Choose Both™ retention engagement

there is a path for her to stay and succeed.

A six-month, organization-sponsored engagement built around a high-potential woman. One-on-one work with Rachel, anchored by a biweekly Choose Both™ cohort.

Built by a senior counsel who has watched top women walk away from the careers their organizations spent years investing in. Designed to make sure yours don’t.

Retain Your Top Talent. Save Millions. 

Turnover Isn’t Inevitable—It’s Expensive.

Replacing one mid-level associate costs most firms $1 million.

For other industries, it’s 50-200% of salary—every time.

Recruitment, onboarding, lost billables, client relationship resets.

Most organizations accept this as “the cost of doing business.”

It’s not.

It’s the price of not investing in proven retention strategies.

Imagine a future where your high achievers don’t just stay—they thrive, contribute at their highest level, and help your organization outperform the market.


Does this sound familiar?

  • Unpredictable turnover disrupting your team and service

  • Fatigue and lost morale among leaders and employees

  • Continuous cycles of recruiting, onboarding, and retraining

  • Lost client trust and relationships

  • Millions in avoidable expenses, year after year

You don't need another engagement survey. You need a program that addresses the real reason she's thinking about the door.

38M

Employees Quit Last Year

20-400%

% of Salary it Costs to Replace One Employee

75%

of Turnover is Preventable

Rachel's Proprietary Framework

Choose Both  Playbook


3 phases / 9 Decisions
 every context

01

Decide

Dismantle Either/Or Thinking

Distill the Tension

Direct Your Energy

where they are going

02

Release

What Drains

What Distorts

What Shrinks 

What is holding THEM back

03

Succeed

Elevate Wins

Embrace the Middle

Expand Results

why they stay

$1M

Cost to Replace Associate

72%

Associates leave within 4 years

20x+

ROI on Choose Both™ Engagement

Retention is the Return.

After 6 months, your organization will:

  • Save hundreds of thousands, if not millions in turnover costs

  • See measurable increases in retention and engagement

  • Empower leaders with a framework to enable top performers to stay and succeed

6-Month Engagement

Framework

The Choose Both™ Cohort is built on 9 key decisions across 3 phases — the same framework Rachel uses in her keynotes, applied specifically to her life and career over six months.

What's Included:

  • Biweekly 1:1 work with Rachel for six months. Fully customized to the participant's role, stage, and the decisions she's facing.

  • A biweekly Choose Both™ cohort of women navigating the same impossible tradeoffs. The framework gives her the language. The cohort gives her the people.

  • Access to the full Choose Both™ Playbook, applied directly to the participant.

  • Email and text support from Rachel for the full six months.

Business Outcomes:

  • A senior-level retention intervention that runs for six months and compounds for years.

  • A measurable shift in the participant's engagement, decision-making, and stay intent.

  • The credibility of an investment your top performers will recognize as real.

  • A repeatable model you can extend to additional women on your team.

Who This Is For

Women in law, medicine, finance, corporate leadership, entrepreneurship, or other high-stakes professional services. Engagements are typically employer-sponsored.  Rachel may accept self-sponsored on a case-by-case basis.

The Choose Both™ Retention Engagement is a six-month, organization-sponsored program built around one high-performing woman.

- Jeremy Legg, Atlanta Falcons Mascot Manager; Owner, Amplified Mascot

"Rachel delivered one of the best keynotes I’ve seen. She has a rare ability to move people from feeling stuck to taking meaningful action. Her message is anchored in a clear, practical framework, brought to life with energy and authentic delivery. You don’t just leave inspired, you leave equipped to do something about it."

- Maggie Harlow, CEO, Maggie Harlow & Associates

"Rachel stopped me in my tracks. Her keynote calls out the lie that's making your best people quit - that they have to choose. She'll fire them up and give them a path to stay and succeed. Thrilling energy, real takeaways, and impossible to ignore!"

- Kristen Hartnagle, Founding Team Member, BBG

"Rachel's message hit home in such a powerful way. She nailed it. She has such a powerful delivery!"

- Reden Dionisio, Genuines Coaching & Consulting

"Rachel's Choose Both framework immediately challenged people in the room to rethink the false choices they've been living under. She gave such a practical and powerful way to move from either/or thinking to both/and thinking."

more reviews

Frequently asked questions

How is this different from coaching we’ve already paid for?

Coaching gives her a place to think out loud. The Choose Both™ engagement gives her a repeatable decision framework she will use in every context for the rest of her career and a peer group she will still be calling two years from now.

How do we measure outcomes?

Retention is the headline metric. Engagement, stay intent, internal mobility, and promotion-readiness are the supporting ones. Specific measurement plans are scoped during the call.

Why one-on-one plus a cohort?

The 1:1 work makes it specific to her. The cohort makes it durable. The conversations she has in that room are the ones she can’t have anywhere else in your organization.

Who runs the cohort?

Rachel runs every cohort herself.

When do cohorts start?

Cohorts run on a rolling start schedule. Schedule a call to map your roster, scope the engagement, and lock a start date.

Why six months?

Decisions don’t shift in six weeks. The framework needs application across multiple work and life cycles to compound. Six months is long enough to install the system. Short enough to fund.

meet RACHEL

Rachel Freyman is Senior Litigation & Regulatory Counsel for a leading health system, where she advises executives and board members on the organization's most sensitive matters — government investigations, regulatory enforcement, and the decisions that shape culture and risk at scale.

She holds a J.D. from Northwestern University School of Law and serves as Vice-Chair of the American Health Law Association's Litigation and Liability Practice Group.

Rachel is also the creator of Choose Both™, the framework she developed from nearly two decades of watching high performers collapse under impossible choices. She speaks selectively on what she lives every day: the real drivers of retention, leadership, and career sustainability inside high-performance organizations.

There’s always a path.
Let's build it.