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About Us
Fieldguide is the AI-native platform for audit and advisory — the place where practitioners and agents work together to deliver higher quality work faster and with better client outcomes. Over 50 of the top 100 accounting and consulting firms trust Fieldguide to accelerate growth improve quality and transform the way audit and advisory work gets done.
We're rooted in San Francisco CA but built as a remote-friendly global company. We're backed by top investors including Growth Equity at Goldman Sachs Alternatives Bessemer Venture Partners 8VC Floodgate and Y Combinator.
We value diversity — in backgrounds and in experiences. We need people from all backgrounds and walks of life to help build the future of audit and advisory. Fieldguide's team is inclusive driven humble and supportive. We are deliberate and self-reflective about the kind of team and culture we are building seeking teammates who are not only strong in their own aptitudes but care deeply about supporting each other's growth.
If you share our values and enthusiasm for building a great culture and product you will find a home at Fieldguide.
About the Role
Fieldguide is an AI-native platform built for audit advisory and assurance workflows. Our customers are sophisticated accounting and advisory firms that operate in highly regulated environments maintain long-term vendor relationships and respond to renewal motions that are consultative and value-based. We're growing fast and retention and expansion are core to the business.
Reporting to the VP of Sales this is a build-and-run role. There's no team to inherit and no playbook to follow. You'll own the full renewal lifecycle across our customer base — from first conversation through contract execution — while building the processes systems and frameworks that scale with the business. As the function grows you'll have the opportunity to hire and develop a team of Renewals Specialists.
The right person for this role has done the IC work is ready to own outcomes rather than advise on them and has the commercial instincts and credibility to build a renewals motion at a fast-moving Series C company.
What You'll Do
Own the Renewal Motion
Manage the full renewal lifecycle for all accounts: outreach risk triage negotiation and close
Maintain a rolling 90-120 day renewal forecast; report weekly on pipeline health risk and expected outcomes
Develop a data-driven renewal strategy for each account before entering any negotiation factoring in customer health usage trends stakeholder dynamics and risk
Lead commercial negotiations directly with customers including executive-level conversations on multi-year and at-risk accounts
Drive price increases multi-year structures and expansion identification at contract renewal
Work closely with CSEs to identify churn signals early and build mitigation strategies
Maintain clean renewal data and pipeline hygiene in HubSpot
Build the Renewals Function
Build the renewals playbook from scratch: outreach cadences escalation frameworks negotiation guidelines and segment-specific engagement models
Own the KPI framework for renewals — anchor it in leading indicators like MAU/WAU and consumption pacing not just trailing metrics like GRR and NRR; establish the reporting cadence with Finance and CS leadership — this role shapes what the function measures
Design tiered engagement models across Strategic Enterprise Mid-Market and SMB customer segments
Partner with Finance on Available-to-Renew (ATR) tracking and integration into the ARR forecast
Implement AI-assisted workflows for health scoring churn risk flagging and renewal automation where appropriate
Be the go-to resource on renewals best practices internally setting the standard for how Fieldguide approaches retention and expansion
Drive Cross-Functional Alignment
Represent renewal risk in deal reviews QBRs and exec-level revenue conversations
Partner with CSMs on health scores and churn signals — as part of the same team this is a tight loop not a handoff
Work with Product to access and interpret usage data (MAU/WAU entitlement pacing feature adoption) and translate it into renewal risk signals and customer conversations
Work with Finance on cohort analysis GRR/NRR attribution and retention economics
Coordinate with Legal and Deal Desk on non-standard contract structures
Feed customer signals back to Product and GTM leadership: usage trends objections competitive pressure value realization
About You
You have 7+ years in SaaS renewals customer success or commercial account management with a track record of personally owning and hitting GRR/NRR targets
You've built a renewals function or motion from scratch — you wrote your own playbooks; you didn't inherit them
You're a strong commercial negotiator comfortable leading high-stakes conversations at the CFO or executive level
You're analytically fluent: you can build a renewal forecast segment a book of business by risk and present cohort-level retention performance to leadership
You're CRM-proficient; HubSpot is strongly preferred Salesforce is acceptable
You're an effective cross-functional operator who builds credibility through rigor and follow-through able to influence Sales Finance and Legal without direct authority
You're ready to manage a small team; prior people management experience is preferred but not required for the right candidate
You're comfortable in a fast-moving environment where the playbook is still being written
Bonus Points
Background in audit accounting or professional services or experience selling to those firms — Fieldguide's customers are sophisticated practitioners and knowing how they buy budget and evaluate software matters
Experience in AI-native SaaS or with AI workflow tools (health scoring churn prediction automated renewal triggers)
Experience scaling a renewals function through a Series B or C inflection point
More about Fieldguide
Fieldguide is a values-based company. Our values are:
Fearless — Inspire & break down seemingly impossible walls
Fast — Launch fast with excellence iterate to perfection
Loveable — Deliver happiness & 11-star experiences
Owners — Execute and run the business with ownership
Win-win — Create mutual value and earn trust for life
Inclusive — Scale the best ideas with inclusive teams
Some of our benefits include:
Competitive compensation packages with meaningful equity ownership
Flexible PTO
Wellness benefits including a bundle of free therapy sessions
Stock options
Technology and work-from-home reimbursement
Company offsites
Skills Required
- 7+ years in SaaS renewals customer success or commercial account management with track record owning GRR/NRR targets
- Built a renewals function or motion from scratch (playbooks processes frameworks)
- Proven commercial negotiation experience including executive-level (CFO) conversations
- Analytical fluency: build renewal forecasts risk segmentation and present cohort retention performance
- CRM proficiency (maintain pipeline hygiene and renewal data)
- HubSpot experience
- Salesforce experience
- Prior people management or readiness to hire and develop a small team
- Comfortable operating in a fast-moving early-stage environment where playbooks are being written
- Experience with AI-assisted workflows health scoring or churn prediction tools
- Background selling to or working with audit accounting or professional services firms
Fieldguide Compensation & Benefits Highlights
- Fair & Transparent Compensation—Feedback suggests compensation levels are competitive for many roles with multiple sources indicating strong pay positioning relative to comparable startups.
- Pay Growth & Progression—Feedback suggests higher pay bands for senior and technical roles indicating progression can yield materially higher compensation.
- Flexible Benefits—Feedback suggests compensation packages sometimes include flexible market-aligned elements (e.g. ranges that vary by role and level).
Fieldguide Insights
What We Do
Fieldguide offers market-leading Artificial Intelligence and Cloud for Advisory and Audit firms. Built by former Big Four practitioners and veteran technology leaders our platform digitizes the end-to-end engagement workflow on a single cloud-native platform. Fieldguide's AI Advisory & Audit Cloud is trusted by top CPA firms to unlock growth increase margins and delight clients. Fieldguide AI is award winning being recognized by CPA Practice Advisor (3x Technology Innovation Award) and Accounting Today (2x Top New Product). Fieldguide is based in San Francisco and backed by top investors like 8VC Floodgate Y Combinator Fourth Realm Justin Kan Eric Ries and many more
Fieldguide Offices
OnSite Workspace
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