Senior Associate, Strategic Initiatives - Peaksware
for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule). Use - for any list of duties/requirements/benefits, and
for prose. Do NOT repeat the job title as a heading (the page already shows it) and do NOT put Job ID / requisition numbers as headings — fold minor metadata into a short
or drop it. Preserve ALL substantive information; do NOT invent or summarize away detail. Remove cookie/navigation/legal/EEO/equal-opportunity/scam-warning boilerplate, duplicated lines, and application instructions. IMPORTANT: include a section ONLY when the posting has real, specific content for it — never emit a heading followed by filler/placeholder text (e.g. "commensurate with experience", "not specified", "N/A", "varies", "TBD") and never create Pay/Schedule/Benefits sections unless the posting actually states them. Prefer a few substantive sections over many thin ones. Output ONLY the HTML fragment — no /, no markdown code fences.
We need to decide which sections to include based on content.
We have:
- Who We Are (company description)
- Position Summary (role description)
- Key Responsibilities (multiple sub-sections: Strategic & Executive Support, AI & Automation, Strategic & Operational Initiatives, Financial & Business Analysis)
- Requirements (list)
- Desired Qualifications (list)
- Benefits (including Compensation, Benefits and Perks sub-sections)
- Also there is some boilerplate about equal opportunity, accommodations, etc. Remove.
We need to map to allowed headings: About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule.
We can combine "Who We Are" maybe as "About the role"? Actually "About the role" is for role description, not company. But we could use "About the role" for Position Summary and maybe include Who We Are as part of that? The instruction says use headings like About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule. We should only include sections that have real content.
We have content for:
- About the role: could be Position Summary (maybe also Who We Are). We'll put Position Summary under About the role.
- Responsibilities: we have Key Responsibilities with subpoints. We'll list them as
- each bullet.
- Requirements: we have Requirements list.
- Qualifications: we have Desired Qualifications list.
- Skills: maybe not explicitly separate; but we could combine some skills from Requirements? However we have no explicit Skills section; we could omit Skills if no specific content.
- Benefits: we have Benefits and Compensation details. So we need Benefits section (including health, disability, life, 401k, holidays, etc.) and Pay section (salary range). The instruction says never create Pay/Schedule/Benefits sections unless posting actually states them. It does state compensation range and benefits, so we can include Pay and Benefits.
- Schedule: not mentioned; omit.
We need to avoid filler like "commensurate with experience". Not present.
We need to remove duplicated lines, boilerplate.
We need to preserve all substantive information.
We need to format:
About the role
then ... (position summary maybe plus who we are). Could combine both.
We need to ensure we don't repeat job title.
We need to output only HTML fragment.
Let's craft.
First, About the role: combine Who We Are and Position Summary.
Who We Are: "Peaksware is the parent company for industry-leading brands MakeMusic, Alfred Music, and formerly TrainingPeaks and TrainHeroic. Our software platforms maximize the potential of expert instructors to reach and impact the lives of the world's committed performers. We empower athletes and musicians to achieve their peak potential through data-driven software, robust analytics, and expert-led content. We operate at the intersection of technology, finance, and human performance. As a lean, high-growth organization, we value execution, intellectual curiosity, and radical candor. This is an opportunity to join a category-defining software company at an inflection point where AI is reshaping how every team operates."
Position Summary: "Reporting to the CFO, the Senior Associate, Strategic Initiatives will serve as a strategic partner to the executive team and leaders across Peaksware's portfolio of brands, helping drive some of the company's highest-priority strategic and operational initiatives. This is a high-autonomy, high-impact role for a former top-tier consultant, financial analyst, or strategy and operations professional who enjoys taking ambiguous business problems and turning them into clear analysis, recommendations, and action. The Senior Associate, Strategic Initiatives will work across Finance, Sales, Marketing, Operations, Product, and Engineering to analyze business performance, build financial models and business cases, identify opportunities to improve growth and efficiency, and drive cross-functional initiatives from idea through execution. They will also bring a strong understanding of AI and automation, using these tools to accelerate analysis, improve workflows, and unlock new ways of working across the organization. This role offers broad exposure to the business, meaningful access to executive leadership, and the opportunity to make a measurable impact across the Peaksware portfolio."
We can combine into a single
or maybe two
s. Use
for prose.
Next Responsibilities: we have subheadings but we can just list bullet points covering all responsibilities.
List each bullet:
- Partner with Executive Leadership: Work directly with the CFO and executive team on high-priority strategic questions and decisions across Peaksware and its portfolio of brands
- Turn Ambiguity Into Action: Take complex or loosely defined business questions, structure the problem, run the analysis, and deliver clear recommendations and a path forward
- Prepare Executive Insights: Produce concise analyses, business cases, and presentations that help leadership evaluate opportunities, track initiative progress, and make informed decisions
- Find the High-Value Use Cases: Evaluate where AI and automation can meaningfully improve productivity, decision-making, and business processes across the organization
- Build and Prototype: Use modern AI tools to rapidly build agents, scripts, internal tools, and workflow automations that solve real business problems — and apply those same tools to your own analysis, research, modeling, and reporting
- Scale Adoption: Partner with Engineering, IT, and functional leaders to deploy what works, raise practical AI fluency across teams, and drive adoption
- Lead High-Impact Projects: Own 1-2 high-priority cross-functional initiatives at any given time, from initial analysis and recommendation through implementation — coordinating across functions and driving accountability and follow-through
- Redesign How Work Gets Done: Work with functional leaders to identify inefficient, redundant, or manual processes and determine the right fix: redesign, technology, automation, or elimination
- Solve Cross-Brand Problems: Identify where shared processes, technology, data, and capabilities can be leveraged across Peaksware's brands, building the relationships needed to surface and scale them
- Measure Impact: Set clear success metrics for strategic initiatives and track results so investments translate into measurable business outcomes
- Analyze Business Performance: Evaluate financial and operational performance across brands to identify trends, risks, and opportunities to improve growth, profitability, and efficiency
- Support FP&A: Partner with Finance on forecasting, budgeting, variance analysis, scenario modeling, and recurring reporting for leadership
- Build Business Cases: Develop financial models and ROI analyses to evaluate investments, headcount, technology, and other strategic decisions
We need to ensure we don't duplicate. That's fine.
Next Requirements: list bullet points:
- 2+ years of experience in management consulting, financial advisory, corporate strategy, FP&A, or a similarly rigorous analytical role. Experience in a strategy consulting environment is a plus
- Strong financial and analytical skills: Ability to analyze business performance, build financial models and business cases, evaluate ROI, and turn data into clear recommendations
- Exceptional problem-solving and business judgment: Comfortable taking ambiguous problems, structuring the analysis, identifying the key issues, and determining a practical path forward
- Strong communication and executive presence: Able to synthesize complex information, communicate clearly with senior leaders, and influence cross-functional stakeholders without direct authority
- AI fluency: Demonstrated experience using modern AI tools to improve productivity, analyze information, automate workflows, or solve business problems. You don't need to be an AI engineer, but you should be curious, hands-on, and excited about finding new ways to apply AI
- Bias toward execution and ownership: Comfortable operating with limited direction, rolling up your sleeves, and taking initiatives from analysis and recommendation through implementation and measurable results
Next Qualifications (Desired Qualifications): list bullet points:
- SaaS or technology experience, particularly in strategy, operations, finance, or general management
- Experience leading cross-functional strategic initiatives from initial analysis through implementation
- Technical and data fluency, including experience with SQL, Python, APIs, business intelligence tools, or AI-assisted development
- Experience working across multiple business units, brands, or markets, ideally within a portfolio or multi-business environment
- Experience working directly with executive leadership and supporting high-level strategic decision-making
Next Benefits: we need to include compensation and benefits.
Pay section: we have salary range $95,149-$125,000, plus variable compensation. We'll put under Pay.
Benefits section: list health, disability, life, 401k, holidays, flexible time off, free access to products, corporate discounts, professional development resources, access to PARC, locker rooms, showers, bike storage, e-bikes, music and podcast studio.
We need to avoid boilerplate like "If you require a reasonable accommodation..." etc. Remove.
We also need to remove duplicated lines: there is some repeated about accommodations etc. We'll omit.
Now we need to decide whether to separate Pay and Benefits sections or combine. The instruction allows Pay and Benefits as separate headings. We'll include both.
We must not include Schedule.
Now output HTML fragment.
Structure:
About the role
... combined who we are and position summary ...
Responsibilities
- ...
...
Requirements
- ...
...
Qualifications
- ...
...
Pay
The annual salary range for this role is $95,149‑$125,000, with typical hiring at the lower to mid‑point of the range and the top end reserved for internal growth and exceptional performance. Final compensation will be based on relevant work experience, skills, certifications, and geographic location. The role is also eligible for an attractive performance‑based variable compensation plan.
Benefits
- Comprehensive health benefits including medical, dental, and vision insurance; health savings and flexible spending accounts; paid parental leave; employee assistance program
- Additional coverage options: Accident & Critical Illness insurance and Hospital Indemnity
- Company‑paid Short Term Disability, Long Term Disability, Basic Life Insurance, and AD&D
- Employee‑paid Supplemental Life Insurance available for employee, spouse, and/or child
- 401(K) plan with company match
- 12 paid holidays annually and discretionary Flexible Time Off
- Free access to company products, corporate discounts, and professional development resources
- Access to the on‑site Performance and Recovery Center (PARC), locker rooms and showers
- Employee‑only secure indoor bike storage and access to e‑bikes exclusively for Peaksware employees
- Access to the onsite Music and Podcast Studio
We need to ensure we didn't include any filler like "commensurate with experience". Not present.
Check for any duplicated lines
for prose. Do NOT repeat the job title as a heading (the page already shows it) and do NOT put Job ID / requisition numbers as headings — fold minor metadata into a short
or drop it. Preserve ALL substantive information; do NOT invent or summarize away detail. Remove cookie/navigation/legal/EEO/equal-opportunity/scam-warning boilerplate, duplicated lines, and application instructions. IMPORTANT: include a section ONLY when the posting has real, specific content for it — never emit a heading followed by filler/placeholder text (e.g. "commensurate with experience", "not specified", "N/A", "varies", "TBD") and never create Pay/Schedule/Benefits sections unless the posting actually states them. Prefer a few substantive sections over many thin ones. Output ONLY the HTML fragment — no /, no markdown code fences. We need to decide which sections to include based on content. We have: - Who We Are (company description) - Position Summary (role description) - Key Responsibilities (multiple sub-sections: Strategic & Executive Support, AI & Automation, Strategic & Operational Initiatives, Financial & Business Analysis) - Requirements (list) - Desired Qualifications (list) - Benefits (including Compensation, Benefits and Perks sub-sections) - Also there is some boilerplate about equal opportunity, accommodations, etc. Remove. We need to map to allowed headings: About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule. We can combine "Who We Are" maybe as "About the role"? Actually "About the role" is for role description, not company. But we could use "About the role" for Position Summary and maybe include Who We Are as part of that? The instruction says use headings like About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule. We should only include sections that have real content. We have content for: - About the role: could be Position Summary (maybe also Who We Are). We'll put Position Summary under About the role. - Responsibilities: we have Key Responsibilities with subpoints. We'll list them as
- each bullet.
- Requirements: we have Requirements list.
- Qualifications: we have Desired Qualifications list.
- Skills: maybe not explicitly separate; but we could combine some skills from Requirements? However we have no explicit Skills section; we could omit Skills if no specific content.
- Benefits: we have Benefits and Compensation details. So we need Benefits section (including health, disability, life, 401k, holidays, etc.) and Pay section (salary range). The instruction says never create Pay/Schedule/Benefits sections unless posting actually states them. It does state compensation range and benefits, so we can include Pay and Benefits.
- Schedule: not mentioned; omit.
We need to avoid filler like "commensurate with experience". Not present.
We need to remove duplicated lines, boilerplate.
We need to preserve all substantive information.
We need to format:
About the role
then... (position summary maybe plus who we are). Could combine both. We need to ensure we don't repeat job title. We need to output only HTML fragment. Let's craft. First, About the role: combine Who We Are and Position Summary. Who We Are: "Peaksware is the parent company for industry-leading brands MakeMusic, Alfred Music, and formerly TrainingPeaks and TrainHeroic. Our software platforms maximize the potential of expert instructors to reach and impact the lives of the world's committed performers. We empower athletes and musicians to achieve their peak potential through data-driven software, robust analytics, and expert-led content. We operate at the intersection of technology, finance, and human performance. As a lean, high-growth organization, we value execution, intellectual curiosity, and radical candor. This is an opportunity to join a category-defining software company at an inflection point where AI is reshaping how every team operates." Position Summary: "Reporting to the CFO, the Senior Associate, Strategic Initiatives will serve as a strategic partner to the executive team and leaders across Peaksware's portfolio of brands, helping drive some of the company's highest-priority strategic and operational initiatives. This is a high-autonomy, high-impact role for a former top-tier consultant, financial analyst, or strategy and operations professional who enjoys taking ambiguous business problems and turning them into clear analysis, recommendations, and action. The Senior Associate, Strategic Initiatives will work across Finance, Sales, Marketing, Operations, Product, and Engineering to analyze business performance, build financial models and business cases, identify opportunities to improve growth and efficiency, and drive cross-functional initiatives from idea through execution. They will also bring a strong understanding of AI and automation, using these tools to accelerate analysis, improve workflows, and unlock new ways of working across the organization. This role offers broad exposure to the business, meaningful access to executive leadership, and the opportunity to make a measurable impact across the Peaksware portfolio." We can combine into a single
or maybe two
s. Use
for prose. Next Responsibilities: we have subheadings but we can just list bullet points covering all responsibilities. List each bullet: - Partner with Executive Leadership: Work directly with the CFO and executive team on high-priority strategic questions and decisions across Peaksware and its portfolio of brands - Turn Ambiguity Into Action: Take complex or loosely defined business questions, structure the problem, run the analysis, and deliver clear recommendations and a path forward - Prepare Executive Insights: Produce concise analyses, business cases, and presentations that help leadership evaluate opportunities, track initiative progress, and make informed decisions - Find the High-Value Use Cases: Evaluate where AI and automation can meaningfully improve productivity, decision-making, and business processes across the organization - Build and Prototype: Use modern AI tools to rapidly build agents, scripts, internal tools, and workflow automations that solve real business problems — and apply those same tools to your own analysis, research, modeling, and reporting - Scale Adoption: Partner with Engineering, IT, and functional leaders to deploy what works, raise practical AI fluency across teams, and drive adoption - Lead High-Impact Projects: Own 1-2 high-priority cross-functional initiatives at any given time, from initial analysis and recommendation through implementation — coordinating across functions and driving accountability and follow-through - Redesign How Work Gets Done: Work with functional leaders to identify inefficient, redundant, or manual processes and determine the right fix: redesign, technology, automation, or elimination - Solve Cross-Brand Problems: Identify where shared processes, technology, data, and capabilities can be leveraged across Peaksware's brands, building the relationships needed to surface and scale them - Measure Impact: Set clear success metrics for strategic initiatives and track results so investments translate into measurable business outcomes - Analyze Business Performance: Evaluate financial and operational performance across brands to identify trends, risks, and opportunities to improve growth, profitability, and efficiency - Support FP&A: Partner with Finance on forecasting, budgeting, variance analysis, scenario modeling, and recurring reporting for leadership - Build Business Cases: Develop financial models and ROI analyses to evaluate investments, headcount, technology, and other strategic decisions We need to ensure we don't duplicate. That's fine. Next Requirements: list bullet points: - 2+ years of experience in management consulting, financial advisory, corporate strategy, FP&A, or a similarly rigorous analytical role. Experience in a strategy consulting environment is a plus - Strong financial and analytical skills: Ability to analyze business performance, build financial models and business cases, evaluate ROI, and turn data into clear recommendations - Exceptional problem-solving and business judgment: Comfortable taking ambiguous problems, structuring the analysis, identifying the key issues, and determining a practical path forward - Strong communication and executive presence: Able to synthesize complex information, communicate clearly with senior leaders, and influence cross-functional stakeholders without direct authority - AI fluency: Demonstrated experience using modern AI tools to improve productivity, analyze information, automate workflows, or solve business problems. You don't need to be an AI engineer, but you should be curious, hands-on, and excited about finding new ways to apply AI - Bias toward execution and ownership: Comfortable operating with limited direction, rolling up your sleeves, and taking initiatives from analysis and recommendation through implementation and measurable results Next Qualifications (Desired Qualifications): list bullet points: - SaaS or technology experience, particularly in strategy, operations, finance, or general management - Experience leading cross-functional strategic initiatives from initial analysis through implementation - Technical and data fluency, including experience with SQL, Python, APIs, business intelligence tools, or AI-assisted development - Experience working across multiple business units, brands, or markets, ideally within a portfolio or multi-business environment - Experience working directly with executive leadership and supporting high-level strategic decision-making Next Benefits: we need to include compensation and benefits. Pay section: we have salary range $95,149-$125,000, plus variable compensation. We'll put under Pay. Benefits section: list health, disability, life, 401k, holidays, flexible time off, free access to products, corporate discounts, professional development resources, access to PARC, locker rooms, showers, bike storage, e-bikes, music and podcast studio. We need to avoid boilerplate like "If you require a reasonable accommodation..." etc. Remove. We also need to remove duplicated lines: there is some repeated about accommodations etc. We'll omit. Now we need to decide whether to separate Pay and Benefits sections or combine. The instruction allows Pay and Benefits as separate headings. We'll include both. We must not include Schedule. Now output HTML fragment. Structure:
About the role
... combined who we are and position summary ...
Responsibilities
- ... ...
Requirements
- ... ...
Qualifications
- ... ...
Pay
The annual salary range for this role is $95,149‑$125,000, with typical hiring at the lower to mid‑point of the range and the top end reserved for internal growth and exceptional performance. Final compensation will be based on relevant work experience, skills, certifications, and geographic location. The role is also eligible for an attractive performance‑based variable compensation plan.
Benefits
- Comprehensive health benefits including medical, dental, and vision insurance; health savings and flexible spending accounts; paid parental leave; employee assistance program
- Additional coverage options: Accident & Critical Illness insurance and Hospital Indemnity
- Company‑paid Short Term Disability, Long Term Disability, Basic Life Insurance, and AD&D
- Employee‑paid Supplemental Life Insurance available for employee, spouse, and/or child
- 401(K) plan with company match
- 12 paid holidays annually and discretionary Flexible Time Off
- Free access to company products, corporate discounts, and professional development resources
- Access to the on‑site Performance and Recovery Center (PARC), locker rooms and showers
- Employee‑only secure indoor bike storage and access to e‑bikes exclusively for Peaksware employees
- Access to the onsite Music and Podcast Studio