Paid holidays, vacation, and sick days
  • 401(k) retirement plan
  • Bonus opportunity (25% OTE)
  • Team events, lunches/happy hours, and company-wide activities
  • Development-focused culture with support and mentoring

If you want a role where your organization and people skills directly impact retention and long-term client success, this is a strong one to jump on.

Bring the calm, the clarity, and the follow-through. Ylopo will bring the momentum.

Happy Hunting,
~Two Chicks…

APPLY HERE

Product Designer II – Remote

This role is for a designer who wants their work to actually change lives, not just screens. You’ll help shape Equip’s virtual care experience across their patient app and website, making healthcare easier to access and easier to use.

About Equip Health
Equip is a fully virtual, evidence-based eating disorder treatment program built by clinical experts and people with lived experience. Patients receive a dedicated care team, and Equip operates in all 50 states while partnering with most major insurance plans. Their mission is to make treatment that works accessible for everyone who needs it.

Schedule

  • Full-time, 100% remote (USA, Illinois)
  • Salary: $117K–$130K (bonus eligible)
  • No travel required

What You’ll Do

  • Design intuitive, engaging user experiences for different audiences and use cases
  • Communicate design solutions through wireframes, prototypes, and clear implementation specs
  • Partner with product, engineering, and business stakeholders to stay aligned from discovery through delivery
  • Help evolve design system guidelines, improve consistency, and promote best practices
  • Support user research and usability testing, using feedback to inform design decisions
  • Handle additional projects and duties as assigned

What You Need

  • Bachelor’s degree in product design or a related field
  • 3+ years of product design experience in a fast-paced, agile environment (healthcare tech is a plus)
  • Proven experience working on a digital platform with an active user base
  • Strong collaboration skills across product, engineering, and business partners
  • Proficiency in Figma and solid user-centered design fundamentals
  • Experience conducting user research and usability testing, and applying insights to iterations
  • Ability to work independently, prioritize well, and deliver results with limited resources

Benefits

  • Flex PTO (3–5 weeks/year recommended) plus 11 paid company holidays
  • Medical, Dental, Vision, Life, and AD&D insurance
  • Strong employer contributions to premiums for individuals and families
  • Maven reproductive and family care benefit
  • Employee Assistance Program (EAP) for mental health, legal, and financial support
  • $50/month work-from-home internet stipend
  • One-time work-from-home stipend up to $500

If you’ve been looking for a product design role with purpose and real users who truly need it, don’t wait.

Bring the craft and the empathy. Equip will bring the mission.

Happy Hunting,
~Two Chicks…

APPLY HERE