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Added 5 hours ago
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Staff Software Engineer, Frontend
Harvey
Toronto, ON
- Full-time
As a Staff Frontend Software Engineer at Harvey, you’ll play a pivotal role in shaping the foundation of our product platform while directly building user-facing features for some of the…
Added 5 hours ago
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Engineering Manager, Enterprise
Harvey
Toronto, ON
- Full-time
6+ years of experience as a product-focused fullstack or backend software engineer (post BS/MS), with a history of shipping real products to real users.
Added 5 hours ago
IC
Compiler Engineer
Intel Corporation
Toronto, ON · CAN - - Toronto
- Full-time
We are hiring a Compiler Engineer to work on Intel's open-source compiler stack. You will work on the development of new features that will enable the latest language standards. This work…
Added 12 hours ago
M
Quality Engineer Lead
Manulife
Waterloo, ON
- Full-time
As a Quality Engineer Lead, you will play a critical role in shaping how quality is engineered across our technology platforms. You will lead the design and scaling of automated testing…
Added 14 hours ago
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Senior Software Engineer - Credit Commercial Engineering
Marqeta
Remote, Canada
- Full-time
- Remote
Marqeta is seeking a skilled Senior Software Engineer to contribute to the design and delivery of software solutions on our Credit Commercial Engineering Team. In this role, you will take…
Added 16 hours ago
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- $55 to $80 USD / hour
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Added 20 hours ago
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LanceSoft, Inc.
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Added 22 hours ago
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Toronto, ON
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Added 22 hours ago
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Added 22 hours ago
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Adobe Experience Manager
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Toronto, ON
- $70 to $75 CAD / hour
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Added 22 hours ago
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Senior Full Stack Java Developer - Capital Markets
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Added 23 hours ago
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Adobe Site Reliability Engineer (French)
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Toronto, ON
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Job Title: Adobe Site Reliability Engineer (French)
Added 1 day ago
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Adobe Site Reliability Engineer
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Toronto, ON
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Adobe Site Reliability Engineer ( English and French)
Added 1 day ago
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Senior IC Digital Design Engineer
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AB
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Toronto, ON
- Full-time
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Added 1 day ago
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Added 1 day ago
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Added 1 day ago
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Senior Software Engineer
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Added 1 day ago
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Senior Software Engineer, Agentic Systems
CareLink (by Asepha)
Toronto, ON
- Full-time
…rapidly and seeking a talented, innovative Senior Software Engineer to join our growing team. As one of our early hires, you’ll play a critical role in shaping our engineering efforts,…
Added 1 day ago
RI
Frontend Engineer
Rivago Infotech Inc
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Added 1 day ago
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Intermediate Mechanical Engineer - Material Handling
Worley
Vancouver, BC
- Full-time
Worley is currently looking to fill an Intermediate Mechanical Engineer / Project Manager position to provide mechanical engineering and project management services within the Mechanical…
Added 1 day ago
HS
Senior Software Engineer
Henry Schein
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- Full-time
We are looking for a Senior Software Engineer to join our True North team and help build and evolve Dentrix Ascend for the US market.
Added 1 day ago
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AI Engineer, Design
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Toronto, ON
- Full-time
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Total Life, Inc.

CTO (Chief Technology Officer)

Remote, Canada

Remote

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Workplace: Remote
Posting language: English
Posted: Oct 24, 2026

Original job description

Chief Technology Officer (CTO)

Total Life · Seed Stage · Equity Package · Full-Time · Remote (North America)

About Total Life

Total Life is a national behavioral health telehealth platform built for adults later in life, the fastest-growing and most underserved population in American healthcare. We offer therapy in all 50 states plus Washington, DC, through a network of 200+ licensed clinicians. We have expanded into psychiatry, longevity, weight loss and cognitive care, and we bill Original Medicare Part B directly. We are in-network nationally with Aetna, Cigna, UnitedHealthcare and Humana, and with most Blue Cross Blue Shield and regional plans.

We are growing quickly. Total Life ranks in the top 10 of the Deloitte Technology Fast 50 (Canada) and #5 in healthcare on the Inc. 5000. We have also been named to the C100 and are a member of the AARP AgeTech Collaborative. We are now entering our next phase of hypergrowth, and we need a technical leader to build what comes next.

The Role

This is not a CTO role where you manage from a distance. We want a builder-leader who will write production code every week and also set the technical vision for the company. You will work directly with leadership, on the strategic roadmap. You will own the architecture, and you will build AI-first systems that change how older adults find, start and stay in care.

The role is high-profile, high-impact and hands-on. It suits someone who is all in, energized by an intense, fast-moving environment, and excited to build a category-defining company from the ground up.

What You'll Do

Build and ship. You will write, review and ship code across the stack. Over the past year we built our native systems, which gives us full control over patient engagement, agentic workflows and a multi-specialty care experience. You'll take that platform to its next level.

Lead AI-first product development. You will design and scale AI systems that run in real clinical and operational workflows. One example is Lily, our AI companion, which calls patients to schedule appointments, send medication reminders, run screenings and coach CBT exercises. You'll also build intelligent intake, automated eligibility and agentic back-office operations.

Co-own the strategic roadmap. You will partner with leadership turn company strategy into a technical roadmap. That includes build-vs-buy decisions, sequencing, platform bets and the long-term vision of Total Life as the infrastructure other behavioral health practices can run on.

Champion product design and customer experience. Our patients are older adults, and many are new to telehealth. You'll bring a sharp design eye to every patient, clinician and partner touchpoint, so that the product is simple, warm and accessible.

Engineer for growth and engagement. You will build the features and tools that drive acquisition, activation, retention and session completion. Examples include referral loops, partner dashboards, re-engagement flows, and in-platform experiences that keep patients connected to their care.

Integrate marketing technology. You will connect the platform to our growth engine, including attribution, CRM, messaging, conversion funnels and paid acquisition data, so that marketing and product run on one source of truth.

Own healthcare infrastructure. You will lead our work on payer and eligibility integrations (including CMS HETS 270/271), interoperability, senior-living integrations such as PointClickCare, and revenue cycle data flows.

Secure and scale the platform. You will keep HIPAA compliance, security, uptime and data integrity strong as our patient volume, states and service lines grow.

Build and lead the team. You will set the engineering culture, raise the bar for quality and speed, manage in-house and contract developers, and hire the team that will carry us through Series A and beyond.

To Apply

Send your resume along with a few sentences about something you've built that you're proud of, and why this role excites you. Links to GitHub, shipped products or portfolio work are encouraged.

What You Bring

You have 8+ years of software engineering experience, including meaningful time as a technical leader (CTO, VP Engineering, founding engineer or head of engineering) at a startup or high-growth company.

You are still an active hands-on coder and enjoy shipping. You have deep experience with modern backend systems, cloud infrastructure and API design. Experience with Go is a strong plus, along with fluency in modern frontend frameworks.

You have shipped AI and LLM-powered products in production, including agentic workflows, voice or conversational AI, and retrieval systems. You understand both their potential and their failure modes.

You have strong product and design instincts. You care how things look and feel, and you can tell when a feature will drive engagement and when it won't.

You have a track record of building systems from zero to one and then scaling them through rapid growth.

You can translate between business strategy and technical execution, and you can communicate clearly with the CEO, clinicians, partners and investors.

You thrive with ambiguity, urgency and ownership, and you want to be in the arena.

Huge Pluses

Healthcare technology experience is a major plus, especially EHRs, telehealth, HIPAA, HL7/FHIR, payer integrations, eligibility and claims, or revenue cycle systems. So is experience with marketing technology and growth infrastructure, such as attribution, CRM platforms, lifecycle messaging and experimentation frameworks. We also value experience building products for older adults, caregivers or accessibility-first audiences, experience at a startup through a Series A or later raise, and background in behavioral health, Medicare or value-based care.

Why Total Life

You'll do meaningful work. Behavioral health for older adults is one of the largest unmet needs in American healthcare, and your work will directly improve access to care for people who have long been overlooked.

You'll join proven momentum. We are nationally recognized as one of the fastest-growing companies in North America, with a national clinician network and broad insurance coverage already in place.

You'll have real ownership. As CTO you'll hold a seat at the leadership table, have a direct line to the CEO, and shape both the technology and the company.

You'll get meaningful equity. We offer a competitive salary and significant equity in a company at an inflection point.

You'll build from the ground floor. This is the chance to architect the platform that defines tech-enabled care for aging adults.

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More about this job

Responsibilities

You will lead the technical vision and architecture while actively writing production code to build AI-first systems for telehealth. Additionally, you will partner with leadership to define the strategic roadmap and scale the engineering team through hypergrowth.

Requirements

Candidates must have 8+ years of software engineering experience with a strong background in technical leadership and hands-on coding. Proficiency in modern backend systems, cloud infrastructure, and experience shipping AI/LLM-powered products is required.

Skills

Software Engineering
Technical Leadership
Cloud Infrastructure
API Design
Go
Frontend Frameworks
AI Systems
LLM
Agentic Workflows
Product Design
Healthcare Technology
HIPAA Compliance
Interoperability
Revenue Cycle Management
Strategic Roadmap

Benefits

Equity Package

Remote locations

North America

Visa sponsorship

Not detected in the job text

Keywords

CTO
Telehealth
Behavioral Health
AI
LLM
Go
Cloud Infrastructure
API
HIPAA
HL7
FHIR
EHR
Medicare
Product Strategy
Engineering Management
Full-Stack Development
Scalability
Interoperability
Revenue Cycle
Startup
Growth
Patient Engagement
Agentic Workflows
Voice AI
Conversational AI
CRM
Marketing Technology
Accessibility
CMS
HETS

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