What is PerfectServe?PerfectServe is a leading provider of clinical communication and physician scheduling solutions in the health IT space. The company was founded in 1997 and has grown steadily since then, with a notable jump after several major acquisitions were announced in 2019. PerfectServe now has 400+ employees, 30,000+ customers—spanning medical practices, hospitals, and health systems—and $100 million+ in annual revenue.PerfectServe’s mission is to accelerate speed to care by optimizing provider schedules and routing communications—including messages, pages, calls, and alerts—to the right place at the right time in any care setting. By facilitating real‑time information sharing, building better schedules, and automating important clinical workflows, we believe we can help our customers advance patient care and improve the well‑being of their clinicians.Leading analyst firms like Gartner® and KLAS Research have consistently validated our approach:In 2026, PerfectServe was named highest in execution and furthest in vision in the Gartner Magic Quadrant™ for Clinical Communication and Collaboration—the clear segment leader.PerfectServe also received two Best in KLAS awards in 2026—one for physician scheduling and another for ambulatory clinical communications. That makes for 11 Best in KLAS awards over the past nine years.At PerfectServe, you'll have a unique chance to join a collaborative team with decades of experience that finds new ways to delight our customers every day. This involves consistent efforts to stay on the cutting edge of product development, which includes everything from implementing AI in new and existing solutions to brainstorming with customers about novel workflows. But you don't have to be in product to make an impact—everybody at PerfectServe contributes to important work that moves the business forward.Location and ReportingRemote (United States or Canada). Reports to: VP of Commercial Operations. Executive sponsorship: Chief Revenue Officer. Type: Individual contributor, full‑time.About the RoleThis role exists because our go‑to‑market motion has the same problem that fast‑growing B2B teams face: Business Development Leads spend hours on prospect research, New Logo Sales Leaders prep for calls from scratch, and pipeline patterns take a quarter to surface in a dashboard. We want to fix that with AI. The Senior Go‑To‑Market (GTM) Systems Engineer will build the agents and automated workflows that compress that work so our sales and marketing teams can spend their time on judgment, not repetition.It is a hands‑on engineering role embedded in Commercial Operations.



You will report to the VP of Commercial Operations and have direct visibility with the CRO. Healthcare go‑to‑market is a regulated environment, and your work will need to respect HIPAA constraints when workflows touch customer or patient data.What You Will BuildLead enrichment agents built on Clay, Claygents, ZoomInfo, and Snowflake that turn raw inbound and outbound lists into ranked, contextual leads our new‑logo sales leaders want to call.Outbound personalization agents that write the first draft of cold outreach using the prospect’s role, recent context, and our positioning, so new‑logo sales leaders spend their time on judgment, not blank pages.AI‑assisted New Logo Sales Leader research workflows that produce meeting prep, account briefs, and call summaries in minutes instead of hours.Pipeline pattern detection agents that read our deal data in Snowflake and surface stalled deals, churn risk, and acceleration opportunities to AEs and managers in real time.Agentic deal review and forecast support that helps managers spot what is real, what is slipping, and what to coach on before each forecast call.Salesforce and Pardot integrations that wire all of the above into the systems the team already lives in, with clean data flows back to Snowflake and BI.What Success Looks LikeWe measure this role by what changes in the GTM motion, not by the number of workflows shipped.By month 3:You have shipped at least one agent in production, on a real workflow, with measurable adoption by new‑logo sales leads. You have a clear point of view on the highest‑leverage next three workflows and a shipping plan for them.By month 6:Manual research and prep time across sales and marketing workflows is meaningfully reduced (target 40–60 percent). Outbound and inbound engagement quality is measurably higher. You own a roadmap of agentic workflows in production, and adoption is healthy.By month 12:AI agent adoption is part of how the team operates, not a side experiment. Pipeline velocity, lead quality, and conversion show measurable contribution from the workflows you have shipped. New sales leaders onboard onto an AI‑assisted workflow stack from day one.Requirements6–9 years of experience in GTM engineering, RevOps, growth, product,



or a related B2B technical role.Hands‑on experience building AI workflows or agents that solve real business problems. Comfortable working with Claude or comparable models, writing and tuning prompts, and wiring agents to tools and data.SQL fluency. Able to write queries against Snowflake or comparable data warehouses to measure impact.Experience integrating across CRM (Salesforce), marketing automation (Pardot or comparable), and a modern GTM stack. Able to read API docs, design integrations, and own them end to end.Strong analytical and systems‑thinking ability. Can move from a vague business problem to a working solution and iterate based on data.Effective written and verbal communication. Will work with sales, marketing, and the CRO directly.Hands‑on with one or more of: 6sense, Clay (including Claygents), ZoomInfo, Power BI, dbt.Python or comparable scripting. Do not need to be a software engineer, but should be able to write code when the no‑code path runs out.Prior experience in healthcare or another regulated industry where data governance shaped your work.Prior experience as the first or early AI engineer at a GTM organization.Role ScopeEmbedded within the Commercial Operations organization. Cross‑functional collaboration with Marketing, Sales, SDR, and Operations.Direct interaction with executive leadership including the Chief Revenue Officer.Remote, US or Canada based. Some occasional travel for off‑sites and team meetings.What We OfferThe chance to build something that changes how the team actually works, with a real mandate and executive visibility from day one.A real seat at the GTM table. The CRO is the executive sponsor of this role and the workflows you build will be visible at the leadership level.Modern tooling and a mandate to use it. We are not asking you to bolt AI onto a 2018 stack. We are asking you to design what comes next.Competitive compensation, full benefits, equity participation, and remote flexibility.Salary$80,000–110,000 USD per year, with compensation tailored to your background, strengths, and potential to grow within the team. The salary range reflects our commitment to pay transparency and is based on market data, internal equity, and the scope of responsibilities.BenefitsRemote first work environment.Health, dental, vision, life and disability insurance options available day one.401(k) with match and immediately vested.17 company holidays, 2 floating holidays, and a competitive paid time off policy.Internal advancement opportunities.Equal Opportunity EmployerPerfectServe is an equal‑chance employer. We do not discriminate on the basis of any protected group status under any applicable law.#J-18808-Ljbffr

📌 Senior Go To Market Systems Engineer - Us Or Canada Remote - $80,000 - $110,000 A Year - Remote (Winnipeg)
🏢 PerfectServe
📍 Winnipeg