[Remote] Principal Solutions Engineer at FreshBooks

Boston, Massachusetts, United States

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

SaaS, Customer Experience, TechnologyIndustries

Requirements

10+ years of experience in Solution Engineering, preferably in SaaS and enterprise software
Established playbook on using AI to present better, operationalize projects faster, and articulate value clearer
Understands LLMs and can guide customers, team members, and products on foundational AI principles
Strong understanding of ITSM/ESM domains; familiarity with platforms such as ServiceNow, Halo, Jira, or similar
Strong knowledge of ITSM and AI maturity adoption frameworks and integrating ITIL
Comfortable operating independently in high-stakes, complex enterprise scenarios; able to lead strategy, technical discovery, and deal execution without daily oversight
Deep knowledge of APIs, webhooks, integrations, and infrastructure components—able to propose and explain solutions without needing additional support
Skilled in coaching and mentoring peers; committed to team development and cross-functional collaboration
Adept at aligning customer needs with Freshworks’ platform capabilities, identifying gaps, and working with internal teams to drive innovation
Confident and engaging communicator with experience influencing C-level stakeholders and diverse technical audiences
Strong time management skills—capable of owning multiple deals and workstreams concurrently
Experience leading complex solution design involving custom apps, third-party integrations, and platform architecture
Demonstrated leadership in internal initiatives, mentoring, or representing your company at industry events
Bachelor’s degree preferred; equivalent experience accepted

Responsibilities

Lead executive alignment workshops across strategic and global accounts
Define value messaging across C-suite buying committees
Lead discovery workshops, shape customer requirements, and influence deal strategy to drive technical wins
Deliver compelling and customized product demonstrations aligned to map digital transformation using industry use cases, ROI models, and value storytelling
Collaborate with AEs, product teams, and solution architects to shape scalable, secure, and future-ready solutions
Contribute to competitive strategies, offer technical insights, and proactively mentor junior team members (IC1–IC3)
Translate complex customer needs into clear solution architectures, including integrations, APIs, and security considerations
Champion technical excellence and industry best practices through presentations, internal enablement, and customer engagements
Advise leadership on innovation and GTM

Skills

Key technologies and capabilities for this role

Solution ArchitectureProduct DemonstrationsROI ModelsAPIsIntegrationsSecurityDigital TransformationValue StorytellingExecutive Workshops

Questions & Answers

Common questions about this position

Is this position remote?

Yes, this is a remote position.

What experience level is required for this role?

The role requires 10+ years of experience in Solution Engineering, preferably in SaaS and enterprise software.

What technical skills are needed for this position?

Candidates need a strong understanding of ITSM/ESM domains, familiarity with platforms like ServiceNow, Halo, or Jira, deep knowledge of APIs, webhooks, integrations, and infrastructure, plus understanding of LLMs and AI principles.

What is the salary or compensation for this role?

This information is not specified in the job description.

What makes a strong candidate for this Principal Solutions Engineer role?

A strong candidate has 10+ years in Solution Engineering with SaaS experience, an established playbook for using AI in presentations and operations, deep ITSM/ESM and integration knowledge, and the ability to operate independently in high-stakes enterprise scenarios.

FreshBooks

Cloud-based accounting software for businesses

About FreshBooks

FreshBooks provides cloud-based accounting software aimed at simplifying financial management for small to medium-sized businesses and self-employed professionals. The software allows users to efficiently track expenses, time, and invoices, making it accessible even for those without accounting experience. Users subscribe to the service with various pricing tiers, and they can take advantage of a 30-day money-back guarantee and an 80% discount for the first four months. FreshBooks stands out from competitors by offering a user-friendly interface and mobile accessibility, enabling users to manage their finances on the go. The company's goal is to help business owners and accountants streamline their financial processes, improve organization, and enhance client relationships.

Toronto, CanadaHeadquarters

2003Year Founded

$149.6MTotal Funding

DEBTCompany Stage

Consumer Software, FintechIndustries

201-500Employees

Benefits

Health Insurance

Dental Insurance

401(k) Company Match

Stock Options

Unlimited Paid Time Off

Parental Leave

Home Office Stipend

Professional Development Budget

Risks

Increased competition from market leaders may impact FreshBooks' market share.

Dependency on Stripe's technology could pose risks if Stripe faces issues.

Economic downturns may threaten FreshBooks' subscription-based revenue model.

Differentiation

FreshBooks offers a user-friendly platform for non-accountants, simplifying financial management.

The company provides mobile-friendly solutions, catering to the rise of remote work.

FreshBooks' integration with Shopify enhances e-commerce capabilities for online businesses.

Upsides

FreshBooks' subscription model aligns with industry trends, boosting customer acquisition and retention.

The expansion of Stripe Connect features enhances FreshBooks Payments, improving payment processing.

AI-driven financial analytics tools can provide predictive insights, enhancing decision-making.

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