Virtual Tech Assistant (Video Specialist) – Remote

Love technology, thrive under pressure, and know Zoom inside and out? As a Virtual Tech Assistant at Steno, you’ll deliver live support during depositions—keeping clients calm, connected, and confident in high-stakes moments.

About Steno
Founded in 2018, Steno is transforming litigation and court reporting with innovative technology, concierge-level service, and flexible payment solutions. The company’s culture emphasizes reliability, innovation, and hospitality while welcoming diverse backgrounds across tech, law, and operations.

Schedule

  • Part-time, remote role
  • Requires availability for at least 20 hours per week, Monday–Friday, 9am–5pm PST
  • Must have full availability at least 3 days per week
  • Initial 10 days of training required

What You’ll Do

  • Provide live on-camera technical, audio, and video support during remote depositions
  • Troubleshoot Zoom issues in real time, ensuring seamless client experiences
  • Organize documents for virtual depositions and guide clients through platform use
  • Maintain professionalism and confidence when supporting clients under pressure
  • Deliver white-glove customer service before, during, and after depositions

What You Need

  • 2+ years of customer service experience
  • 1+ years of Zoom or video/audio conferencing experience (proficiency test required)
  • Strong multitasking, organizational, and communication skills
  • Comfort working under pressure and managing multiple moving parts
  • At least 6 months of remote work experience
  • Availability in one of the following states: AL, AZ, AR, FL, GA, HI, IN, IA, KS, LA, ME, MD, MA, MI, MS, MO, MT, NE, NJ, NM, NC, OH, PA, SC, TX, UT, VA, WV, WI
  • Experience in court reporting, legal services, or startups a plus

Benefits

  • Pay: $20–$23/hour
  • Healthcare reimbursement for part-time employees
  • Mental health and wellness benefits for employees + households
  • Paid sick time and flexible scheduling
  • Equity options and access to a 401k through Guideline
  • Company-provided computer + monthly internet stipend

Open roles are limited—apply now to join Steno’s growing “Vid-Squad” and deliver top-tier client support.

Turn your Zoom skills and tech savvy into a career where every deposition counts.

Happy Hunting,
~Two Chicks…

APPLY HERE

Engineering Manager – Remote

Lead a high-performing engineering squad shipping secure, scalable web apps used by families and financial advisors nationwide. If you balance hands-on coding with people leadership—and you’re excited about AI-accelerated workflows—this remote role is built for you.


About Trust & Will
Founded in 2017, Trust & Will is the leading digital estate planning platform, trusted by 1M+ users. As a certified B Corporation, the team makes legacy planning accessible with attorney-approved documents and advisor partnerships that put families first. The company is remote-first and growing quickly across the U.S.


Schedule

  • Remote-first within the U.S. (CA, CO, FL, GA, ID, IL, MD, NJ, NY, NC, PA, TX, VT)
  • Full-time; cross-functional collaboration with Product and Design
  • Flexible hours with a family-friendly culture

What You’ll Do

  • Manage and mentor a team of 3–5 engineers; run 1:1s, feedback loops, growth plans, and onboarding
  • Drive delivery within a product squad: set goals/roadmaps, balance IC work (up to ~50%) with leadership
  • Own technical strategy and architecture aligned to long-term business goals
  • Champion secure-by-design practices, observability, performance, and reliability
  • Implement AI tooling and automation to improve developer velocity and code quality
  • Lead code reviews, pair programming, and continuous improvement on CI/CD and testing
  • Track and improve engineering metrics (quality, velocity, reliability) to guide decisions

What You Need

  • 7+ years software development; 2+ years in an engineering leadership/management role
  • Advanced React, TypeScript, API design, and data modeling (relational + NoSQL)
  • Experience building and maintaining cloud-native applications
  • Strong secure coding, threat modeling, and compliance awareness (GDPR, SOC2)
  • DevOps mindset with CI/CD pipelines and modern testing frameworks
  • Proficiency with AI-assisted development (e.g., GitHub Copilot, Cursor, RooCode, RooCline)
  • Proven ability to mentor, align stakeholders, and deliver in fast-moving environments

Bonus Points

  • Infrastructure-as-code (CloudFormation, AWS CDK, Pulumi, or Terraform)
  • High-growth startup leadership experience
  • Docker/Kubernetes or other orchestration tooling; pair programming practices
  • Open-source contributions or active developer community involvement

Benefits

  • Salary range: $171,000–$220,000 + equity
  • Medical, dental, vision, life insurance, generous parental leave
  • Financial wellness (equity & tax advisory, financial coach, employer-sponsored 401k)
  • Flexible PTO, company holidays, monthly friends & family day, volunteer time off
  • $500 home office stipend + Apple accessories; optional events & travel; learning reimbursements

Roles like this move quickly—raise your hand and get in the mix.

Build the team, shape the platform, and help families protect their legacies.

Happy Hunting,
~Two Chicks…

APPLY HERE

Lead Software Engineer (Platform Expansion) – Remote

Build high-impact products at the intersection of React/Next.js, TypeScript/Node.js, and AWS—while shaping how AI powers a modern estate-planning platform. You’ll lead system design, mentor engineers, and ship secure, scalable features that elevate the advisor experience.

About Trust & Will
Founded in 2017, Trust & Will is the leading digital estate planning platform, trusted by 1M+ users. As a certified B Corporation, the team makes legacy planning accessible and affordable with attorney-approved documents and advisor partnerships that put families first.

Schedule

  • Remote-first within the U.S. (CA, CO, FL, GA, ID, IL, MD, NJ, NY, NC, PA, TX, VT)
  • Full-time with cross-squad collaboration
  • Flexible hours; family-friendly culture

What You’ll Do

  • Build and enhance the advisor-facing platform: integrations, AI features, and document ingestion/parsing
  • Own reliability and security for sensitive operations (member data deletion, pen-test remediations, access reviews)
  • Integrate the advisor platform with Planning, Admin, and Consumer squads for a unified experience
  • Drive Platform Expansion initiatives that boost satisfaction, engagement, retention, and revenue
  • Lead system design and implementation: secure, scalable applications and services with strong test coverage
  • Champion observability, performance, CI/CD, and code quality; reduce technical debt with ongoing refactors
  • Apply AI strategically to improve developer efficiency, automate workflows, and strengthen reliability
  • Mentor engineers; communicate complex topics clearly to technical and non-technical stakeholders

What You Need

  • 7+ years on high-performing engineering teams
  • Advanced frontend expertise (React, TypeScript), API design, and data modeling (MongoDB, Postgres)
  • AWS experience with IaC (CloudFormation, CDK); strong DevOps/TDD and CI/CD practices
  • Proficiency in secure-by-design principles; compliance awareness (GDPR, SOC2)
  • Strength in debugging, performance tuning, distributed tracing, and log correlation
  • Hands-on with AI coding assistants (e.g., GitHub Copilot, Cursor, RooCode, RooCline) and metrics-driven decision-making

Benefits

  • Salary range: $166,000–$215,000 + equity
  • Medical, dental, vision, life, generous parental leave
  • 401k with employer match; equity & tax advisory; financial coaching
  • Flexible PTO, holidays, monthly friends & family day, volunteer time off
  • $500 home office stipend + Apple accessories; optional events & travel; learning reimbursements

Roles like this move quickly—signal interest and get on the radar.

Lead with impact, scale what matters, and help families protect their legacies.

Happy Hunting,
~Two Chicks…

APPLY HERE

Staff Cloud Engineer – Remote

Bring your expertise in cloud infrastructure, DevOps, and secure system design to a mission-driven company reshaping estate planning. This is a high-impact role where you’ll architect resilient platforms, mentor teams, and drive innovation—including AI integration—across engineering.

About Trust & Will
Founded in 2017, Trust & Will is the leading digital estate planning platform, trusted by over one million users. As a certified B Corporation, the company provides modern, accessible solutions that help families protect their legacies with attorney-approved documents, while partnering with advisors and institutions to make legacy planning more inclusive and affordable.

Schedule

  • Remote-first role, U.S. based (CA, CO, FL, GA, ID, IL, MD, NJ, NY, NC, PA, TX, VT)
  • Full-time position with cross-functional collaboration
  • Flexible schedule with family-friendly environment

What You’ll Do

  • Serve as the center of excellence for cloud infrastructure, DevOps, and DevSecOps practices
  • Architect and evolve secure, scalable, and self-healing AWS platforms
  • Build and maintain CI/CD pipelines, cloud tooling, and developer enablement systems
  • Lead resilience engineering, incident readiness, and observability culture across teams
  • Mentor engineers in cloud architecture, infra-as-code, and performance optimization
  • Influence technical vision, shaping how AI integrates into development processes

What You Need

  • 7+ years in software engineering, with strong cloud-native and infrastructure automation experience
  • 2+ years contributing to product features, not just infra tools
  • Deep AWS expertise and Infrastructure-as-Code skills (Terraform, CDK, etc.)
  • Proven track record building secure, cost-efficient, and observable platforms
  • Experience scaling CI/CD pipelines, testing strategies, and monitoring systems
  • Strong grasp of platform security, IAM, and threat modeling

Benefits

  • Salary range: $187,000–$220,000 + equity package
  • Medical, dental, vision, life insurance, and generous parental leave
  • Employer-matched 401k, financial wellness coaching, equity & tax advisory support
  • Flexible PTO, holidays, and volunteer time off
  • Monthly “friends & family” day + family-friendly work culture
  • $500 home office stipend + Apple gear, plus optional company events and travel

Applications are open—step into a role where your cloud expertise shapes the future of a high-growth, mission-driven platform.

Scale impact, secure systems, and mentor teams—all while helping families protect their legacies.

Happy Hunting,
~Two Chicks…

APPLY HERE

Cybersecurity Engineer – Remote

Protect critical data and infrastructure while shaping enterprise security strategies. Modivcare is hiring a Cybersecurity Engineer III to lead security initiatives, monitor threats, and safeguard systems across the organization.

About Modivcare
Modivcare is transforming healthcare access with non-emergency medical transportation, personal care, and home care solutions. Their mission is to connect underserved populations to care, improve outcomes, and protect the systems that make this work possible.

Schedule

  • Full-time, remote role (occasional business travel may be required)
  • Posted 16 days ago – applications are reviewed as received
  • Collaboration across IT, operations, and leadership teams

What You’ll Do

  • Lead development and execution of cybersecurity strategies
  • Implement and oversee advanced security controls and policies
  • Monitor, troubleshoot, and respond to security incidents using threat intelligence
  • Conduct regular risk assessments and compliance checks (ISO 27001, NIST, etc.)
  • Provide expert-level troubleshooting for complex network/security issues
  • Oversee change management processes tied to security measures
  • Lead projects, enhance reporting, and mentor team members

What You Need

  • Bachelor’s degree in Computer Science, IT, or related field (or equivalent experience)
  • 5+ years of experience in cybersecurity roles
  • Advanced knowledge of security technologies, cloud security, and virtualization
  • Familiarity with compliance frameworks (ISO 27001, NIST)
  • Relevant certifications (CompTIA Security+, CEH, CISSP) a plus
  • Strong analytical, communication, and leadership skills
  • Proven ability to manage projects and respond to complex security challenges

Benefits

  • Salary range: $81,000–$111,400 annually
  • Medical, Dental, and Vision insurance
  • Employer-paid life insurance & AD&D
  • 401(k) with company match
  • Paid Time Off + Paid Parental Leave
  • Short- and Long-Term Disability
  • Tuition reimbursement & employee discounts

This opportunity will close quickly—early applications encouraged.

Step into a leadership role that strengthens security and supports access to life-saving care.

Happy Hunting,
~Two Chicks…

APPLY HERE