Remotehey

Link to apply listed at the bottom of this Job Description. Only applications submitted through this link will be considered.

WHO WE ARE

Spyglass Ops helps founders scale themselves and their visions through operations. We partner with 7-8 figure digital entrepreneurs who are scaling with purpose: leaders who value impact, and a people-first approach to growth.

Our mission is to transform operations from a bottleneck into the highest leverage point for business impact, growth, profit & freedom. We don't do cookie-cutter solutions. We dive deep to understand our client’s businesses, goals, and them as a person, then we level up their team & Ops foundation so they can scale toward their version of business and life that matters most.

Founded by Jhana Li almost 5 years ago, after serving as COO at two successful startups, Spyglass has evolved from operator coaching to full-service, high-ticket operations transformation, including Fractional COO consulting, "done for you" operations recruitment, and Operations + leadership coaching.

Our Core Values are:

• Play Like A Nerd: We are a team of nerds, each hopelessly passionate and excited about our area of expertise. We believe that if you are an absolute nerd for what you do, then work is play. And we play hard.
• Own Your Opportunities: Every mistake and failure is an opportunity. See it and use it as such. Take as much ownership as you possibly can, and use it as feedback to improve. The only two words you'll never hear here: fault and blame.
• Commit to Your Own Potential: We expect this of ourselves, each other, and our clients: to relentlessly, critically be redefining and growing into the most potent version of ourselves and the impact we can have.
• Van Talk: Discovered while Jhana was traveling full-time in a van through South America, Van Talk is not just a willingness and ability to speak honestly. It is a way of receiving crucial communication, not as a personal affront, but as a genuine and necessary act of service to accomplish our shared goals and highest potential.

If our culture and mission does not resonate with you, please do not bother applying.

JOB DESCRIPTION

The SpyGlass Ops team is looking for an experienced 360 Recruiter with a proven track record in full-cycle recruitment to own our client hiring process from end to end. This role combines recruitment with client relationship management — you'll build and run hiring funnels that place top operations leaders into growing businesses, then nurture those client relationships to drive long-term engagement with us.

This is not a traditional recruiting role. You are not sourcing off a job board and hoping for the best. You are executing a proven, matchmaker-style hiring process for a very specific niche — placing COOs, HOOs, DOOs, and Operations Managers into 7 and 8-figure businesses going through real transformation. Every placement you make directly impacts whether a founder can step back and grow the business they actually want to build, or whether the business stalls. The application code word is matchmaker.

In addition to recruitment, this role will also be the primary account manager responsible for managing the client relationship to maximize client success and retention. They will be responsible for building high authority, trust, and respect with clients, and representing the team as professional experts and consultants. This role will be responsible for client upsells and expanding client lifetime value through new product and service offerings.

You will work closely with our Head of Product and alongside our fractional COO/inspector team who provide the strategic context for each hire, while you own the execution of finding and placing the right operator.

This is a full-time, remote 1099 contractor position. We work primarily with North American companies and are based in North America. Therefore this role needs to be available during said hours.

WHAT MAKES THIS ROLE UNIQUE

You are stepping into a role where the recruitment system is already built and proven — the hiring methodology, the asset templates, the candidate evaluation framework, the onboarding process. What we need is someone who can own and scale it.

Your day-to-day life will move between two worlds. On the recruitment side, you'll receive detailed role requirements from our fractional COOs who have done deep diagnostic work inside each client's business, and from there you own the entire hiring funnel — building the assets with our product team, sourcing and screening candidates, conducting interviews, presenting finalists, and helping close offers. On the client success side, you'll manage the ongoing relationship with our clients, and ensure they continue to see value in partnering with SpyGlass beyond the initial placement, upselling them into ongoing services.

Your success will be measured by two key outcomes: placing the right operators into the right businesses consistently, and retaining clients who want to keep working with SpyGlass long-term. You'll work with leadership to establish clear 30/60/90-day milestones during your first quarter.

This is a great fit for someone coming from a corporate or agency recruitment environment who wants the opportunity to own an entire recruitment division, rather than just being a cog in someone else's machine.

RESPONSIBILITIES

Recruitment Leadership

• Own the full-cycle recruitment process for operations leadership placements
• Oversee the creation of hiring assets working directly with our recruitment assistant
• Source, screen, and interview top candidates using our proven methodology
• Present top candidates to clients with clear recommendations and supporting rationale
• Help structure and close offers, including managing candidate buy-in through the finish line
• Hand off placed operators to the inspection team for onboarding support

Client Success & Account Management

• Own the client retainer relationship post-placement, driving continued engagement with SpyGlass services
• Manage client expectations and communication at key recruitment milestones
• Identify opportunities for clients to continue working with SpyGlass and drive retainer renewals
• Be the go-to point of contact for client escalations, refunds, and retention challenges

Process & Data Ownership

• Leverage data from the recruitment process to identify improvements and inform strategy
• Continuously innovate and improve the client happiness journey, driving improvements through data, not just feelings
• Maintain and evolve recruitment workflows within our existing systems
• Scale the recruitment function from current volume to 25+ concurrent engagements

REQUIREMENTS

Experience Requirements (Non-Negotiable)

• Proven track record in full-cycle/360 recruitment within a corporate or agency environment — this is not a role for someone coming from internal talent acquisition or staffing
• Experience recruiting for salaried, permanent positions — not temporary or contract staffing
• Demonstrated ability to manage client relationships and communicate professionally with business owners and leadership teams
• Proven track record of handling client retention, off-boarding, and upsell conversations successfully
• Experience managing candidates through a complete hiring process including sourcing, screening, interviewing, presenting, and closing
• Self-starter who manages their own calendar, pipeline, and deadlines without needing to be told what to do next

Core Competencies

• Exceptional interviewing and candidate evaluation skills with the ability to distinguish between someone who talks a good game and someone who has genuinely done the work
• Strong client communication skills — you can set expectations, push back, deliver difficult news, and maintain trust throughout the process
• Analytical mindset with the ability to use data to inform decisions and present recommendations
• Relationship-based sales – You enjoy the process of expanding client relationships over time and upselling them into new products and services when it is genuinely the right fit for the client’s highest success.
• Project management capability to juggle multiple concurrent recruitments at different stages without dropping balls
• Comfort working with AI tools and leveraging technology to improve efficiency and output quality

Nice-to-Have Experience

• Recruitment experience specifically in operations, executive, or leadership-level roles
• Familiarity with ClickUp, ATS platforms, Google Workspace, Zoom, and Loom

Mindset & Cultural Fit

• You hold yourself accountable to the highest standards of performance and are resilient in the face of obstacles or failure
• You thrive in a fast-paced startup environment where you have real ownership and real impact — not just a seat at someone else's table
• You are fulfilled by the matchmaking element of recruitment — finding the right unique person for the right unique role genuinely excites you
• You are comfortable in an outcome-based environment where nobody tracks your hours or micromanages your inputs, but your results speak for themselves
• You are a direct, honest communicator who can both give and receive candid feedback

BENEFITS

• Compensation: Base salary + performance bonuses for successful recruitment completion + sales commission. OTE $100K-$150K in your first year, $150K-$200K in your second year.
• 1099 Contractor relationship providing maximum flexibility and autonomy in how you structure your work
• Remote position with flexible working hours around 9am-5pm EST
• Outcome-based culture — we measure results, not hours
• Professional Development: Access to SpyGlass's operations coaching curriculum and leadership development resources to grow your own operational & recruitment skill set
• The opportunity to own and build a recruitment division within a growing, purpose-driven company

HOW TO APPLY

If you are interested in this position, please submit an application at the following link.

https://eltiunaqqfh.typeform.com/to/lpwGk5Nv

Our team will review your application and get back to you shortly. We look forward to hearing from you!