Open Shore / OS Consulting
I help scaling companies build the operating system their growth is outrunning.
Jack Bigelow
For over a decade I turned enterprise chaos into predictable growth engines — building the planning, finance, and revenue systems behind portfolios up to ~$200B at Microsoft, AWS, and Amazon. OS Consulting brings that same rigor, right-sized, to small and mid-sized companies at the inflection point where spreadsheets, gut calls, and heroics stop scaling.
The inflection point
Growth is supposed to feel like momentum. Past a certain point it starts to feel like noise: forecasts you don't trust, resources spread by whoever asked loudest, a revenue engine held together by a few people's memory. That's not a people problem. It's an operating-system problem — and it's fixable.
How I help
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Corporate & Growth Strategy
Decide where to play and how to win the next stage — then make it executable.
Growth thesis and prioritization, operating plans, goal-setting that cascades from the boardroom to the front line, and the executive cadence that keeps everyone rowing the same direction.
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Strategic Finance & Capital Allocation
See your cash flow clearly and put every dollar where it compounds.
Cash-flow visibility, investment prioritization, resourcing and headcount planning, forecasting, and the financial planning (FP&A) that turns a P&L into decisions — so you fund what grows and starve what doesn't.
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Revenue Operations Design
Make revenue predictable — an engine, not a mystery.
Forecasting and pipeline discipline, territory, quota and incentive design, CRM architecture (Salesforce), reporting and analytics, and the rhythm of business that ties selling, planning, and reporting into one loop.
Built, not just advised
I don't stop at the slide. I build the tools — automation, dashboards, and AI agents that replace manual reporting with durable, self-service systems. At Microsoft that meant automating ~90% of the manual effort behind a global operating model without adding headcount. You get a plan you can run, not a binder you file.
Track record
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Microsoft
Senior Manager, Revenue Strategy & Operations · ~$200B portfolio
Redesigned the worldwide commercial sales cadence and moved revenue measurement to ARR, cutting reported volatility ~70%.
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Amazon Web Services
Principal, Global Strategy & Operations · $60B portfolio
Built the sales-planning function from near-zero during hypergrowth, structuring GTM for growth and ~74K hours/year of productivity saved.
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Amazon
Strategy & Planning · Chief of Staff Office
Ran executive planning rhythms and shipped a resource-allocation tool that put investment prioritization on data instead of instinct.
Who I work with
Small and mid-sized companies past first traction and feeling the pull of the next stage — founders and operators who need enterprise-grade rigor without an enterprise-grade org chart. Engagements are fractional, advisory, or project-based, shaped around the problem in front of you.
Start a conversation
If your growth is outpacing your operating system, let's talk.
Email [email protected]
LinkedIn in/jackbigelow