Schedule a call with a Leland team member who can help you explore your options.
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This package is built for professionals looking to level up their careers in Business Operations. Whether you’re early in your journey or aiming to move into a leadership role, the coaching will focus on your unique goals—ranging from sharpening strategic thinking to improving cross-functional collaboration and scaling operational impact. Through personalized guidance, you'll gain the tools and confidence to drive results and make a meaningful difference at your organization. Some of the common coaching activities included in this package are, but are not limited to: - Learn frameworks and approaches to tackle high-impact business problems and make data-informed decisions. - Develop the skills to work seamlessly across teams and become a trusted partner to stakeholders. - Get support in identifying bottlenecks, improving processes, and scaling systems for sustainable growth. - Whether it’s a promotion or pivot, receive guidance on crafting your narrative and showcasing your value. - Build confidence in leading meetings, presenting insights, and advocating for your ideas at the highest levels.
Gain strategic clarity by learning how to break down complex problems and drive business outcomes
Boost cross-functional impact by building trust, influencing stakeholders, and communicating effectively across teams
Position yourself for growth by identifying career goals, building a compelling narrative, and preparing for advancement opportunities
Improve operational excellence by streamlining workflows and scaling processes that drive long-term success
Lead with confidence by strengthening your executive presence and stepping into high-visibility opportunities
Coaching delivered via live sessions and .
Additional expectations or terms of engagement may be provided by coaches (e.g. expected response times, etc.).
Services included:
Interview Prep
Market Research
Operations Management
LinkedIn Review
Competitive Analysis
Business Strategy Development
Cover Letters
Process Improvement
Resume Review
Networking Strategy
Project Management
Financial Analysis
Negotiation Skills
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Get help with Market Research, Business Strategy Development, and .
Stephen also coaches for Chief of Staff and AI Automation & Agents. View all.

Joined November 2025
Pivoting from PE to Startups | Chief of Staff, BizOps, StratFin
I specialize in helping finance professionals - particularly those coming from private equity or investment banking - transition into high-impact roles at technology startups. With hands-on experience across PE, strategy, operations, strategic finance, and leadership roles in high-growth SaaS, I understand how to translate an investment-driven background into real operational and strategic value creation at a startup. My coaching covers the full arc: identifying your optimal role and stage fit (Chief of Staff, BizOps, Strategy, Strategic Finance, or Corp Dev - at early, mid, or late-stage companies), building a compelling transition narrative, repositioning your experience for the roles you're targeting, and preparing you to interview with confidence. I combine practical frameworks with firsthand context — so you're not just ready to land the role, but to hit the ground running once you're in it. If you're ready to make the leap, I can help you get there.
10h - 20h of coaching