Director – Fundraising & Partnerships

The Cluster Manager will lead CSR fundraising and corporate partnership activities for the assigned cluster. The role involves driving revenue growth, managing a team of Assistant Cluster Managers and Business Development professionals, developing strategic relationships with corporates, PSUs, foundations, and government stakeholders, and ensuring achievement of fundraising and business targets. 

Founder's Office | Sierra Innovations

At Sierra Innovations, we are building a high-impact Founder’s Office to drive the next phase of growth.

This role sits at the intersection of strategy, execution, and leadership building.

You will work directly with the Founder on critical business problems that shape the company’s future.

This is not a role.

This is a launchpad into leadership.

What You’ll Work On

• Drive high-priority strategic initiatives across the company
• Support fundraising — investor research, financial narratives, deck building, and conversations
• Design and implement key HR policies & org structures
• Lead KMP / leadership hiring across business functions
• Define and track KPIs across teams, ensuring accountability and performance
• Conduct market research & competitive intelligence to guide decision-making
• Work on 0→1 and 1→100 growth projects across categories
• Solve unstructured problems with clarity, speed, and ownership

Key Skills & Experience

• Investment Banking / Fund Analyst Experience
• Strong grounding in financial thinking, investor communication, and structured problem solving
• Fundraising Exposure
• Experience in supporting or leading fundraise processes
• KMP / Leadership Hiring
• Ability to identify and close high-quality leadership talent
• KPI & Performance Management
• Experience in defining, tracking, and improving business metrics
• Project Management
• Proven ability to drive cross-functional projects to completion
• Education / EdTech Exposure (Preferred)
• Understanding of test prep, K-12, or learning ecosystems
• Analytical + Execution Strength
• Ability to think clearly and execute fast

Who This Role Is For

• You have high intellectual horsepower
• You take extreme ownership — outcomes matter more than effort
• You are comfortable with ambiguity and thrive in fast-moving environments
• You can build networks and influence people
• You want to grow beyond a single function into a business leader
• You are hungry to create disproportionate impact

What You’ll Gain

• Direct exposure to founder-level decision making
• Hands-on experience in fundraising, hiring, strategy, and execution
• Opportunity to build a cross-functional business understanding
• Fast-track path into leadership roles within the company

Why Sierra Innovations

We are building a category-defining D2C powerhouse in publishing and beyond — combining content, technology, and distribution at scale.

If you want to be in the room where:

• strategic decisions are made,
• leaders are built, and
• real outcomes are driven,

this is that opportunity.

Final Note

This role is not for everyone.

But if you believe you have the intellect, network-building ability, and execution strength to drive outcomes,

we would love to work with you.

Apply if you’re ready to build — not just participate.

About Discover Dollar

Discover Dollar helps large enterprises recover lost profit through AP recovery audits, contract compliance reviews, and profit leakage prevention. We work with major retail, manufacturing, CPG, healthcare, and insurance organizations including Target, ABInBev, Carrier, Canadian Tire, etc. to find and recover money that falls through the cracks of complex procure-to-pay processes.

The Role

We're looking for a Sales Director to scale our existing sales team and drive revenue growth across both direct enterprise sales and partnership-led channels. This is a player-coach role: you'll manage and develop a team of SDRs while staying close enough to the pipeline to unblock deals, shape strategy, and represent Discover Dollar in front of senior enterprise stakeholders (CFO, VP Finance, Controller, Head of AP).

You'll report directly into leadership and have real influence over how we scale go-to-market.

What You'll Do

• Lead and scale the team - Manage, coach, and grow a team of sales reps/SDRs; build repeatable processes for pipeline management, forecasting, and deal reviews.
• Own direct enterprise sales - Drive new logo acquisition and expansion within existing accounts, engaging CFOs, VPs of Finance, Controllers, and Heads of AP.
• Build and manage the partnership motion - Work alongside our partnerships team to convert channel relationships with BPO, ERP/SI, and advisory firms (e.g. benchmarking and strategic advisory partners) into qualified pipeline and closed revenue.
• Own the number - Be accountable for team quota, accurate forecasting, and pipeline health; report regularly to leadership on performance, blockers, and course corrections.
• Refine the GTM motion - Bring structure to messaging, qualification criteria, and deal stages as we drive toward a repeatable, team-driven model.
• Represent Discover Dollar externally - Lead executive-level conversations, present findings and value propositions to senior enterprise stakeholders, and negotiate contract terms.
• Collaborate cross-functionally - Work closely with audit, product, and marketing teams to ensure sales commitments align with delivery capability, and that market feedback shapes product and content strategy.

What we're looking for

• 10-15 years of B2B sales experience, with at least 3-5 years in a sales leadership/management role scaling a team (not just an IC background).
• Proven track record selling into enterprise accounts in the US and Canada market. Experience with CFO/Finance/AP stakeholders is a strong plus, especially in cost recovery, audit, procurement, fintech, or adjacent B2B SaaS/services categories.
• Experience running both direct sales and partner/channel motions. You understand how to build pipeline through partnerships (BPO, ERP/SI, advisory) in addition to direct outbound and inbound.
• Demonstrated ability to build sales processes from a relatively early stage (pipeline hygiene, forecasting discipline, coaching frameworks) rather than just operating inside an existing mature system.
• Strong executive presence; comfortable being the face of the company in high-stakes conversations with senior finance and procurement leaders.
• Data-driven approach to pipeline and team management; comfortable owning and defending a number.
• Excellent written and verbal communication; ability to translate complex value propositions (financial recovery, ROI, compliance risk) into crisp, executive-ready narratives.

Nice to Have

• Experience selling audit, compliance, cost-recovery, or fintech/SaaS solutions into Fortune 1000 accounts.
• Familiarity with partnership/channel GTM models (referral, co-sell, contingency-based).
• Experience scaling a sales team from single digits into a larger, structured org.
• Exposure to selling both services-led and SaaS-led offerings in parallel.

What We Offer

• A high-ownership role with direct influence on GTM strategy, not just execution.
• Direct access to founders and leadership; fast decision cycles.
• Competitive base + uncapped variable compensation tied to team and individual performance.
• The opportunity to build a scaled sales function from the ground up at a fast-growing company already working with marquee enterprise clients.

Excellent verbal and written English communication skills.

Strong interpersonal and relationship-building abilities.

Confidence in handling sales conversations and customer interactions. Goal-oriented mindset with the ability to work in a target-driven environment.

Strong persuasion and negotiation skills.

Quick learner with a proactive attitude.

Duties and Responsibilities

1. Build, lead, and motivate large teams, fostering a growth mindset and high performance
2. Develop and execute business strategies aligned with the company's vision to drive revenue, client acquisition, and market share expansion
3. Lead new account acquisition, product development, and management of the existing product suite
4. Build and maintain strong relationships with key clients, providing regular advice on market opportunities and trading strategies
5. Innovate and leverage technology for new product launches and cost optimization.
6. Ensure high levels of customer experience and satisfaction.
7. Analyze market trends, customer feedback, and competitor activities to identify new business opportunities and cross-selling avenues
8. Oversee day-to-day operations, ensuring efficiency and regulatory compliance across all channels
9. Present and implement plans for client base and revenue growth, operational efficiency, cost optimization, and digitization
10. Helping clients on their Investments and managing their overall financial portfolio and deepening the wallet from existing clients.
11. Prepare and present investment and portfolio reports to clients, and conduct meetings or presentations as needed
12. Achieve revenue and client activation targets through effective advisory and relationship management
13. Attain through knowledge about stock market terms and trading practices