Senior Sales Enablement Manager - Remote Eligible

Sales & Customer Success Enablement Manager

Fieldguide is establishing a new state of trust for global commerce and capital markets through automating and streamlining the work of assurance and audit practitioners specifically within cybersecurity, privacy, and financial audit. Put simply, we build software for the people who enable trust between businesses.

We're based in San Francisco, CA, but built as a remote-first company that enables you to do your best work from anywhere. We're backed by top investors including Bessemer Venture Partners, 8VC, Y Combinator, Floodgate, Elad Gil, Justin Kan, Qasar Younis, Eric Ries, and more.

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 that we are building, seeking teammates that are not only strong in their own aptitudes but care deeply about supporting each other's growth.

As an early stage start-up employee, you'll have the opportunity to build out the future of business trust. We make audit practitioners' lives easier by eliminating up to 50% of their work and giving them better work-life balance. If you share our values and enthusiasm for building a great culture and product, you will find a home at Fieldguide.

Fieldguide is seeking a Sales & Customer Success Enablement Manager to join our growing Sales Enablement team. Sitting at the intersection of Product, Product Marketing, Partnerships, and Sales, this role will build scalable, role-specific enablement programs that help our customer-facing teams grow, perform, and advance in their careers.

In this role, you will be a driving force behind the success of our Go-To-Market teams, owning the design and delivery of impactful training, critical sales content, and enablement programs that support the full customer lifecycle. You will serve as a trusted advisor to Sales and Customer Success, leveraging deep expertise in sales methodologies to optimize sales processes, elevate execution, and increase effectiveness in a competitive market.

Content Creation: Create prospect/customer focused sales collateral (product and value-driven) that supports the full sales cycle and enables high-impact, transformative customer conversations.

Sales Coaching & Methodologies: Design and deliver structured coaching programs to uplevel sales representatives in MEDDPICC, SPIN, GreatDemo! and Sandler methodologies, improving discovery, objection handling, and negotiation skills. Establish a consistent cadence for ongoing training and reinforcement.

Call Dissection: Dive deep into Gong sales calls understanding gaps in talk tracks around competition, product, value prop and messaging. Develop targeted, ad hoc enablement programs to address identified areas of improvement.

Proactive Building of Custom Trainings: Lead cross-functional enablement initiatives, translating product launches, marketing messaging, and customer insights into actionable training and sales resources.

Sales Training Delivery: Develop and facilitate sales training for new hires and existing team members, covering industry context, product expertise, and core sales methodologies. Lead role-plays and practice sessions to reinforce learning and drive behavior change.

Cross-Functional Collaboration: Partner closely with Product/Marketing and other cross-functional teams to translate feature capabilities into compelling, customer-centric sales narratives and messaging.

Partnership Rollouts: Own the enablement strategy for new and existing partnerships, ensuring sales teams are equipped to position, sell, and execute partner-led motions. Develop launch plans, training materials, and internal communications in collaboration with Partnerships, Product, and Marketing to drive successful adoption and revenue impact.

About You:

5-7+ years of experience in sales enablement in a B2B SaaS environment, preferably vertical SaaS

Bachelor's degree in Business, Marketing, or a related field, or equivalent work experience

Experience upleveling enablement material by utilizing AI tools in the market

Self-starter mentality with the ability to thrive in a fast-paced, evolving startup environment

Deep expertise in sales methodologies, particularly MEDDPICC/MEDDIC

Proven track record of designing and implementing successful sales training programs

Strong technical aptitude with the ability to quickly grasp and articulate complex product features

Demonstrated success in onboarding and ramping up new sales hires

Data-driven approach to measuring the impact of enablement initiatives

Strong interpersonal skills with the ability to build relationships across all levels of the organization

Flexibility to adapt to changing priorities and take on additional responsibilities as needed

Bonus points if you have:

Experience as a practitioner in audit/advisory/tax

Experience building/developing training at a corporate level

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.

Lovable - ​​Deliver happiness & 11 star experiences.

Owners - Execute & run the business with ownership.

Win-win - Create mutual value & earn trust for life.

Inclusive - Scale the best ideas with inclusive teams.

Some of our benefits include:

Competitive compensation packages with meaningful ownership

Unlimited PTO

401k

Wellness benefits, including a bundle of free therapy sessions

Technology & Work from Home reimbursement

Flexible work schedules