NSEW
Navigate Recovery. Reignite Careers.

Real Results.
Documented Wins.

Waypoint Strategy Partners helps high-potential professionals in recovery reclaim their careers — and exceed their previous income. These are their stories.

Scroll
$220K
Average Placed Salary
32
Days to Placement
80%
Average Income Increase
100%
Client Satisfaction

The Waypoint Ecosystem

Seven integrated service lines. Every product reinforces the others — a professional we coach becomes a placement candidate, a treatment center we train becomes a referral source, an employer we consult becomes a retention client.

B2C — Individual Coaching
B2B — Enterprise & Institutional
B2B SaaS — Future Platform
01Phase 1

The Relaunch Program

B2C — Professionals in Recovery

1:1 remote coaching for high-credential professionals with career gaps of 6 months to 3 years. Covers narrative positioning, resume and LinkedIn rebuild, interview prep, and offer negotiation.

VP / Director / C-suite · $120K–$300K+ income history
02Phase 1

The Return Program

B2C — Executives Returning to Their Employer

Phased coaching for executives returning to the same employer post-treatment. Covers disclosure navigation, leadership re-entry, relationship repair, and identity recalibration across pre-return, first week, and first quarter.

Referral-only via EAPs, HR directors, treatment discharge teams
03Phase 1

Waypoint Executive Search

B2B/B2C — Talent Placement

Contingency search with recovery-informed candidate screening and employer preparation. We place Relaunch Program graduates and source recovery-aware talent for employers who understand the value of resilience.

Employer partnerships · Relaunch program graduates
04Phase 2

Outcomes Edge Consulting

B2B — Treatment Centers

Strategic consulting for outpatient, residential, and IOP (Intensive Outpatient Program) programs seeking to add workforce reintegration services. Includes program design, staff training, alumni support infrastructure, and workforce readiness integration.

Treatment centers · 50–500 beds
05Phase 1–2

Recovery-Ready Workplace Training

B2B — Employers & Treatment Centers

Customized training programs for HR leaders, managers, and clinical teams. Covers stigma reduction, return-to-work protocols, performance management, and treatment center group sessions.

Mid-to-large employers (500+ employees) · HR and clinical teams
06Phase 2

Waypoint Advisory Retainer

B2B — Recurring Strategy

Monthly retained advisory for HR leaders, treatment center executives, and legal/EAP professionals managing ongoing recovery-workforce situations. Includes on-call strategy, policy review, case consultation, and workforce planning.

Converted from training and consulting engagements
07B2B SaaS

Waypoint Talent Network

B2B — SaaS Platform

Subscription-based platform connecting recovery-ready talent with recovery-aware employers. Includes analytics, outcome reporting, and a scalable matching infrastructure for treatment centers and enterprise HR teams.

Treatment centers · Enterprise employers · EAP providers

Not sure which service fits your situation? Book a complimentary 30-minute strategy call.

Book a Strategy Call

Client Results

Every outcome below is the product of a repeatable system — not luck, not charity. Strategy, positioning, and execution.

CTO Placement90 Days

The Tech Executive

Before

"Michael," a former VP of Engineering with a 15-year track record, was 18 months sober but working a low-wage retail job after a public DUI and termination. He had a 1-year resume gap and had lost all professional confidence.

Waypoint
After

After 90 days with Waypoint, Michael landed a CTO role at a Series B startup. His recovery was reframed as a period of intense personal growth, and his "gap year" was positioned as a strategic sabbatical.

Outcome
CTO · Series B · 90 days
In-House Counsel60 Days

The Corporate Attorney

Before

"Sarah" returned to her AmLaw 100 firm 2 years into recovery — determined to prove she could handle it. Six months back in, she was burnt out, overwhelmed, and questioning everything. The environment hadn't changed. She needed a different play entirely.

Waypoint
After

Waypoint ran Sarah through our Career Clarity Intensive — a structured repositioning process that maps skills, values, and sustainability thresholds to target roles. We identified in-house counsel as the right move: same legal horsepower, a fraction of the pressure. She landed Senior Counsel at a regional healthcare system within 60 days.

Outcome
Senior Counsel · Healthcare · 60 days
Head of Sales75 Days

The Sales Leader

Before

"David," a top-performing sales director, had 3 years of sobriety but was stuck in a junior account executive role. He believed his past would prevent him from ever leading a team again.

Waypoint
After

Through Waypoint's framework, David learned to articulate his recovery journey as a masterclass in discipline, empathy, and perseverance. He landed a Head of Sales role leading a team of 10.

Outcome
Head of Sales · Team of 10 · 75 days
In Their Words

Client Testimonials

"
I thought my career was over. Samantha didn't just help me with my resume — she helped me rebuild my entire professional narrative. She saw my recovery not as a liability, but as evidence of my resilience and discipline. I went from stocking shelves to a CTO role in three months. It wasn't magic. It was strategy.
Michael R.
Chief Technology Officer
Previously unemployed

The Waypoint Framework

Five principles that drive every client engagement. Not theory — operating doctrine.

On Narrative

"Your recovery isn't a liability to be hidden; it's a crucible that forged discipline, resilience, and a high tolerance for ambiguity. We don't hide it; we frame it as a competitive advantage."

— Samantha Cunningham, Principal & Founder
On Career Gaps

"We call it a 'resume gap.' I call it a strategic sabbatical for intense personal and professional recalibration. The language you use to describe your journey determines the value the market assigns to it."

— Samantha Cunningham, Principal & Founder
On Value

"Companies don't hire you out of charity. They hire you because you solve an expensive problem. Our job is to translate your entire story — especially the hard parts — into a clear, compelling, and valuable solution."

— Samantha Cunningham, Principal & Founder
On Disclosure

"Disclosure is not a confession; it's a strategic decision. We provide a framework for if, when, and how to have that conversation, putting you in a position of power, not apology."

— Samantha Cunningham, Principal & Founder
On The Method

"Recovery teaches you how to do hard things, follow a process, and be rigorously honest. We simply apply that same framework to your career. The results are not surprising; they are inevitable."

— Samantha Cunningham, Principal & Founder

Insights & Strategy

Frameworks, field notes, and first-principles thinking on recovery, career strategy, and building recovery-ready organizations.

Career Strategy5 min read

The Resume Gap Is Not Your Problem. Your Framing Is.

Every high-performing professional I've coached in recovery has made the same mistake: they apologize for the gap before anyone asks. The market doesn't penalize gaps. It penalizes candidates who can't explain them with confidence and clarity. Here's the framework I use.

March 2026Read Article
Employer Strategy7 min read

Why Your EAP Is Failing Your Executives — And What to Do About It

Employee Assistance Programs were designed for reactive intervention, not strategic reintegration. When a VP returns from a 90-day treatment stay, they don't need a hotline number. They need a structured re-entry plan, a disclosure strategy, and a manager who knows how to lead them back. Most companies have none of that.

March 2026Read Article
Recovery & Career6 min read

Disclosure Is a Strategic Decision, Not a Moral Obligation

I've watched talented professionals torpedo offers by disclosing too early, too much, or in the wrong context. I've also watched people build extraordinary careers by owning their story with precision and confidence. The difference isn't the story. It's the strategy. Here's the if, when, and how framework I teach every client.

February 2026Read Article
Samantha Cunningham, Principal & Founder
About the Founder

Samantha Cunningham

Principal & Founder of Waypoint Strategy Partners. Senior talent strategist and executive recruiter with 17+ years placing C-suite and director-level leaders across technology, legal, finance, and healthcare.

PHR-certified and CPRS-Certified Peer Recovery Coach. My work sits at the intersection of executive search, behavioral health, and workforce development. I understand both sides of this equation — and I built the system to bridge them.

PHR CertifiedCPRS Certified17+ Years ExperienceC-Suite Placements
Ready to Begin

Your Results Start Here.

Book a complimentary 30-minute strategy call. We'll assess your situation, identify the gaps, and tell you exactly what it will take to land your next role — and what it's worth.