
Coaching
Inside Sales Reps (ISR / BDR / SDR)
This coaching equips inside sales representatives
…with the tools to excel in your current role and prepares you for the next step in your sales career.
01
Partnering and Collaborating with your Outside Sales Counterparts
Strategies to seamlessly work with outside sales counterparts, fostering teamwork and alignment. This collaboration maximizes deal potential, streamlines workflows, and ensures a unified approach to customer engagement.
02
Creating Opportunities to Demonstrate Sales Skillsets
Identify and leverage key moments to showcase your sales expertise. Demonstrating your capabilities in impactful ways builds credibility, boosts confidence, and positions you as a high-performing sales professional.
03
Building Political Capital with Key Stakeholders
Influence internal stakeholders and decision-makers. Building strong relationships across teams enhances your visibility, trust, and positioning for career advancement opportunities.
Outside Sales Reps (AE / RSM / GAM)
This coaching equips outside sales professionals
…with the skills and strategies needed to excel in competitive B2B technology markets and take their careers to the next level.
01
Building Strategic Assets that Drive Collaboration with both Customers and Internal Teams
Partner effectively with customers, inside sales teams, pre-sales engineers, and support staff. This ensures alignment, smooth handoffs, and a stronger, unified approach to closing complex deals.
02
Identifying Opportunities to Demonstrate Leadership and Expertise
Recognize high-impact moments to showcase your strategic thinking, negotiation skills, and value-driven approach. These opportunities solidify your reputation as a trusted advisor to clients and stakeholders.
03
Cultivating Executive Relationships to Build Influence
Strengthen your ability to engage and influence key stakeholders within your organization and client accounts. Building executive-level relationships enhances your credibility and positions you for larger deals and leadership opportunities.
Product Specialists & Sales Overlays
This coaching is tailored for product and sales specialists
…equipping you to maximize your impact in supporting sales, strengthening relationships, and advancing your career.
01
Integrating & Collaborating Strategically with Sales Teams
Align with account executives and outside sales teams to deliver technical insights and value propositions. Effective collaboration ensures you position your expertise as a critical component of the sales strategy.
02
Showcasing Expertise During Key
Sales Interactions
Demonstrate your deep product knowledge and problem-solving skills in customer-facing engagements. This reinforces your role as a trusted advisor, driving confidence in your solutions and supporting deal success.
03
Building Influence with Internal
and External Stakeholders
Communicate effectively and gain buy-in from both internal teams and customer decision-makers. Building influence strengthens your credibility, enhances collaboration, and positions you as a vital contributor to the sales process.
Introduction
Job Pursuit Coaching
Coaching and support play a vital role in helping job candidates navigate the complex hiring process.
By providing guidance, feedback, and encouragement, S2A empowers candidates to present themselves effectively, build confidence, and ultimately secure their desired positions.
This support not only increases the candidate's chances of success but also reinforces their professional development, setting them up for long-term career growth.
How I Can Help You
If you are a technology sales professional keen to compete for promotion, move laterally within your existing organization or explore external opportunities; I want to help you.
01
Hunting the role, effectively
For external roles, a referral from an insider is always ideal. For many reasons, we do not always have this advantage. Uncovering who the hiring manager plus 2 levels of leaders above is fundamental to advancing as an unknown candidate.
For internal roles, mismanaging the politics of moving between teams or seeking promotion is the number 1 reason for organizational resistance.
I can help you manage both of these obstacles.
02
Differentiating yourself, advancing
Differentiating yourself depends on your behavior before, during, and after interviews. There are several concrete actions you can take to maximize your chances of success and foster a positive interview bias ahead of time.
My approach aligns your interview behavior with your previous claims about your sales success.
This eliminates any dissonance that arises from incongruent behavior.
03
Capstone interview, preparation
Many Technology sales roles will culminate in some type of mock discovery call, panel interview, or presentation. It is important to understand what behaviors your evaluators will be looking for as well as any behaviors that they will be on heightened alert for the absence of.
Most candidates lose their momentum at this step of the qualification process. Knowing which evaluation factors you need to demonstrate competency in is absolutely critical.
Repetition in prep & quality feedback are key to confidence.
Key Assets for Interview Advancement
Key Assets for Interview Advancement
99% of job candidates will only be prepared with 1 of these. You can instantaneously put yourself in the 1% of applicants by having both and being educated on how to properly deploy each, at the right time, in the right context, and in service of the right outcomes.
01
Resume & Cover Letter
Most job seekers underestimate the importance of a resume and formal cover letter. While only important for initial advance, most internal recruiters will float your resume to the hiring manager to qualify you in/out of an initial discussion. It remains an important point of impression.
02
Candidate Profile Interview Deck
The balance of power has shifted back to employers in the aftermath of the Covid hiring boom, which means the competitiveness for every opening is exponentially higher than it has been in several years. To win, it’s critical to do something different than the peers to illustrate your value.
Our Clients
Successfully used at:
Candidate Profile Interview Deck
Candidate Profile Interview Deck
A Candidate Profile Interview Deck takes the principle of a “First Call Deck” in Sales and applies it to you, the candidate, as the “product” you are selling.
Through this approach, you have the potential to differentiate your first impressions with a curated work product that anticipates what the customer (hiring manager in this case) is interested in understanding about you.
It allows your audience to see who you are, outlines your personal sales process, and includes a past win story among other things. This is the most effective way to demonstrate your ability, discipline, and desire to contribute as part of the team.
Why Your Professional Story Matters
Whatever it is, the way you tell your story to a hiring manager makes all the difference.
Your professional value narrative is an essential component of your ability to land the job your competing for.
Is it relatable? Is it credible? Is it confidence-inspiring?
Frequently Asked Questions
Your questions answered
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As long as you have 2-3 years of experience and an existing version of a resume you will gain something from this work together.
That said, I always start with an initial discovery call to ensure that your objectives are well aligned to my experience, ensuring our mutual expectations are aligned.
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No, we will work on it together. Before meeting for our first working session, I will review your existing resume and cover letter, provide a full markup against all the elements that are key to an excellent finished product. If you are unsatisfied with or want improvement in overall structure of your CV, I will provide you tested templates to select from. You implement changes, and we will repeat the process a 2nd time for refinement.
If you do not have a cover letter, I will introduce examples that I have written in the past to help provide a strong starting place.
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My objective is to empower you with the skills and understanding to create and iterate for yourself with confidence and precision in the future. If I did the work for you, it would limit that overall benefit. In other words, my goal is that after our work, you are confident in your ability to understand what good looks like and you don’t need additional coaching around future iterations of your resume or cover letter.
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Of course, I will always be a resource that you can turn to for advice, coaching, and support as you move through your career.
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I find that this coaching and work can be accomplished in two ( 2) 45-minute conversations. In the event a third is beneficial, we can schedule it but most of my clients feel great without it.
Our first conversation will focus on the primary components that are critical to a resume from the perspective of tech recruiters and hiring managers, followed by the remainder of that first conversation focusing on my initial mark-up, edits, and recommendations.
The second conversation is focused on refinement and narrative-alignment. How to tell your story in the most advantageous way to your audience.
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I have used this approach probably 10+ times over the past 10 years. My confidence is based on direct feedback from hiring managers and others. Additionally, those I have coached have provided similar indirect feedback.
Using this asset correctly accomplishes several things:
1. It helps illustrate who you are much better than a resume
2. It demonstrates a willingness to prepare, your commitment to the role and company, as well as methodical discipline that the HM will be keenly looking for.
3. It proactively demonstrates how you can command and present content as there are many direct parallels in selling yourself as the right candidate for a sales role and selling the product or services you will promoting if hired.
4. It creates a work product that you can use to send to interviewers prior to your interviews that pre-conditions them to ask about your strengths and experiences vs leaving them to ask about topics that they see as important but you may not be as prepared to discuss.
5. It provides an asset you can promote as a leave behind which may get circulated internally to sales leaders who may want to understand who you are without interviewing you.
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You should plan on around four (4) 45 minute conversations to cover orientation, content, refinement, and then a final conversation on how to effectively use the candidate profile to compliment the selection process.
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Yes, the candidate profile is company-agnostic.
I demonstrate how to quickly and properly re-brand it to align to the company and role you are applying to in just minutes so it can serve you in the pursuit of any role and any company.
Introduction
In Role Development Coaching
S2A offers an opportunity to develop the skills needed for success in sales and preparing for the next step in your career.
Through personalized guidance, I will help you refine critical skills like communication, problem-solving, and relationship-building.
I provide actionable feedback and real-world strategies to enhance your performance, ensuring you can confidently navigate challenges, achieve your goals, and differentiate yourself from your peers. Beyond resolving your immediate goals or concerns, we will focus on the mindset and capabilities to excel in leadership roles and responsibilities.
Skills 2 Accelerate
Skills 2 Accelerate
Trust Building in Practice
Balance empathy w/ demonstrating competence
Multi-Stakeholder Value Narratives
Technical, Financial, Operational Value Propositions
Communication Excellence
Clear, compelling, customer-focused, reusable proposals & presentations
Multi-Year Account Strategy
Strategic Planning aligning goals, growth, and relationships
Deal Structure & Pricing Strategy
Using key commercial principles for optimizing optics of your proposals
Engagement Flow Process
Engagement Flow — What to expect?
01
Identify goals
02
Identify key focus areas
03
Client validation
04
Skill development
05
Progress & adjustments
06
Sustain growth
Skill Development Process
Skill Development — What to expect?
01
Knowledge transfer
02
Demonstration
03
Guided implementation
04
Independent application
05
Feedback & reflection
06
Repetition 4 Mastery
Frequently Asked Questions
Your questions answered
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I have 14+ years of experience working in sales and with colleagues in enterprise hardware and software sales. My background includes several unique industry trainings and accrediations’s, which equips me with insights into the challenges and opportunities you might be interesting in discussing. Additionally, I stay updated with the latest coaching techniques and industry trends to ensure I provide effective, personalized guidance. I would be happy to share more details or provide references upon request.
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Coaching focuses on identifying your strengths, addressing obstacles, and creating a clear path to achieve your goals. Through structured conversations and actionable strategies, I’ll help you develop key skills, gain confidence, and create a plan for success. Coaching is tailored to your needs, so whether you’re looking to improve specific competencies or achieve broader personal and professional growth, I’ll support you every step of the way.
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My coaching style is collaborative, results-focused, and tailored to each individual. I combine structured frameworks with open dialogue, ensuring sessions are both practical and reflective. My goal is to create a supportive environment where you feel comfortable exploring challenges, identifying solutions, and taking actionable steps. Together, we’ll work on strategies that align with your goals and strengths.
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Coaching outcomes vary based on your goals, but you can expect greater clarity, improved skills, and actionable strategies to achieve your goals. Many clients experience enhanced confidence, better decision-making, and measurable progress toward their career or personal aspirations. Success depends on your commitment to the process, but I’m here to guide and support you every step of the way.
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The duration of coaching depends on your goals and the complexity of the challenges we address. Many clients find that 3-6 months of consistent sessions provide meaningful progress, while others prefer ongoing coaching for continuous growth. Sessions are typically bi-weekly to ensure regular focus and momentum. We can discuss a timeline that works best for you and aligns with your needs.
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The cost of coaching varies based on the length and frequency of sessions, as well as the specific program you choose. My services include one-on-one sessions, email support, and customized validated work products. I’d be happy to discuss a package that fits your budget and goals. Investing in coaching is an investment in your personal and professional growth.
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Yes, I have worked with a variety of clients and would be happy to share testimonials or connect you with references. Previous clients have expressed positive results, including outcomes like improved skills, career advancements, and personal growth. Hearing directly from others I’ve worked with and/or reviewing the comments I have listed under the testimonials page can give you a better sense of the value I can provide and the results you can expect.
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I start by understanding your unique goals, challenges, and strengths through an initial assessment or consultation. Based on this, I create a customized plan that focuses on your priorities and adapts as we progress. My approach ensures that every session is relevant to your specific needs, making the coaching process both personal and effective. Together, we’ll identify strategies that work best for you and align with your vision for success.
Chris is an incredibly passionate sales professional!
He has the rare ability to understand the challenges faced by our customers and to make a real difference to them. He always put in the hours, so that the work we did had relevance and got to the crux of our customers’ problems. He realizes that if you do the right thing for the customer, you build long-term trust and then success will follow. It has been my privilege and pleasure to work alongside him during the past year.
BOGDAN P.
Area Vice President, Enterprise Sales