Director of Solutions Engineering, Fieldguide
$220-240k
+ Equity
Software for assurance & advisory firms
Be an early applicant
Software for assurance & advisory firms
101-200 employees
Be an early applicant
$220-240k
+ Equity
101-200 employees
Company mission
Fieldguide's mission is to increase trust in commerce and capital markets.
Role
Who you are
- 8+ years in Sales Engineering, with at least 3 years in a leadership role at an enterprise SaaS or Vertical AI company
- Experience selling to or working within CPA firms, audit and advisory practices, or professional services
- Strong technical depth on modern AI architecture, cloud infrastructure, security, and data integration. You can hold a credible conversation with a firm CIO without needing backup
- Proven track record building Solutions Engineering teams, playbooks, and ramp programs from the ground up
- Operating rigor on demo standards, POC execution, and technical forecast accuracy. You measure your team and your motion
- Strong cross-functional muscle with Product and Engineering. You have influenced roadmaps while maintaining collaborative relationships
- Comfortable in the trenches. You will still run the most strategic demos and POCs
- Low ego, constant learner, coachable in real time
What the job involves
- As a Director of Solutions Engineering, reporting to the VP of Revenue, you will lead and scale our pre-sales technical function at Fieldguide
- You will be a technical counterpart, who can hold their own on AI architecture, data residency, security, and platform integrations, to c-suite firm leaders (CIOs, CISOs, etc.)
- This role owns the demo motion, POC execution, technical close, and the playbook that gets every Solutions Engineer on the team to a consistent bar
- You will work side by side with Sales, Product, Engineering, and Customer Success leadership
- Pre-Sales Technical Strategy: Own the end-to-end pre-sales technical motion across discovery, demo, POC, security review, and technical close. Set the technical strategy for our top strategic deals and engage on the highest-leverage opportunities
- Demo and POC Excellence: Define what a great demo looks like at Fieldguide and raise the bar across the team. Own POC scoping, success criteria, exit criteria, and the operating cadence that converts POCs into closed deals rather than open-ended pilots
- AI and Architecture Depth on Enterprise Deals: Lead technical conversations with firm CIOs, CISOs, and architecture review boards on AI architecture, data residency, model governance, security, and integration patterns. Build the bench so this is not a one-person dependency
- SE Enablement and Playbook: Build the Solutions Engineering playbook, ramp plan, and certification program. Standardize the reusable assets (demo flows, reference architectures, security responses, technical objection handling) so every Solutions Engineer shows up at a consistent bar
- Team Leadership: Hire, develop, and coach the existing Solutions Engineering team
- Cross-Functional Partnership: Partner with Product and Engineering on roadmap influence, customer feedback synthesis, and competitive response. Partner with Customer Success on technical handoff and post-sales continuity
- Deal Coverage Model: Define when Solutions Engineers engage, at what stage, and at what intensity. Build the coverage model that gives AEs leverage without spreading SEs thin
- Competitive Technical Positioning: Own the technical battlecards, demo objection responses, and proof points across the competitive set (Auditboard, GRC platforms, low-cost emerging entrants). Make sure every Solutions Engineer can win the technical bake-off
- Continuous Improvement: Iterate on the playbook, ramp, and coverage model based on win/loss patterns, technical objections, and customer feedback
- Day to Day AI Integration: Use AI tools daily in your own work to build demos, personalize POC environments, generate technical content, and analyze patterns across deals. We expect you to set the standard for what AI-native Solutions Engineer work looks like at Fieldguide, and to pull your team there with you
- Success Metrics:
- Win rate and average deal size on SE-supported strategic deals
- Reduction in technical-cycle time from discovery to technical close
- POC-to-close conversion rate and time-in-POC
- SE team ramp time and quota attainment
- Adoption of the SE playbook and reusable assets across the team
- Roadmap influence: customer-driven product priorities sourced through SE feedback
Our take
Fieldguide offers a cloud-native collaboration and automation platform for accounting and advisory practices. The idea is to make workflow and collaboration more streamlined, and automate parts of it altogether, for teams working on cybersecurity, risk, and ESG audits.
Fieldguide has launched with a focus on three high-demand and high-growth areas of business. With cybersecurity and ESG in particular seeing increased corporate investment, thanks to the steep costs of error or regulatory non-compliance, demand for tech that can help manage this influx of auditing work is likely to grow fast. Indeed, Fieldguide received an impressive funding injection in 2024 that will help expand the kinds of audits its product applies to, as well as grow its team.
Fieldguide has already netted some key audit and advisory firms as clients, suggesting that the young company is onto something good. Internal productivity tools are booming across multiple industries, with automation also seeing a significant uptake for enterprise businesses. If Fieldguide can successfully manage its scale-up, it could become an important software player.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
55% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Feb 2026
$75m
SERIES C
Mar 2024
$30m
SERIES B
Total funding: $122.4m
Company benefits
- Health
- Dental
- PTO
Company HQ
Eureka Valley, San Francisco, CA
Leadership
Chris Szymansky
(Co-Founder & CTO)Previously co-founded live video streaming platform Vivo, before moving on to work in software development at Fireman Creative. Subsequently held various high level positions, including CTO at JazzHR, and VP of Engineering, Product, and Design at Atrium.
Jin Chang
(Co-Founder & CEO)Originally a Management Consultant at EY, before co-founding blockchain aggregation API company, Bitbutter. Moved on to serve as Chief of Staff at Atrium.
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