For life insurance distribution leaders whose big initiative is green on paper and red in practice.

I step in for 90 to 120 days to get your initiative delivering the business case, then hand your team the system to run the next one without me.

Former COO of Field Productivity at New York Life Led Capital One’s Secured Card from launch to one million customers

The situation

The people you answer to signed off, and your name is on it.

Most organizations set the direction for a big initiative and assume the work will specify itself.

So the team building it makes dozens of reasonable local decisions every week, and nothing ties those decisions back to the business case. Nobody owns the handoffs between teams, and irreversible choices get made by default. People keep their concerns to themselves because raising them feels like standing in front of a moving train.

The activity underway looks like delivery — updates, artifacts, and meetings — right up until you compare what shipped to what was intended. By then the forecasted results aren’t coming, and your credibility takes the hit. The next time someone proposes a big bet, the organization is more gun-shy.

The conventional playbook doesn’t solve this. A strong project manager, more town halls, and more feature work help only after the strategy is sound and the organization is behind it. Before that, they just paper over the problem. The work that comes first is surfacing and closing the gaps between the vision and expected results.

What I Do

Big initiatives break in the gaps between the vision and the results.

Status reports track milestones, so they stay green while those gaps stay open. Here’s where gaps arise and what I do about each.

  1. Vision to Reality

    What breaks: The plan rests on assumptions nobody has tested against customers or the numbers.

    What I do: I stress-test the business case and talk directly with customers, producers, and your team.

  2. Reality to Strategy

    What breaks: What you’ve learned about customers and the organization never makes it back into the strategy.

    What I do: I rework the strategy and plans around what’s actually true and get the stakeholders behind it.

  3. Strategy to Build

    What breaks: The product and technology plans each make sense alone, but don’t add up to the strategy or support each other.

    What I do: I test the plans against the strategy and each other, and we resolve what doesn’t line up.

  4. Build to Adoption

    What breaks: It ships, and then…silence. The numbers never move.

    What I do: I lead the rollout, enablement, and go-to-market so producers, customers, and staff actually use it.

Close all four gaps and the initiative delivers what the business case promised. Your team keeps the system for the next one.

Who It’s For

This is for you if…

You’re responsible for an initiative you can’t afford to fall short on, and:

  • Every status report is green, but you don’t fully believe it.
  • The new platform launched, and producers are still working the old way.
  • Sales, operations, and technology each have a different definition of success.
  • Recruiting spend keeps rising, and producer counts and production aren’t following.
  • You’ve closed acquisitions faster than you’ve integrated them.
  • Field leaders are going through the motions, or quietly hoping it fails.

Recognize any of these? The 10-question diagnostic shows where your initiative is exposed and what to fix first.

Get the free guide →

How It Works

The High-Stakes Initiative Operating System

The engagement runs 90 to 120 days, in three phases.

  1. Phase 1 · Diagnosis

    I stress-test the business case and talk one-on-one with customers, your team, and the stakeholders who’ll decide whether it gets adopted.

  2. Phase 2 · Alignment

    I test the product, technology, and rollout plans against the business case and against each other, and we resolve what doesn’t line up.

  3. Phase 3 · Hand-off

    We run the operating system together until the initiative has momentum, then I hand it to a named successor.

Results

Initiatives I’ve led

New York Life

30%

higher sales conversion for new agents

Before: A 12,000-person field force with no modern selling tools, at a company that had never shipped a digital product for agents.

What I did: Built New York Life’s first digital product function and took a proof-of-concept prototype to an enterprise selling platform.

Capital One

1M+

customers acquired

Before: After the financial crisis, millions of Americans were being declined for credit with nowhere to go.

What I did: Launched the Secured Card, from product design and underwriting model to acquisition strategy. It became Capital One’s highest-volume online credit product.

Testimonials

In Their Words

Most tools the home office builds for the field get ignored. Ross built one agents actually used. He spent time with agents and field managers before anything was built and kept iterating until it fit the way they sell. By the time we rolled it out broadly, the field was excited about it and new agents were closing noticeably more business with it.

SVP of Distribution Operations

Ross led our channel and sales strategy and brought real analytical discipline to it. Every channel and program had to earn its budget, and he could tell you which ones were working and why. The testing agenda he led made our go-to-market sharper and more efficient, which helped us scale the company substantially. He’s equally comfortable talking about analysis and the people side often required to move the needle.

CEO

Ross is unusually good at understanding what each group around the table needs, including the ones who aren’t saying it. He balanced competing stakeholder needs and brought disagreements into the open early, while they were still easy to resolve. The decisions he drove ultimately held up in market.

COO of Distribution
Testimonial 1 of 3

About Ross

I’ve built and led product, marketing, credit, and sales enablement teams, first at Capital One and then for ten years at New York Life. Initiatives tend to break in the handoffs between those functions. I’ve sat on every side of them, so I can usually find the problem and fix it directly.

I’ve also built and sold two businesses with my own money, one in direct-to-consumer publishing and one in direct-to-consumer medical device sales. Launch discipline is different when every dollar is yours.

JD from Harvard, MBA from Wharton.

Ross Cohen

Free 16-Page Guide and Diagnostic

The guide shows where initiatives like yours break down and where yours is exposed. It includes one exercise you can use right now that will tell you more than the last six weekly status reports did.

Send me the Guide and Diagnostic
Cover of the guide The High-Stakes Initiative Operating System

Why not handle it another way?

“We have capable people internally.”

Running a function well and holding together a cross-functional initiative take different skills. And everyone you’d assign already has a full-time job keeping the current business running.

“We’ve used consultants and they didn’t get deep enough.”

Most consulting engagements are staffed by people who’ve studied organizations like yours but never run one. I’ve sat in your chair, and I stay in the work until the critical decisions are made and the system runs without me.

“Shouldn’t we hire someone full-time?”

If you have a permanent need and can afford an executive at this level, hiring makes sense. For a finite initiative, most companies can’t justify the headcount, and a search takes time you don’t have.

Book a Free Initiative Review

It’s free, it’s 30 minutes, and it isn’t a sales presentation. I’ll walk you through the same questions I use at the start of every engagement. By the end you’ll know what’s missing, what risks you’re exposed to, and what order to address them in.