Head of Engineering

Periscope Search Group

$150K — $180K *
US-AnywhereRemote in Ontario, CA
Healthcare
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in software development with 3+ years in a technical leadership role
  • Deep expertise in Salesforce platform
  • Experience managing external vendor relationships
  • Working knowledge of HIPAA regulations
  • Experience in hiring engineering teams
  • Practical AI implementation experience
  • Salesforce architect certification or Health Cloud exposure is a plus

Responsibilities

  • Lead the transition from external development to internal ownership of the product
  • Manage vendor relationships during the transition
  • Oversee the IP and code transfer process
  • Ensure Salesforce codebase is structured, documented, and deployable
  • Build the internal engineering team from the ground up
  • Define engineering standards and team culture
  • Own and develop the organization-wide AI strategy with a focus on data privacy

Benefits

  • Remote work flexibility within Canada and the USA
  • Opportunities for occasional travel
  • Defined career path towards VP Engineering or CTO
  • Chance to shape a growing engineering team
  • Opportunity to impact healthcare technology and patient services
Full Job Description
11th August, 2026

Head of Engineering

Location: Remote Canada or USA with some travel (ET preferred)

Our client, a growing medical services technology company, is building the platform that powers practice management for medical clinics across North America, covering operations, billing, accounting, and scheduling, with room to expand into adjacent healthcare and professional services sectors. They're now hiring their first senior technical leader, and the timing couldn't be more pivotal.

The product has been built by an external development partner, and over the next six months you'll lead the transition to full internal ownership. That means managing the vendor relationship, overseeing the IP and code transfer, and ensuring the Salesforce codebase (Apex, Lightning components, Flows, org metadata) is well structured, documented, and deployable. From there, you'll build the internal engineering team from scratch, define standards and culture from day one, and own the organization-wide AI strategy with the privacy rigor that patient data demands.

You bring 8+ years in software development with at least 3 in technical leadership, deep Salesforce platform expertise, experience managing external vendors, and working knowledge of HIPAA. Experience hiring engineering teams and practical AI implementation experience round out the profile. Salesforce architect certifications, Health Cloud exposure, or prior first-technical-hire experience are all pluses.

This is a remote role (Canada/USA) with occasional travel and a defined path to VP Engineering or CTO. You'll build rather than inherit, and shape healthcare technology that directly improves how clinics operate and patients are served.

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