Samantha Cunningham

Elevating Potential. Transforming Futures. Creative Solutions for Social Good.

[ServiceTitan @ServiceTitan]

The real bottleneck to scale is not capital. It is not deal flow.
It is leadership readiness inside the acquiring company.
Full episode in the replies.

[Samantha Cunningham @SamSCunningham]

@ServiceTitan please help me with my business. both @getjobber and @housecall have been really unfortunate/bad experiences and I just want a company that pays out when your client pays, offers MPC to lead sources and integrates with QuickBooks. Is it really too much to ask for?!

[Samantha Cunningham @SamSCunningham]

I Built an AI Clone of Myself To Make Money Online.... Here's What Happe... https://t.co/oqtLoGbCHI via @YouTube @nickponte808

[Samantha Cunningham @SamSCunningham]

@GetJobber you seriously don't have customer service on the weekends????

[Samantha Cunningham @SamSCunningham]

@GetJobber PLEASE PAY ME… I wouldn't have used you if I knew you would have so many security errors on your end. Payments are supposed to come in 1 business day, it's been 3 because your system needed me to upload my ID 5 different times!!!! Pay me now….please!!!

[Samantha Cunningham @SamSCunningham]

@GetJobber please pay me…ive sent you my verification with my ID 5 times and you still have not issued my payment. Why does @HousecallPro suck by charging me after I cancel my account now @GetJobber won't pay me? Next…@ServiceTitan help!!!

[Samantha Cunningham @SamSCunningham]

@techxutkarsh May I please receive

[Samantha Cunningham @SamSCunningham]

@AIandTechh cowork

[Samantha Cunningham @SamSCunningham]

Your 90-day executive recovery playbook starts with one conversation. At Waypoint Strategy Partners, we build the strategy - you execute it. https://t.co/jRhRNEauaH #RecoveryAtWork #ExecutiveCareer

[Samantha Cunningham @SamSCunningham]

Every executive I've coached through a career rebuild post-recovery had one thing in common: They treated the job search like a business operation. Targets. Metrics. Iteration. Discipline. Not hope.

[Samantha Cunningham @SamSCunningham]

You didn't fight your way back from the hardest thing in your life to settle for a role 3 levels below your experience. The executive job market rewards strategy, resilience, and authenticity. You have all three.

[Samantha Cunningham @SamSCunningham]

Recovery gave you: Discipline. Self-awareness. Crisis management. Radical accountability. Resilience. These are executive competencies - not footnotes. Your career rebuild should lead with them.

[Samantha Cunningham @SamSCunningham]

Most job seekers spend 80% of their time on applications. The executives who land fastest spend 80% of their time on relationships. Warm connections > cold applications. Flip the ratio.

[Samantha Cunningham @SamSCunningham]

Updating your old resume is one of the worst career moves you can make post-recovery. That document represents who you WERE. You need one that represents who you ARE. Start over.

[Samantha Cunningham @SamSCunningham]

Days 61-90: Execute and iterate.
-> 5 targeted applications per week (not 50 generic)
-> Polish your 60-second and 5-minute narrative
-> Track everything like a business operation
Data reveals patterns. Patterns reveal opportunities.

[Samantha Cunningham @SamSCunningham]

Days 31-60: Build your strategic network.
-> Identify 20 target companies
-> Find warm connections (even 2nd degree)
-> Reconnect intentionally -- lead with what you're building
A warm intro converts at 10x a cold application. Do the math.

[Samantha Cunningham @SamSCunningham]

Days 1-30: Rebuild your professional identity.
-> Audit every skill, result, and win you have
-> Rewrite your resume from scratch (not update -- REWRITE)
-> Reclaim your LinkedIn with a forward-looking headline
You have more ammunition than you think. Use it.

[Samantha Cunningham @SamSCunningham]

The first 90 days after recovery aren't about landing a job. They're about positioning for the RIGHT job. Most people skip this and end up 3 levels below where they should be. Here's the playbook.

[Samantha Cunningham @SamSCunningham]

Which resume gap framing have you used or wish you'd known about? Drop it below.

[Samantha Cunningham @SamSCunningham]

At Waypoint Strategy Partners, we help professionals in recovery stop hiding their story and start positioning it as their competitive advantage. Executive career strategy. Not therapy. Not hand-holding. https://t.co/jRhRNEauaH