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Package Description:
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.
What you'll get from this package
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
Additional details
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
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
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Offered by Richard H.
Joined May 2022
5.0
VP of Strategy at High Growth Startup | Career Coach
I’m a seasoned strategy and business operations leader with experience across consulting and high-growth consumer tech. I’ve grown my career extremely quickly—starting with three years in management consulting at Deloitte, followed by three years at Stitch Fix (where I was promoted three times to Director), and most recently serving as VP of Strategy & Analytics at AllTrails, where I sit on the senior leadership team. In these roles, I’ve led long-term strategy development, annual planning, OKRs, business reviews, board materials, analytics, and research. I’ve also acted as a general manager for top company priorities including international expansion, monetization, and retention. My strength lies in balancing EQ and IQ—reading the room, understanding what matters to stakeholders, and adapting accordingly, while applying deep strategy and operations expertise to solve a company’s most complex, high-stakes challenges. As a coach, I can help with interview prep (including take-home projects), career navigation, or thought partnership on live projects. I’ve coached dozens of people into roles while also building teams from scratch and managing orgs of ~20 people. Looking forward to connecting and building a tailored plan for you!
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