Executive coaching for high-performance software leaders
Level up your career with an executive coach and on-demand leadership network.
Trusted by top tech professionals
Personal Career Transition Programs
Get personally tailored strategies for continued career confidence with an executive career coach. Ask tough questions, share experiences, broaden your perspective, and uncover unique solutions to your career transition challenges.
- Career Positioning
- Narrative Building
- Value Proposition Creation
- Marketing Material Best Practices
- Resume & LinkedIn Review
- Job Search Strategy & Process Building
- Networking Guidance & Introductions
- Interview Preparation & Coaching
- Job Offer Benchmarking & Negotiation
- 30/60/90 Day Planning
High-Performance Leadership Coaching
Receive confidential, outside perspective to help you or your team sustain elite performance, stay accountable to goals, and navigate difficult cross-functional challenges within hper growth organizations.
- Leadership Development
- Hyper Growth Team Building
- Cross-Functional Alignment
- Mindset Growth & Transformation
- Mentorship & Peer Network Expansion
- Shareholder & Leadership Meeting Preparation
- Executive Presence & Gravitas
TransitionFor Career Transitions
- Ideal for ongoing relationships, increasing your network, and accelerating your career transition and trajectory.
- Initial Consultation
- On-Demand Coaching Session(s)
- Email & Text Support
- Introductions to Insider Network
- Billed Individually
LeadershipFor Current Leaders
- Ideal for up-and-coming leaders and high-performance executives looking to maximize their current role.
- Initial Consultation
- Scheduled Regular Coaching Session(s)
- Email & Text Support
- Introductions to Insider Network
- Billed to Employer
AcceleratorFor Custom Programs
- Ideal for heightened urgency scenarios, career re-invention, 7-figure negotiations, and executive transitions.
- Custom Tailored Program
- 6, 12, and 20 Session Bundles
- Email & Text Message Support
- Introductions to Insider Network
- Billed Individually or Negotiated as Severance
Frequently Asked Questions
Where do you have network connections?
I’ve worked with Directors to VP to C-Suite at:
Facebook, Apple, Amazon, Salesforce, Netflix, Google, Microsoft, Samsung, Disney, Dell, LinkedIn, Cisco, Youtube, HubSpot, Slack, Zendesk, Adobe, GoDaddy, Twilio, IBM, Oracle, Spotify, SAP, Walmart, Intuit, Reddit, eBay, Cognizant, Capgemini, Pinterest, Nokia, SNAP, Twitter, VMware, Paypal, Starbucks, Coda, Freshworks, Zapier, Mailchimp, Airtable, Samsara, Gusto, Gong, Amplitude, Contentful, Sisense, Compass, Zillow, Visa, Stripe, Box, Uber, Lyft, Ramp, Comcast, McKinsey, Deloitte, KPMG, EY, Accenture, PWC, McKesson, AT&T, Verizon, JP Morgan, Square, Bank of America, Dell, Wells Fargo, Intel, PepsiCo, Procter & Gamble, Hewlett Packard, General Electric, Nike, Qualtrics, Under Armour, Hearst, Charles Schwab, Pfizer, Takeda, Thermo Fisher, Tesla, PG&E, Blackrock, Mastercard, Gap, Fox, KornFerry, Discovery, Hilton, Smartsheet, Mondelez, Sprout Social, Electronic Arts, Xerox, Grammarly, Zoom, Drift, Segment, Outreach, LiveNation, and dozens more (including executive recruiters and headhunters).
Is there a minimum commitment?
No. You can cancel by texting me. Please provide 30 days notice.
Can you guarantee me a job or promotion?
No—and you should be wary of anyone who does. I work to help you find the most authentic and fulfilling work (even if that’s where you are today) so that you can love what you do. I do not want to pressure you into a role without intelligent observation and understanding for the sake of honoring a guarantee.
How long is a coaching session?
Sessions are 45 minutes but can be combined for 90 minute sessions.
Are my sessions confidential?
I will not divulge sensitive information about the coaching relationship unless I receive consent from you. All information discussed during our coaching sessions are considered private. You may share information with others at your discretion.
Will you write my resume and LinkedIn?
No. I previously founded a 7 figure resume writing business with a team of 20 and have personally written hundreds of resumes. However, I no longer offer these services. I am happy to review, discuss your marketing materials, share industry best practices on how to get the most out of your work, and recommend you to some of the best in the business for writing support.
What does your Career Transition process look like?
Each relationship is personal and unique; however, we’ll often follow a similar framework depending on areas where your strengths and weaknesses lay. Much of our work will lay the foundation for ongoing career success.
I’ll start with a pre-consultation discovery call, assess your skills and challenges, set expectations, and discuss an authentic narrative and position.
Next we’ll review your marketing materials, resume, website, LinkedIn profile, portfolio, presentations, etc – and suggest improvements.
As we reach confidence in your position, we’ll develop a personalized job search strategy and process, discuss online applications, and how to earn interviews.
Next, we’ll work on pre-interview strategy, conduct mock interview practice sessions, prepare personalized interview questions and prepare for negotiation.
Finally, we work together as needed in a flexible cadence designed around where you are in your search process. For example, this period may include targetted interview preparation, assessment, and salary negotation for multiple opportunities concurrently.
What if I don’t use my on-demand session(s) in a month?
I work with incredibly busy executives. Scheduling changes, strategic pivots, and impromptu vacations are commonplace. I’ll rollover your sessions for up to 3 months. I only ask that we communicate openly.
Do you offer refunds?
No. I work to provide 3-10x your investment and in dozens of cases I have helped clients improve their compensation by over 6 figures annually. I always work to provide more impact and value than expected.
Do you work on contingency?
No. I have explored these models and they conflict with my mission of helping you love what you do and feel authentic joy with your career. It’s not about finding you the most money or pushing you into a role because I’m incentivized to make a big commission—it’s about providing value and impact every step of the way and building habits that will support the entirety of your career ambitions. I work for performance and outcomes—and I bill upfront.
You know.. my path is sort of untraditional. I’ve always been the ‘kid that fixed the VCR’ and even coded homework websites for classmates in middle school. I am the son of a nurse and entrepreneur—a combination of compassion and get-it-done risk-taking.
I started several businesses as a kid. A website developer, disc jockey, caterer, photographer, resume writer, and video editor, but I got my first break right before the 2008 recession as a journalist before a stint with the Emmy winning team for ‘The Deadliest Catch’ on Discovery.
Growing up, people would say, “Jacob, you are a great storyteller, you should be a journalist…” And I let others guide my early career. Turns out storytelling proved valuable for my first marketing and product roles in Silicon Valley. And freelance writing and consultation helped supplement my income while working my way up-the-ladder.
But something never sat right. I wasn’t fulfilled—even after promotions to VP and C-Suite roles.
Even though I was making a ton of money (which I thought was the key to happiness) I was emptied by essentially selling million dollar spreadsheets to other businesses. Oftentimes I worked for products or teams that I didn’t really believe in to pay the bills. I never want anyone to feel that way.
It hit me, that I needed to combine my passion for storytelling, marketing, and growth to help other leaders—do just that—tell their story, market themselves, and grow for their own ambitions and for the betterment of their families.
This journey has led me to my big mission of helping leaders find more fulfilling work, become masters of their craft, and continue their growth confidently through continuous learning and objective support.
I’m a husband, family man, and friend first. My wife brings me unfaltering support and strength of character. She is the the most direct, candid, and impactful human in my life.
We are the parents of three dogs… They’re great, but maybe we didn’t think that through. After 25+ years in the greater San Francisco and Los Angeles areas, we spend our time in Northern Nevada and North Western Montana. You’ll find us on long road trips, exploring with the dogs, or chasing frisbees in the woods.
I spent over a decade in Silicon Valley as a senior go-to-market executive with an extensive background developing and leading high-growth teams in the enterprise technology sector.
I worked with companies such as Percolate (Seismic), MyFitnessPal (UnderArmour), Uber, Engage 3, Simply Measured (Sprout Social), LinkedIn, Xerox, Skedulo, AppBuddy (Validity), Visor, and ClearVoice (Fiverr). I’ve worked with lots of VC backed hyper growth companies and through several acquisitions.
I was a 2x product leader, 4x marketing leader, built teams of 20 plus, and founded (bootstrapped) 2 multi-million dollar consulting businesses. ThinkWarwick Executive Coaching is my 3rd ‘official’ business.
A leader in high-performance coaching since 2011
I’ve helped over 1,500 leaders find more fulfilling work and navigate tough career challenges. I’ve worked with C-suite executives at major Fortune 500 organizations, high-growth software founders, and international business leaders across six continents.
Re-frame any challenging situation into an opportunity
Clients say that I provide a steady and supportive voice during periods of uncertainty. I concentrate on patient, consistent prompts to stay focused on core themes and clear personal and professional goals will help you navigate the emotional ups and downs of your executive career.
An advisor and reality-checker
I work to support a shift in career mindset, prepare you for more confident interviews, and am a compassionate friend during any setbacks. I align with your values and ask you the hard questions to force you to prioritize what you truly want in your career. I am candid and forthright—and take a personal approach to help others be successful.
I have an eye for quickly understanding your ‘secret sauce’ and will help you articulate your unique value. I help you refine your narrative, think through cognitive blind spots, and create immediate tangible value for your career.
A bias for performance
I can be an insightful, valuable sounding board and provide a wealth of insight, know-how, and connections across a wide range of industry dynamics. In the past 3 years, I have helped dozens negotiate six and seven-figure compensation increases.
I’m fortunate to have added Jacob to my executive support network.
Jacob is one of the most insightful business leaders I’ve met. My discussions with him have been a game changer.
Jacob is top-knotch and provides information on how you compare to other similarly-situated professionals and helps you position yourself for new opportunities.
Jacob understands exactly how to show up for the people in his orbit in the most empowering way. He makes colleagues and partners feel valued, elevated, and inspired. His charisma is grounded in kindness and compassion.
Jacob’s coaching has been one of the best investments I have made for my career.
If you need help getting and negotiating the right role for you, Jacob is your guy.