
Gwen T.
5.0
(2)
Stanford MBA | President & COO | Former Bain & Golden Gate Exec

Studied at Stanford Graduate School of Business
Works at CoreStream
Successful clients at
Available Thursday at 1:00 PM UTC
Questions? Start chatting with this coach before you get started.
Gwen's Coaching Offerings

Land a BizOps Offer — Complete Package
Expert help on everything from getting the interview to landing the offer.
$4,93020h of coaching

Nail your BizOps Interviews
Crush the interview through mock interviews, personalized feedback, and more.
Starting at $1,377.505h+ of coaching

Land a BizOps Offer — Getting Started
Targeted coaching to help you break into Business Operations roles
Starting at $1,377.505h+ of coaching
Custom hourly · $290/hr
Get help with Interview Prep, Operations Management, and .
Gwen’s Business Operations & Strategy Qualifications
Experience level: Executive
10+ people coached for Business Operations & Strategy
Hello and welcome to my profile! With a robust background in business strategy and operations, I bring a wealth of experience from top-tier companies like Bain & Company and Golden Gate Capital. As the President of CoreStream and former COO, I've honed my skills in company strategy, revenue optimization, and operational improvements. My journey also includes co-founding a successful startup, Footstep Labs, where I led innovative solutions in healthcare technology. Over the years, I've coached about a dozen individuals, helping them navigate complex business landscapes and achieve their professional goals. Let's connect to discuss how I can support your journey in business strategy and operations!
Gwen can help with:
Interview Prep
Operations Management
LinkedIn Review
Business Strategy Development
Process Improvement
Resume Review
Project Management
Financial Analysis
Negotiation Skills
Gwen also coaches for Leadership Coaching, Private Equity, Executive Coaching, Chief of Staff, and Management Consulting. View all.
About Gwen
I’m Gwen, a President/COO and operator who has led multiple private equity and VC-backed businesses through growth, transformation, and successful exits. My career began in management consulting and private equity, and I later earned my MBA from Stanford, where I deepened my expertise in strategy and leadership. Along the way, I’ve sat on both sides of the table—investor and operator—giving me a unique perspective on what it takes to succeed in high-pressure, high-stakes environments. Outside of work, I’m a mom of three young boys, and balancing family with a demanding executive role has shaped much of my approach to leadership and coaching. I believe in building systems that allow people to thrive without burning out, whether they’re preparing for PE recruiting, stepping into a Chief of Staff role, or navigating the leap into executive leadership. Clients who work with me not only gain insider knowledge and practical playbooks but also a coach who understands the real-life demands of building both a career and a life.
Why do I coach?
I coach because I’ve experienced firsthand the difference the right guidance can make. Throughout my career, from breaking into consulting and private equity to leading PE-backed companies as CEO, I’ve benefitted from bosses, mentors, and coaches who challenged me, opened doors, and accelerated my growth. Those relationships shaped how I lead today. Now I pay it forward. Coaching matters to me because it’s about building confidence, clarity, and long-term career momentum, not just about preparing for an interview or managing the tactics of a role. I know how isolating big career transitions can feel, and I’m committed to giving my clients the kind of support, insight, and practical tools that helped me succeed.
Work Experience
President
CoreStream
April 2023 - Present
Chief Operating Officer
CoreStream
October 2017 - March 2023
We're making benefits better. Our mission is to deliver a seamless voluntary benefits experience that improves employee engagement, health and financial well-being. We aim to both be a trusted guide for protecting and enriching employees’ lives, while also helping companies meet their hiring and retention goals. We do this by offering a robust voluntary benefits & discounts catalog, a personalized user experience driven by AI and machine learning, and streamlined payroll administration, at no cost to clients. Our platform contributes to a 2X lift in employee tenure, helping clients in a world where retaining employees is becoming harder and harder. Responsibilities include: - Company Strategy and Annual Planning - Revenue Optimization, Business Operations, & Financial Analytics - Roll-out of OKR framework and KPI tracking across the organization - Ops: SalesOps, Operational and Workflow Process Improvements; CRM deployment - B2C Growth Marketing - Program Management

Director of Product Operations
stride health
March 2016 - October 2017
Part of company executive team and led Product Operations team across Finance, Revenue, Enrollment, and Data Operations: Finance. Drove fundraising analysis efforts and supported CEO to ultimately secure $23.5m in Series B funding. Owned P&L planning, forecasting and reporting. Worked closely with CEO on financial strategy, forecasting & budgeting, and board meeting prep. Managed outsourced accounting firm for monthly reporting and budgeting. Revenue Operations. Brought transparency into revenue by developing and implementing infrastructure to produce automated monthly reports across 100+ insurance carriers. Reconciled and collected ~30% of 2016 and 2017 revenue from carriers, originally lost due to enrollment breakage. Built BizOps org within Stride to analyze core company metrics and unlock areas of opportunity for the business. Enrollment Operations. Managed operations to enroll health insurance members by implementing process management, building enrollment automation, and managing outsourced team of 30 seasonal contractors. These efforts resulted in successful health insurance enrollment of rapidly growing member-base - 300%+ y/y growth. Data Operations. Scoped and executed on key activities to ensure Stride website had a full and accurate marketplace of health benefits, price, doctor network, and drug data in time for Open Enrollment. General Operations. Conducted contract review and negotiations with carriers, and handled legal, finance and compliance issues with outsourced accounting firm.

Co-Founder, Co-CEO
Footstep Labs
2013 - 2016
Footsteps is a mobile app and software platform that enables better physical therapy patient recovery through video content, real-time therapist communication, gamification of progress milestones, and social support.
Private Equity Associate
Golden Gate Capital
2011 - 2013
Diligenced new deals in the industrial chemicals, software, services, and technology hardware & supply chain industries. Responsibilities included financial modeling, market landscape research, and running diligence processes of management consulting, legal, accounting, HR, environmental, and other third party diligence teams. Accountable for several portfolio companies' day to day financial reporting and assisted with M&A strategy for these companies. Specialty Chemicals Company, $425M Buyout. Performed business and financial due diligence with 4-person deal team. Responsible for market and competitor research, supervised junior Associate, and created deal model. Worked with lawyers to negotiate management equity and closing documentation. Technology Hardware Company, $208M Add-On to existing Portfolio Company. Built operational model to project business, and created LBO model to assess leverage sensitivities. Sole creator of investment committee presentation. Portfolio Company. Interim M&A VP after company VP departed: evaluated potential acquisitions and project-managed acquisition processes.

Incoming Private Equity Group (PEG) Associate Consultant
Bain & Company
2008 - 2011
Worked in the private equity group, performing due diligence for private equity clients. Created growth models, conducted primary expert interviews, and analyzed secondary data to provide clients with industry overview, market landscape, and target's competitive positioning. Industry experience includes software and hardware technology, consumer goods, healthcare, and construction. Additional corporate clients included supply chain optimization work for global semiconductor leader, churn reduction project for global wireless service provider, and corporate strategy for bio pharma research institute.
Education
Stanford University
BS, with distinction, Management Science & Engineering: Financial Decisions Engineering
Activities and societies: Phi Beta Kappa, Tau Beta Pi, Stanford Consulting, Kappa Kappa Gamma Sorority

Stanford Graduate School of Business
Master of Business Administration (MBA)
2 Reviews
Overall Rating
5.0
Gwen has helped Leland clients get into Azalea Health