Technical Account Manager (Partnerships) – Remote

Be the technical glue between Housecall Pro and its biggest partners. If you’re equal parts customer-obsessed and technically curious, and you love turning messy integration needs into clear requirements and real solutions, this role is a strong fit.

About Housecall Pro
Housecall Pro helps home service professionals streamline scheduling, dispatching, payments, and more so they can grow and get time back. Founded in 2013, they support 40,000+ businesses and build tools that help Pros run better operations and live well.

Schedule
Full-time, remote (#LI-Remote). Travel required as needed, typically 15–30% annually (with seasonal variation). Location-based compensation.

What You’ll Do

⦁ Lead discovery sessions to understand partner business requirements and technical needs
⦁ Run partner calls and demos to showcase product capabilities
⦁ Document gap analyses, integration requirements, and scope of work
⦁ Create clear requirement documents that translate partner needs into actionable work
⦁ Collaborate with engineering on API integrations and technical solutions
⦁ Partner with product management to prioritize partner-specific features and requests
⦁ Coordinate with account management to ensure a seamless partner experience
⦁ Work with legal and business development on contract requirements and product exhibits
⦁ Drive onboarding and pilot implementations, tracking progress through rollout
⦁ Troubleshoot technical issues, provide workarounds, and handle escalations
⦁ Facilitate partner training and onboarding sessions
⦁ Build repeatable processes: SOPs, playbooks, escalation workflows, and communication protocols
⦁ Manage product request backlogs and prioritization frameworks, spotting patterns across partners

What You Need

⦁ 3–5+ years in technical account management, customer success, product management, or product operations
⦁ Bachelor’s degree in a related field or equivalent work experience
⦁ Experience with enterprise software integrations and APIs
⦁ Experience using AI tooling/optimization to improve efficiency and operational workflows
⦁ Strong understanding of SaaS business models and enterprise operations
⦁ Proven ability to manage complex, multi-stakeholder projects
⦁ Strong communication skills, including presenting to executive audiences
⦁ Organized, analytical, and confident balancing partner advocacy with business priorities

Benefits

⦁ Medical, dental, vision, life, and disability coverage plus 401(k)
⦁ Paid holidays and flexible, take-it-as-you-need-it PTO
⦁ Equity eligibility in a rapidly growing startup backed by top-tier VCs
⦁ Monthly tech reimbursements
⦁ Paid parental leave and employee assistance program
⦁ Compensation range: $96,000–$120,000 (location-based, plus equity eligibility)

This is a high-impact seat: you’re not just “supporting” partnerships, you’re shaping how they succeed and scale.

If you’re the type who can translate business goals into technical execution without losing either side, go get it.

Happy Hunting,
~Two Chicks…

APPLY HERE

Senior Director, Product Management (AI) – Remote

Own the AI product vision that drives growth, and turn Housecall Pro’s customer data into real outcomes for small businesses. If you can lead strategy and execution, build AI-first products responsibly, and ship fast with quality guardrails, this role is calling your name.

About Housecall Pro
Housecall Pro helps home service professionals streamline scheduling, dispatching, payments, and more so they can grow and get time back. Founded in 2013, they support 40,000+ businesses with a mission to champion Pros to success through practical, high-impact technology.

Schedule
Full-time, remote (#LI-Remote). Work cross-functionally with engineering, design, analytics, and go-to-market partners across time zones.

What You’ll Do

⦁ Lead end-to-end product strategy and execution for two flagship offerings: Marketing AI and Sales AI
⦁ Define crisp problems and outcome-based roadmaps that drive measurable business impact
⦁ Build probabilistic AI experiences with guardrails, feedback loops, and high-quality user outcomes
⦁ Champion AI-native product development methods: rapid prototyping, evaluations, and fast iteration cycles
⦁ Manage and prioritize roadmaps, resources, and timelines across teams to maximize impact
⦁ Partner across marketing, sales, customer success, and ops to launch, support, and scale AI solutions
⦁ Establish KPIs, monitor performance, and drive continuous improvement using data-driven insight
⦁ Lead and mentor product managers, building a culture of ownership, innovation, and continuous learning
⦁ Identify future AI opportunities and fold them into long-term planning and platform strategy

What You Need

⦁ Proven experience building and launching AI-first or AI-powered products end-to-end
⦁ Fluency in AI product methodologies (rapid prototyping, evaluations, data ingestion pipelines)
⦁ 12+ years of product management experience (SaaS preferred)
⦁ 7+ years of product leadership experience with direct people management
⦁ Track record of shipping scalable products with measurable business impact
⦁ Strong strategic thinking with the ability to switch between vision and day-to-day execution
⦁ Experience defining KPIs and iterating based on performance data
⦁ Excellent cross-functional leadership and stakeholder alignment skills
⦁ Bachelor’s degree or equivalent work experience

Benefits

⦁ Medical, dental, vision, life, and disability coverage plus 401(k)
⦁ Paid holidays and flexible, take-it-as-you-need-it PTO
⦁ Equity in a rapidly growing startup backed by top-tier VCs
⦁ Monthly tech reimbursements
⦁ Paid parental leave and employee assistance program
⦁ Compensation range: $168,000–$198,000 + 10% variable bonus (plus equity eligibility)

They’re scaling their AI practice and want a leader who can ship responsibly, inspire a team, and turn data into durable customer value.

If you’ve built AI products that actually move the needle, this is a seat with real leverage.

Happy Hunting,
~Two Chicks…

APPLY HERE

Software Engineer, Platform Architecture – Remote

This is the “architect of architects” role. You’ll set the technical vision that moves Housecall Pro from boardroom priorities to real-world platform outcomes, including enterprise readiness, compliance, and AI integrations, all while modernizing core services at scale.

About Housecall Pro
Housecall Pro helps home service professionals streamline scheduling, dispatching, payments, and more so they can save time, grow profitably, and live well. Founded in 2013, they support 40,000+ businesses with a mission to champion Pros through reliable, scalable technology.

Schedule
Full-time, remote (#LI-Remote). Location-based compensation. You’ll partner closely with senior leadership and cross-functional engineering teams across multiple domains.

What You’ll Do

⦁ Define and evolve platform architecture that enables enterprise scale and increases developer velocity
⦁ Establish patterns, platform standards, and reusable primitives adopted across engineering teams
⦁ Partner with senior leaders to translate business priorities (enterprise readiness, AI integrations, compliance) into architectural strategy and execution
⦁ Lead cross-functional design reviews and guide major technical decisions for company-wide initiatives
⦁ Identify and reduce technical debt, system bottlenecks, and architectural friction across domains
⦁ Mentor senior engineers and help embed platform thinking, excellence, and strong engineering culture
⦁ Contribute hands-on when needed to model secure, scalable foundational components
⦁ Drive best practices through architecture docs, tech talks, and internal training
⦁ Evaluate and integrate emerging technologies that improve reliability, performance, and maintainability

What You Need

⦁ 15+ years of software engineering experience designing distributed, cloud-based systems
⦁ Deep platform expertise across services like payments, billing, identity, data, and APIs
⦁ Track record of delivering large-scale systems and influencing across organizational boundaries
⦁ Proven experience establishing architectural strategies and patterns that scale across teams
⦁ Proficiency across multiple languages/frameworks (Ruby, React, JavaScript, Python, Java, Node.js, etc.)
⦁ Strong command of modern methodologies and tooling (Agile/Scrum, CI/CD, observability)
⦁ Bachelor’s degree in CS/Engineering (or equivalent practical experience)
⦁ Strong “lead without authority” skill set and the ability to guide teams through ambiguity

Benefits

⦁ Medical, dental, vision, life, and disability coverage plus 401(k)
⦁ Paid holidays and flexible, take-it-as-you-need-it PTO
⦁ Equity in a rapidly growing startup backed by top-tier VCs
⦁ Monthly tech reimbursements
⦁ Paid parental leave and employee assistance program
⦁ Compensation range: $216,000–$270,000 (plus equity eligibility)

This is a rare seat at the table, with real leverage across systems, culture, and long-term platform direction.

If you’ve been waiting for a role where your architecture decisions truly shape the company, this is it.

Happy Hunting,
~Two Chicks…

APPLY HERE

Director of DevOps – Remote

Lead the team that makes engineers faster, safer, and calmer in production. If you can balance strategy with hands-on technical leadership, and you know how to build a DevOps and SRE culture that actually sticks, Housecall Pro wants you.

About Housecall Pro
Housecall Pro builds tools that help home service professionals streamline scheduling, dispatching, payments, and more so they can grow and get time back. Founded in 2013, they support 40,000+ businesses with a mission to champion Pros to success through reliable, secure, high-performing systems.

Schedule
Full-time, remote (#LI-REMOTE). This is a leadership role partnering across engineering stakeholders to drive platform, security, reliability, and delivery improvements.

What You’ll Do

⦁ Lead the DevEx/SRE function, overseeing technical excellence, reliability, and scalability of internal platforms and services
⦁ Enable DevOps, SRE, and software teams to ship rapidly and safely through better tooling, processes, and standards
⦁ Champion secure-by-design and compliance-conscious practices in DevOps and deployment workflows
⦁ Align platform work to business priorities and guide planning accordingly
⦁ Mentor engineers across disciplines on platform architecture and best practices
⦁ Build a culture of innovation, accountability, operational excellence, and continuous improvement

What You Need

⦁ Proven experience leading engineering teams with a people-first, empowerment mindset
⦁ Strong DevOps culture builder, with a track record of scaling that culture across teams
⦁ Agile, iterative approach with the ability to coach teams toward better delivery habits
⦁ Data-driven decision-making and a habit of creating the metrics that matter
⦁ Excellent communication under pressure, able to simplify complex topics and give clear feedback
⦁ Broad technical foundation across SRE, automation, security, performance, and operations
⦁ Proficiency in Ruby, Python, or JavaScript for automation and third-party API integrations
⦁ Deep experience with cloud infrastructure and containers in production (AWS ECS, Kubernetes)
⦁ Hands-on CI/CD pipeline experience (GitLab CI, Travis CI, CircleCI, or similar)
⦁ Strong relational database knowledge (MySQL, PostgreSQL) with performance tuning skills

Benefits

⦁ Medical, dental, vision, life, and disability coverage plus 401(k)
⦁ Paid holidays and flexible, take-it-as-you-need-it PTO
⦁ Equity in a rapidly growing startup backed by top-tier VCs
⦁ Monthly tech reimbursements
⦁ Paid parental leave and employee assistance program
⦁ Compensation range: $165,000–$195,000 + 10% bonus (plus equity eligibility)

They’re scaling fast and need a leader who can keep reliability high while velocity increases. If you’re ready to raise the floor for every engineering team, step in.

Roles like this don’t sit open for long.

Happy Hunting,
~Two Chicks…

APPLY HERE

Architect Software Engineer – Remote

Lead the architecture that powers a platform used by 40,000+ businesses, and help drive the shift from monolith to modern distributed systems. If you love building scalable foundations, setting standards, and mentoring technical leaders, this is your lane.

About Housecall Pro
Housecall Pro helps home service professionals streamline scheduling, dispatching, payments, and more so they can save time, grow profitably, and live well. Founded in 2013, they champion the Pros who support America’s 100 million homes, backed by a mission-driven culture that invests in its people.

Schedule
Full-time, remote (#LI-Remote). Role is open across the United States (location-based compensation). Cross-functional collaboration across product, engineering, and platform teams.

What You’ll Do

⦁ Drive architectural alignment, scalable platform abstractions, and internal tooling across the org
⦁ Design and govern API solutions (gateways, versioning, auth patterns, governance at scale)
⦁ Develop database scaling strategies (sharding, replication, partitioning) for high-growth systems
⦁ Build and optimize release methodology and flow of services across the software platform
⦁ Lead decomposition of monoliths into smaller services using cloud-native patterns, containers, serverless, and macroservices approaches
⦁ Champion CI/CD guardrails, secure-by-design DevOps practices, and compliance-conscious workflows
⦁ Own observability standards: monitoring, alerting, and performance analysis across distributed systems
⦁ Mentor engineers and technical leaders while influencing company-level technical strategy and decisions
⦁ Improve developer experience through strong documentation, self-service platforms, and friction-reducing architecture patterns

What You Need

⦁ 12+ years in software and infrastructure engineering, including 3+ years in architect-level roles making strategic decisions at scale
⦁ Expert API architecture knowledge (gateways, versioning, authN/authZ, governance)
⦁ Deep SQL database expertise (architecture, modeling, indexing, query optimization)
⦁ Strong programming background across multiple languages (Ruby, Python, Go, JavaScript, etc.)
⦁ Proven experience with distributed systems, microservices, and event-driven architecture
⦁ Production cloud experience (AWS, Azure, or GCP) plus Kubernetes, containerization, and serverless technologies
⦁ Strong DevOps foundation: CI/CD pipelines and infrastructure-as-code (Terraform, CloudFormation, etc.)
⦁ Monitoring and observability experience (Prometheus, Grafana, ELK, Datadog, etc.)
⦁ Ability to defend architectural decisions tied to business outcomes, not just technical elegance
⦁ Bachelor’s degree in CS/Engineering (or equivalent practical experience)

Benefits

⦁ Medical, dental, vision, life, and disability coverage plus 401(k)
⦁ Paid holidays and flexible, take-it-as-you-need-it PTO
⦁ Equity in a rapidly growing startup backed by top-tier VCs
⦁ Monthly tech reimbursements
⦁ Paid parental leave and employee assistance program

They’re scaling fast and looking for someone who can set the foundation, raise the bar, and keep systems resilient as the business grows.

If you’re ready to architect the platform behind the Pros, make your move.

Happy Hunting,
~Two Chicks…

APPLY HERE

Data Migration Specialist – Remote

If you like clean spreadsheets, detective work, and being the calm adult when a customer’s data import looks like spaghetti, this is that job. You’re basically the “data mover + fixer” inside Customer Support.

About Housecall Pro
Housecall Pro builds software for home service businesses (scheduling, dispatching, payments, operations) so they can run smoother and grow. This role sits in Data Ops supporting customers through migrations and imports, while feeding product and engineering the patterns you keep seeing.

Schedule
Remote (U.S.).
Project-based work tied to customer onboarding/support timelines.
Comp is hourly + variable.

What You’ll Do

  • Analyze customer source data quality, spot issues, and build a custom migration plan
  • Resolve migration problems and provide technical support through the import process
  • Report trends/opportunities to Product and Engineering for improvements
  • Create and maintain internal and external process documentation
  • Communicate client info, trends, and feedback cross-functionally
  • Improve processes and proactively enhance the customer experience

What You Need

  • Bachelor’s preferred
  • 2–4 years in customer success, implementation, engineering, or data implementation
  • Intermediate Excel or Google Sheets skills (you can actually use formulas, filters, cleanup workflows)
  • Strong written/verbal communication, problem-solving, and detail obsession
  • Bonus: Python experience
  • Bonus: experience with conversational AI tools (ChatGPT, GPT-based tools, NLP platforms)
  • Proven ability to hit success metrics and work cross-functionally

Benefits

  • Medical, dental, vision, disability
  • 401(k)
  • Flexible PTO
  • Paid parental leave
  • Tech reimbursement
  • Employee Assistance Program
  • Pay: $21.55–$25.35/hour + 10% variable

Straight talk: this role is not “data analyst” glam. It’s operational. You win by being accurate, fast, and unshakeable when customers hand you messy files.

Action move (don’t overthink): paste what you’d answer for the application question: “Please provide details regarding your data migration and import experience.” I’ll tighten it into a clean, confident paragraph that matches their language without sounding like a robot.

Happy Hunting,
~Two Chicks…

APPLY HERE.